The grand stairway in the foyer of Hudson Overlook.

Step up into the spacious, open kitchen.

The fire pit is ready for a relaxing evening spent outside.

Enjoy panoramic views of the Catskills while you dine!

The library/den is equipped for your group to gather.

Enter into the master bedroom on the main floor

The office space is bathed in light for your business and study needs.

The landing at the top of the grand stairway.

The third bedroom features beautiful vistas and a queen bed

4th bedroom located on the lower level with queen bed

A ping-pong table awaits anyone looking for a bit of fun.

Fully-equipped gym for your exercise and workout needs.

Ample decking to observe the changing seasons (and get some grilling done)!

Take a relaxing plunge in the hot tub (able to hold eight).

Dual sinks and a large mirror accompanied by ample counter space.

Large gazebo off the deck with seating to take in the natural splendor of the Hudson Valley.

Sit by the poolside from Memorial Day weekend until Labor Day weekend!

A smaller gazebo sits off to the side for a bit of quiet contemplation away from the group.

The scenic driveway as seen from the house

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Craryville, NY
House

Hudson Overlook

8

Guests

4

Bedrooms

4

Bathrooms

Welcome to Hudson Overlook! Located in scenic, rural Craryville, NY in the Hudson Valley, this home is just over 2 hours from NYC and nestled in the heart of the Catskills. Enjoy the panoramic views this gem-of-a-home features, or venture out to nearby Hudson or Rhinebeck! Visit one-of-a-kind locales like the Olana State Historic Site! There’s plenty of hiking, or you stay in to relax by the pool (seasonal), enjoy the hot tub, bask in the sauna, or watch a movie on the 100” projector screen!

Rooms and Beds

Common Space

Bedroom #1

king beds: 1

Bedroom #2

queen beds: 1

Bedroom #3

queen beds: 1

sofa beds: 1

Bedroom #4

queen beds: 1

single beds: 1

Living Room #1

Features and Amenities

Air Conditioning

Baby Bath

Allows Children

Baby High Chair

Baby Travel Bed

Baking Sheet

Barbecue

Barbeque Utensils

Body Soap

Carbon Monoxide Detector

Ceiling Fan

Chef’s kitchen

Show All

Rates and Availability

Taxes and fees are additional

Description

Space

Bedrooms:
1 King
1 Queen
1 Queen with accompanying convertible couch bed (twin-sized)
1 Queen with 1 Twin trundle bed
*Foldable Crib and Pack n’ Play available for guests with small children

Bathrooms:
3 Full and 2 Half.

Living Space:
The library/den is perfect for gathering the whole group and has a movie projector with a 100 inch screen.

Kitchen:
Huge open kitchen that leads into the dining room with a fireplace and sweeping views of the Catskills.

Gym:
Well-equipped gym with an indoor sauna!

Outdoor:
The outdoor amenities make this home truly memorable and appealing for a visit during any season! Enjoy the in-ground pool (seasonal), the 8-person hot tub (open year-round), a fire pit area, gazebo with accompanying mini-gazebo (perfect for morning coffee), as well as ample outdoor furniture to lounge outside on a pleasant day.

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.

- 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.
- Please note the pool is available for the season from Memorial Day weekend to Labor Day weekend.
- 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

This house has a great kitchen, stunning views,

Stephanie

February 2, 2022

This house has a great kitchen, stunning views, a wonderful fireplace and was perfect for a weekend getaway. The hot water was hit or miss, but we made it work. All in all, it was a great experience!

We enjoyed our stay at Julie and Jo’s space

Dominique

November 17, 2021

it was a beautiful home on a spacious wooded property. The location of the home is a short drive to downtown Woodstock, only 10 minutes by car. Would recommended this property to other guests.

Modern Mtn House: Saugerties Home Sauna + Firepit

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 sel...

Charming and secluded, couple suggestions

Caroline Mackenzie Kennedy

July 16, 2024

We enjoyed staying in your lovely home. The privacy and seclusion is delightful, the setting lovely and the house comfortable. Just two suggestions: - the pillows on all the beds are sham fillers for decorative purposes and not sleeping pillow...

LOVED

Anne Seifried

March 26, 2023

We were so happy to send the wk in this lovely house. Perfectly situated close to towns but secluded enough that it really felt like an escape from the city. Pool table - awesome, hot tub - awesome, reading in front of the fireplace - awesome.

Esopus Escape: Pool, Hot Tub & Media Room

Excellent house with lots of thoughtful details. Very c

Chris

February 28, 2022

Excellent house with lots of thoughtful details. Very clean. Very much as pictured. Lots of room. Pet friendly. Quiet area. The only thing to be aware of is that there is limited area to walk in the immediate vicinity. So plan to hop in the car to...

Hilltop House: Charming 1890’s Kingston Farmhouse

This is a beautiful place that we’d highly recommend

Suyash

October 18, 2021

This is a beautiful place that we’d highly recommend. The location is great with lots of nature nearby, and the house itself is comfortable and has lots of modern amenities. Will definitely try to stay here again

Beautiful, spacious house

Joshua Krigman

February 21, 2024

Lovely stay! Everything was beautiful and all the instructions for running the house were very easy to follow. This was our second time and we plan to be back! My one note was that the burners on the stove were often tricky to light, and didn't al...

