Home Sweet Hudson: Modern Winter Oasis
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Callicoon
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House
House on the Hill: Modern Retreat with Hot Tub and Pool
10
Guests
4
Bedrooms
4
Bathrooms
This sweeping and spacious modern retreat with 180-degree views is your personal oasis in the country. With a grand living area, featuring a stone fireplace; a brand-new state-of-the-art open kitchen with a large island and an open dining area; as well as four stylishly appointed bedrooms, pool house, in-ground pool, sauna, firepit and hot tub in a fully fenced in outdoor area.
Rooms and Beds
Features and Amenities
Air Conditioning
Allows Children
Barbecue
Body Soap
Carbon Monoxide Detector
Chef’s kitchen
Cleaning Products
Cleaning With Disinfectants
Coffee
Coffee Maker
Conditioner
Crockery Cutlery
Rates and Availability
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March 2025
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$441
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$470
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$443
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$402
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$402
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$488
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$466
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$402
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$402
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$421
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$421
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$463
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$474
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$419
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$402
April 2025
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$402
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$402
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$402
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$439
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$402
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$402
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$402
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$427
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$503
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$540
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$461
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$495
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$452
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$435
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$450
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$574
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$577
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$546
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$402
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$402
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$402
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$420
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$523
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$510
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$416
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$402
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$402
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$402
May 2025
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$550
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$550
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$550
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$550
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$601
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$570
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$550
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$550
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$550
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$550
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$550
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$693
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$710
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$686
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$550
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$550
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$550
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$550
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$1,069
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$1,119
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$1,006
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$550
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$555
28
$550
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$551
30
$755
31
$772
June 2025
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$702
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$494
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$436
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$481
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$625
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$863
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$851
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$684
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$550
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$550
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$553
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$586
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$737
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$747
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$648
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$550
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$550
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$746
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$876
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$923
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$972
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$798
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$630
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$567
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$652
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$773
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$997
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$963
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$755
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$846
July 2025
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$876
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$763
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$1,542
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$1,481
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$1,494
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$605
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$737
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$754
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$657
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$634
11
$1,010
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$969
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$739
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$626
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$543
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$755
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$873
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$1,021
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$1,025
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$587
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$638
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$542
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$648
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$732
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$923
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$977
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$764
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$661
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$600
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$764
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$708
August 2025
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$1,012
2
$1,049
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$793
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$632
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$731
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$674
7
$728
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$984
9
$937
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$751
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$618
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$634
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$676
14
$839
15
$1,074
16
$1,053
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$797
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$647
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$790
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$865
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$938
22
$1,185
23
$1,213
24
$1,017
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$830
26
$654
27
$703
28
$775
29
$1,264
30
$1,238
31
$1,299
September 2025
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T
W
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F
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S
1
$681
2
$579
3
$615
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$650
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$917
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$940
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$759
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$575
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$548
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$698
11
$684
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$790
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$716
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$555
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$511
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$490
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$537
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$578
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$687
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$620
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$491
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$481
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$468
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$547
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$611
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$790
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$756
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$538
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$485
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$474
October 2025
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$593
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$628
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$849
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$849
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$671
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$541
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$461
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$508
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$651
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$1,141
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$1,154
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$1,231
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$744
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$648
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$649
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$560
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$854
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$887
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$660
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$533
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$441
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$472
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$553
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$754
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$753
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$562
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$455
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$425
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$473
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$723
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$748
November 2025
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$781
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$574
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$468
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$423
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$449
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$834
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$787
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$783
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$456
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$524
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$611