Home Sweet Hudson: Wintry Tree Farm

A Great Escape

Danielle Tolkin

October 24, 2022

The Nordic Retreat is exactly, if not better, than what you'd expect. It's upscale, yet cozy and private, but not completely remote. Would definitely book again.

5 Great property – Well taken care of, nice furnishin

Jeffrey

March 14, 2022

Great property - Well taken care of, nice furnishings and fixtures, fully stocked kitchen, comfortable beds. Sauna was a great touch. The host was great as well. Very friendly and great communicator. Asked for an extra hour/late check out which t...

place was wonderful!

Jennie

September 30, 2021

Jo's place was wonderful! Kids love the jet-spa (temperature of the water was warm and perfect for autumn weather) and firepit with spacious yard. The house and room was spacious and nice with everything inside.

House in Highland: Secluded Retreat

Fluffy pillows, hot showers, all the kitchen essentials

Kim

March 20, 2022

Fluffy pillows, hot showers, all the kitchen essentials and more, great if you love to cook. The place gets really quiet, very peaceful. Woodstock is 8 min away for coffee, groceries and a bite. We loved the bakery Bread Alone. There’s a projector...

I had a lovely stay at this stylish and unique place.

Amos

March 25, 2022

I had a lovely stay at this stylish and unique place. The hot tub surrounded by trees is a must, as is that four season room.

lovely time at this sweet little farm house with a grea

Richard

October 12, 2021

Our family had a lovely time at this sweet little farm house with a great hot tub. Near all that the Hudson Valley has to offer, this rental is a great home base!

The Louie II: Peaceful Accord Farmhouse

Amazing house in a great location. Loved everything abo

Elizabeth

October 26, 2021

Amazing house in a great location. Loved everything about it.

Clean and spacious house perfect for a getaway

Kevin

September 7, 2021

Clean and spacious house perfect for a getaway within driving distance of the city. The house is great for a staycation but is also close to hiking/breweries if you want to explore and get out.

Phoenicia Retreat

Relaxing retreat

Julie Hydrusko

May 22, 2023

Beautiful and clean, well appointed in every way. Perfect for a get away with friends! Have rented other homes elsewhere and homeliest this was charming and had everything in the home you might need. Would def recommend to others. Enjoyed...

Twin Cedar Pond: Farmhouse w/ Pool House + Hot Tub

Amazing home in an amazing place. The hosts were very c

Jon

Amazing home in an amazing place. The hosts were very communicative and we had a great stay!

Home Sweet Hudson: A Retreat Main House

Host was incredibly responsive and gave us the rundown

Rory

January 3, 2022

Had a great time staying at this amazing place. The 3 bed/3 bathroom situation was perfect for the amount of people we had. Our dog loved the huge yard too. It was the perfect get away during the craziness of Covid, you are pretty secluded but the...

Hillside Escape: HITS Home w/ Pool & Hot Tub

We had an amazing weekend in Bearsville!

Aaron

September 27, 2021

We had an amazing weekend in Bearsville! An unassuming entry to the barn opens up to a seriously impressive vaulted space with walls of glass. I arrived early to stock the kitchen and bar and get the lighting just right. When my friends arrived th...

Comfotable cottage in wooded setting

Joe F.

September 12, 2022

My wife and I enjoyed our peaceful stay at the Rail Trail Cottage (and so did our dog Roxie). In terms of furniture and decor this is more of a home than a thrown-together rental. We made great use of the screen porch and comfortable living room...

Great home for families and groups of friends!

Fallon

March 28, 2022

Really had a wonderful time! Beautiful home and propert

Jill

April 9, 2022

Really had a wonderful time! Beautiful home and property with so many cool features!

Hudson Overlook

8

4

4

Rooms and Beds

Common Space

Bedroom #1

Bedroom #2

Bedroom #3

Bedroom #4

Living Room #1

Features and Amenities

Rates and Availability

Price Details

Cozy Chalet With Hot Tub, Minutes To The Slopes

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Callicoon

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Home Sweet Hudson: Luxurious Mountain Getaway

Acra

Very nice and clean

A very roomy home to stay;

Serene weekend spot

Beautiful place. Absolutely loved the hot tub and shuff

Great outdoor hot tub

Amazing Home!

Relaxing retreat

The house was an absolute dream!

Description

Space

Notes

Features and Amenities

This house has a great kitchen, stunning views,

We enjoyed our stay at Julie and Jo’s space

Pull the trigger and just book it.

Charming and secluded, couple suggestions

LOVED

Excellent house with lots of thoughtful details. Very c

This is a beautiful place that we’d highly recommend

Beautiful, spacious house

A Great Escape

5 Great property – Well taken care of, nice furnishin

place was wonderful!

Fluffy pillows, hot showers, all the kitchen essentials

I had a lovely stay at this stylish and unique place.

lovely time at this sweet little farm house with a grea

Amazing house in a great location. Loved everything abo

Clean and spacious house perfect for a getaway

Relaxing retreat

Amazing home in an amazing place. The hosts were very c

Host was incredibly responsive and gave us the rundown

We had an amazing weekend in Bearsville!

This is a beautiful place that we’d highly recommend

Comfotable cottage in wooded setting

Great home for families and groups of friends!

Really had a wonderful time! Beautiful home and propert