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$705
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$690
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$539
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$511
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$656
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$748
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$826
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$752
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$708
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$693
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$673
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$1,303
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$1,327
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$1,327
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$705
December 2025
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$527
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$536
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$650
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$535
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$843
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$756
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$559
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$476
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$489
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$482
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$547
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$675
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$711
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$646
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$624
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$633
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$621
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$689
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$833
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$867
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$856
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$789
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$972
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$972
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$976
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$1,047
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$1,045
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$1,040
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$1,039
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$1,252
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$1,309
January 2026
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$1,314
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$1,261
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$1,200
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$984
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$1,014
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$675
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$651
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$651
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$708
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$686
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$621
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$517
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$479
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$464
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$536
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$890
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$876
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$897
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$523
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$461
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$462
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$555
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$692
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$678
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$614
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$503
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$433
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$454
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$520
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$571
February 2026
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$507
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$451
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$430
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$454
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$537
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$707
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$627
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$482
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$460
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$463
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$576
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$928
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$892
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$922
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$510
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$475
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$487
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$591
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$794
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$775
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$661
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$522
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$473
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$491
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$573
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$678
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$652
March 2026
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$518
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$458
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$408
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$439
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$518
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Taxes and fees are additional
$674 avg / night
Minimum stay: 2 nights
Total
Price Details
When
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March 2025
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$488
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$466
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$402
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$421
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$421
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$463
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$474
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$419
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$402
April 2025
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$402
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$402
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$402
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$439
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$461
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$402
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$402
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$402
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$427
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$503
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$540
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$461
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$495
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$452
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$435
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$450
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$574
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$577
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$546
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$402
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$402
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$402
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$420
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$523
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$510
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$416
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$402
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$402
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$402
May 2025
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$550
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$601
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$570
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$550
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$550
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$550
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$693
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$710
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$686
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$550
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$550
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$550
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$550
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$1,069
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$1,119
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$1,006
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$550
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$555
28
$550
29
$551
30
$755
31
$772
June 2025
M
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W
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F
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S
1
$702
2
$494
3
$436
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$481
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$625
6
$863
7
$851
8
$684
9
$550
10
$550
11
$553
12
$586
13
$737
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$747
15
$648
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$550
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$550
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$746
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$876
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$923
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$972
22
$798
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$630
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$567
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$652
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$773
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$997
28
$963
29
$755
30
$846
July 2025
M
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W
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F
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1
$876
2
$763
3
$1,542
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$1,481
5
$1,494
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$605
7
$737
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$754
9
$657
10
$634
11
$1,010
12
$969
13
$739
14
$626
15
$543
16
$755
17
$873
18
$1,021
19
$1,025
20
$587
21
$638
22
$542
23
$648
24
$732
25
$923
26
$977
27
$764
28
$661
29
$600
30
$764
31
$708
August 2025
M
T
W
T
F
S
S
1
$1,012
2
$1,049
3
$793
4
$632
5
$731
6
$674
7
$728
8
$984
9
$937
10
$751
11
$618
12
$634
13
$676
14
$839
15
$1,074
16
$1,053
17
$797
18
$647
19
$790
20
$865
21
$938
22
$1,185
23
$1,213
24
$1,017
25
$830
26
$654
27
$703
28
$775
29
$1,264
30
$1,238
31
$1,299
September 2025
M
T
W
T
F
S
S
1
$681
2
$579
3
$615
4
$650
5
$917
6
$940
7
$759
8
$575
9
$548
10
$698
11
$684
12
$790
13
$716
14
$555
15
$511
16
$490
17
$537
18
$578
19
$687
20
$620
21
$491
22
$481
23
$468
24
$547
25
$611
26
$790
27
$756
28
$538
29
$485
30
$474
October 2025
M
T
W
T
F
S
S
1
$593
2
$628
3
$849
4
$849
5
$671
6
$541
7
$461
8
$508
9
$651
10
$1,141
11
$1,154
12
$1,231
13
$744
14
$648
15
$649
16
$560
17
$854
18
$887
19
$660
20
$533
21
$441
22
$472
23
$553
24
$754
25
$753
26
$562
27
$455
28
$425
29
$473
30
$723
31
$748
November 2025
M
T
W
T
F
S
S
1
$781
2
$574
3
$468
4
$423
5
$449
6
$686
7
$851
8
$834
9
$787
10
$783
11
$456
12
$524
13
$611
14
$705
15
$690
16
$539
17
$537
18
$511
19
$656
20
$748
21
$826
22
$752
23
$708
24
$693
25
$673
26
$1,303
27
$1,318
28
$1,327
29
$1,327
30
$705
December 2025
M
T
W
T
F
S
S
1
$527
2
$536
3
$650
4
$535
5
$843
6
$756
7
$559
8
$476
9
$489
10
$482
11
$547
12
$675
13
$711
14
$646
15
$624
16
$633
17
$621
18
$689
19
$833
20
$867
21
$856
22
$789
23
$972
24
$972
25
$976
26
$1,047
27
$1,045
28
$1,040
29
$1,039
30
$1,252
31
$1,309
January 2026
M
T
W
T
F
S
S
1
$1,314
2
$1,261
3
$1,200
4
$984
5
$1,014
6
$675
7
$651
8
$651
9
$708
10
$686
11
$621
12
$517
13
$479
14
$464
15
$536
16
$890
17
$876
18
$897
19
$523
20
$461
21
$462
22
$555
23
$692
24
$678
25
$614
26
$503
27
$433
28
$454
29
$520
30
$599
31
$571
February 2026
M
T
W
T
F
S
S
1
$507
2
$451
3
$430
4
$454
5
$537
6
$707
7
$709
8
$627
9
$482
10
$460
11
$463
12
$576
13
$928
14
$892
15
$922
16
$510
17
$475
18
$487
19
$591
20
$794
21
$775
22
$661
23
$522
24
$473
25
$491
26
$573
27
$678
28
$652
March 2026
M
T
W
T
F
S
S
1
$518
2
$458
3
$408
4
$439
5
$518
6
$654
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$645
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Pull the trigger and just book it.
Michael
March 11, 2022
Pull the trigger and just book it. My family and I stayed in on of the properties in Saugerties. The experience was lovely. Me being the typical type A corporate Professional, I personally needed an excuse to unplug with my family and allow my self…
We loved staying here! Such a cozy property and was per
Anna
October 25, 2021
We loved staying here! Such a cozy property and was perfect for a fall weekend getaway.
Amazing Home!
Kelsey E Gibson
January 11, 2024
My family and I had an amazing time at Greycliff! The view is amazing, and the accommodations were impeccable! We spent Christmas there, cooked a great meal, and spent lots of time together with family! I would definitely rent this home again!
late summer vacation
Kristoffer Diaz
September 9, 2022
We had a great time on the property. There were a few minor issues (some power problems in the bathrooms, a non-functioning Jacuzzi), but the overall feel and design of the home was exactly what we needed. We'd be likely to visit again.
Terrific House
Ally Goltz
January 17, 2023
We really enjoyed our stay at La Casita. It was three couples & a pup and we had a terrific time! The house was clean and beautifully decorated. We especially loved the wood burning fire place 🙂
Amazing getaway
Vera Malezhik
July 31, 2024
Beautiful house. Completely serenity! Loved it!
house is well-appointed
Ryan
March 14, 2022
When you walk in it’s apparent the house is well-appointed. The kitchen is stocked with just about anything you could ask for, the owners clearly put thought into selecting utensils and dish-ware to match the rustic mountain vibe. The picture window…
This house is gorgeous!
Gretchen
September 13, 2021
This house is gorgeous! Its very private and spacious for a larger group. It's close to the restaurants in Phoenicia and a short drive to Westkill brewery. The listing is accurate, amenities were plentiful, and the hosts communicated well. I would d…
we loved the fireplace and the hot tub.
Su
January 20, 2022
We had a blast at Kathleen's house! Kathleen’s house was just beautiful, as you can see in the pictures. The kitchen was large and well stocked, the bedrooms were nicely decorated, and we loved the fireplace and the hot tub.
This house was beyond ou…
We had a great weekend in the Catskills
Jody
November 16, 2021
Kitchen dishware was well stocked, and the open kitchen layout allowed for a very social experience. Lots of toys and board games there for the kids. Host was super responsive. Location is excellent for all kinds of hiking and exploring. House was a…
Description
This sweeping and spacious modern retreat with 180-degree views is your personal oasis in the country. With a grand living area, featuring a stone fireplace; a brand-new state-of-the-art open kitchen with a large island and an open dining area; as well as four stylishly appointed bedrooms, pool house, in-ground pool, sauna, firepit and hot tub in a fully fenced in outdoor area.
Space
This home is light and bright with an exceptional eye for design. It’s perfect for a group getaway with family and friends in any season. With a sauna, hot tub and firepit perfect for the fall and winter and an in-ground pool with outdoor shower for summer celebrations, this house is modern yet cozy; and it’s bringing all of the vibes!
The bedrooms include:
Primary bedroom: King size bed and ensuite bathroom
Bedroom 2: Queen size bed
Bedroom 3: Queen size bed (downstairs) and ensuite bathroom
Bedroom 4: Two Full size beds (downstairs)
Pool House: The Pool House features a full kitchen (with fridge); Queen size Murphy bed, swing out bar and private bathroom.
Outside features a built-in gas grill, pizza oven, plenty of outdoor seating and lounge areas and a firepit with Adirondack chairs.
Pool is open from Memorial Day to Labor Day.
The bedrooms include:
Primary bedroom: King size bed and ensuite bathroom
Bedroom 2: Queen size bed
Bedroom 3: Queen size bed (downstairs) and ensuite bathroom
Bedroom 4: Two Full size beds (downstairs)
Pool House: The Pool House features a full kitchen (with fridge); Queen size Murphy bed, swing out bar and private bathroom.
Outside features a built-in gas grill, pizza oven, plenty of outdoor seating and lounge areas and a firepit with Adirondack chairs.
Pool is open from Memorial Day to Labor Day.
Neighborhood
Callicoon, NY is a charming and picturesque town located in Sullivan County, New York. If you're visiting the area for the first time, you'll find plenty of things to see and do. Here's a summary of the top attractions and activities in Callicoon:
1. Callicoon Farmers' Market: Start your visit by exploring the Callicoon Farmers' Market, held every Sunday. This vibrant market offers a wide variety of locally grown produce, artisanal products, baked goods, and more. It's a great place to immerse yourself in the local culture and support local businesses.
2. Delaware River: Callicoon is situated on the banks of the scenic Delaware River, which offers numerous outdoor activities. You can go kayaking, canoeing, or tubing down the river, enjoying the tranquil surroundings and breathtaking views. Fishing enthusiasts will also find plenty of spots to cast their lines.
3. Callicoon Theater: If you're a fan of the arts, don't miss a visit to the historic Callicoon Theater. This beautifully restored movie theater showcases a mix of independent films, classics, and special events. Catching a movie here is a unique experience that adds to the town's charm.
4. Main Street Shopping: Take a stroll down Callicoon's Main Street, lined with an array of boutique shops, antique stores, and art galleries. You'll find unique gifts, handmade crafts, vintage treasures, and local artwork. It's a great place to explore and find something special to take home.
5. Bethel Woods Center for the Arts: While not directly in Callicoon, the Bethel Woods Center for the Arts is just a short drive away and well worth a visit. This iconic venue was the site of the famous Woodstock Festival in 1969. Today, it hosts concerts, festivals, and exhibitions that celebrate music, art, and culture.
6. Dining and Culinary Delights: Callicoon offers a range of dining options to satisfy your taste buds. From cozy cafes to farm-to-table restaurants, you'll find a variety of culinary delights. Don't miss the chance to sample locally sourced ingredients and indulge in fresh, seasonal dishes.
Whether you're seeking outdoor adventures, cultural experiences, or simply a relaxing getaway, Callicoon, NY has something to offer everyone. Enjoy the town's natural beauty, immerse yourself in the local culture, and create lasting memories in this charming destination.
We also encourage you to explore the 3 other quaint towns nearby: Livingston Manor (25 minute drive), Narrowsburg (25 minute drive), and Roscoe (20 minute drive).
1. Callicoon Farmers' Market: Start your visit by exploring the Callicoon Farmers' Market, held every Sunday. This vibrant market offers a wide variety of locally grown produce, artisanal products, baked goods, and more. It's a great place to immerse yourself in the local culture and support local businesses.
2. Delaware River: Callicoon is situated on the banks of the scenic Delaware River, which offers numerous outdoor activities. You can go kayaking, canoeing, or tubing down the river, enjoying the tranquil surroundings and breathtaking views. Fishing enthusiasts will also find plenty of spots to cast their lines.
3. Callicoon Theater: If you're a fan of the arts, don't miss a visit to the historic Callicoon Theater. This beautifully restored movie theater showcases a mix of independent films, classics, and special events. Catching a movie here is a unique experience that adds to the town's charm.
4. Main Street Shopping: Take a stroll down Callicoon's Main Street, lined with an array of boutique shops, antique stores, and art galleries. You'll find unique gifts, handmade crafts, vintage treasures, and local artwork. It's a great place to explore and find something special to take home.
5. Bethel Woods Center for the Arts: While not directly in Callicoon, the Bethel Woods Center for the Arts is just a short drive away and well worth a visit. This iconic venue was the site of the famous Woodstock Festival in 1969. Today, it hosts concerts, festivals, and exhibitions that celebrate music, art, and culture.
6. Dining and Culinary Delights: Callicoon offers a range of dining options to satisfy your taste buds. From cozy cafes to farm-to-table restaurants, you'll find a variety of culinary delights. Don't miss the chance to sample locally sourced ingredients and indulge in fresh, seasonal dishes.
Whether you're seeking outdoor adventures, cultural experiences, or simply a relaxing getaway, Callicoon, NY has something to offer everyone. Enjoy the town's natural beauty, immerse yourself in the local culture, and create lasting memories in this charming destination.
We also encourage you to explore the 3 other quaint towns nearby: Livingston Manor (25 minute drive), Narrowsburg (25 minute drive), and Roscoe (20 minute drive).
Notes
You can rest easy knowing your stay is covered with $1,500 in “All-Risk” Damage Protection. Although rare, accidental damage from guests does happen. Traditionally, this was managed via a security deposit or vacation rental damage insurance purchased by the guest. Both are cumbersome and often have big limitations in protection.
With “all-risk” protection, all accidental damage from a guest is covered unless specifically excluded such as, but not limited to, normal wear and tear, infestation, or prior damage.
We hope you enjoy your vacation with peace of mind knowing that if an accident happens and damages occur, you are protected under Waivo.
Home Sweet Hudson is a proud member of VRMA, an international Vacation Rental Management Association. Our mission as a professional management company is to foster professionalism, collaboration and growth for short term rentals in our area. We hope you will help us support our mission by abiding by all of our house rules, supporting our local community and being respectful of the home during your time in the beautiful Hudson Valley.
- If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. We permit a maximum of one dog per reservation; additional dogs are not allowed. Sorry, we do not allow cats. Please abide by our pet rules.
- Routinely scheduled maintenance by Home Sweet Hudson team members or lawn care/snow plowing may happen during your stay. This also includes garbage pick up, linen pickup, hot tub service and pool cleanings.
- Parking shall be allowed solely in the designated parking spaces
- Smoking is not permitted anywhere on the premises.
- Weapons are strictly prohibited
- Please adhere to safety instructions for fireplaces, firepits, etc.
- Due to the risk of fire, please do not charge your electric car on the property.
- We do not allow parties or extra guests outside the maximum occupancy allowed on the reservation. We also ask you to follow the good neighbor guidelines and abide by quiet hours after 9 pm.
- Please do not trespass on property boundaries
- Tents, yurts, and other camping equipment are prohibited
With “all-risk” protection, all accidental damage from a guest is covered unless specifically excluded such as, but not limited to, normal wear and tear, infestation, or prior damage.
We hope you enjoy your vacation with peace of mind knowing that if an accident happens and damages occur, you are protected under Waivo.
Home Sweet Hudson is a proud member of VRMA, an international Vacation Rental Management Association. Our mission as a professional management company is to foster professionalism, collaboration and growth for short term rentals in our area. We hope you will help us support our mission by abiding by all of our house rules, supporting our local community and being respectful of the home during your time in the beautiful Hudson Valley.
- If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. We permit a maximum of one dog per reservation; additional dogs are not allowed. Sorry, we do not allow cats. Please abide by our pet rules.
- Routinely scheduled maintenance by Home Sweet Hudson team members or lawn care/snow plowing may happen during your stay. This also includes garbage pick up, linen pickup, hot tub service and pool cleanings.
- Parking shall be allowed solely in the designated parking spaces
- Smoking is not permitted anywhere on the premises.
- Weapons are strictly prohibited
- Please adhere to safety instructions for fireplaces, firepits, etc.
- Due to the risk of fire, please do not charge your electric car on the property.
- We do not allow parties or extra guests outside the maximum occupancy allowed on the reservation. We also ask you to follow the good neighbor guidelines and abide by quiet hours after 9 pm.
- Please do not trespass on property boundaries
- Tents, yurts, and other camping equipment are prohibited
Features and Amenities
Air Conditioning
Allows Children
Barbecue
Body Soap
Carbon Monoxide Detector
Chef's kitchen
Cleaning Products
Cleaning With Disinfectants
Coffee
Coffee Maker
Conditioner
Crockery Cutlery
Deck Patio
Dining Table
Dishwasher
Dryer
Essentials
Fast Wifi
Fenced Pool
Fire Extinguisher
First Aid Kit
Free Parking
Freezer
Fridge
Hair Dryer
Hangers
Heating
Hot Tub
Hot Water
Internet Wifi
Iron
Kitchen Island
Linens
Microwave Oven
Outdoor Lighting
Outdoor Seating
Oven
Pet-friendly
Pool Seasonal
Pots Pans
Shampoo
Shower Gel
Smart TV
Smoke Detector
Stove
Surveillance
Toiletries
Towels
TV
Washer/dryer
Wifi Speed100
Wifi Speed25
Wifi Speed50
Wifi Speed500
Wine Glasses