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The Best in Hudson Valley, NY
Vacation Rentals 

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Best Rates Guaranteed when Booking Direct

Why #BOOKDIRECT ?

Booking direct ensures you get the best rate possible. 
Gain access to our complimentary concierge services. 
Locally based and operated. 
Professionally managed. 

Home Sweet Hudson is the luxury vacation rental management company in the Mid Hudson Valley. Our collection of vacation rentals range from cozy cabins, rustic farmhouses, and modern getaways to choose from. The region is ripe for adventure all year round with activities such as rock climbing, skiing, and hiking as well as farm-to-table restaurants, breweries and farmers markets; vintage shops, and more!

Each property in our portfolio of homes has been hand-selected because of its unique location and character. Our team prides itself on marrying the magic of the Hudson Valley with the hotel quality hospitality and creature comforts that our well-traveled guests are looking for.

Our Concierge Service helps make planning your stay simple, giving you access to a vacation planner with a list of unique add-ons. You can create a custom experience such as booking a private chef, in-home yoga class, or massage session. Looking to take a fly-fishing class or learn to forage for mushrooms? Contact our Guest Support Team to start planning your stay!

Featured Properties

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What Our Guests Are Saying

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Comfotable cottage in wooded setting

Joe F.
5star rating
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…

Awesome experience

Francisco Van Marissing
5star rating
Great home. Super clean many amenities and host very responsive. Hot tub and sauna were very nice. Cleanliness was great.
Rondout Retreat: Winter Oasis w/ Sauna + Hot Tub

Really Enjoyed Our Stay!

Allie Goldberg
5star rating
Thank you, team, for a wonderful stay at Hudson Woods. The property and homes were beautiful and fit our needs perfectly. The only feedback we have is that we wish we had known the pool would be closed for the weekend. Everyone brought swimsuits…
Home Sweet Hudson: A Retreat @ Hudson Woods

Nice home-clean, comfortable,and smartly renovated.

Jonathan
5star rating
Nice home-clean, comfortable,and smartly renovated. Host was timely responsive as well

Second time – still fantastic

Nick O’Shea
5star rating
We love this place. It has everything you need for a 6-10 person group!

Great property and support from owners!

Erica Weissman
5star rating
We loved this property and the management company was very responsive and helpful with tons of recommendations of what to do in the area. Very clean and so much to do within the property.
Luna Cove: Premier Hudson Valley Getaway

an awesome & an incredible place with everything you could imagine.

Franco Dicicco
5star rating
This was the second time that we were guests at the Twin Cedar Pond Modern Farmhouse. From the last time we stayed at this great place was in June. But that was for just 3 full days. But after our last stay, we wanted to come back for a longer vaca…
Twin Cedar Pond: Modern Farmhouse + Indoor Hot Tub

Beautiful Property!!!

Jeffrey Kauffman
5star rating
We had a great time at Bearsville Barn – it was exactly the type of place we were looking for. Lots of fires, movies on the big screen, great kitchen for delicious meals, outdoor cooking galore, long walks in the area, comfortable beds making for r…

Home was picture perfect for us.

Steven
5star rating
Very private location within 10-30 minutes of Woodstock, Kingston and Phoenicia. Tastefully decorated with comfortable furnishings. Communication was excellent. Would definitely return.

We had such a lovely, cozy stay in Olivebridge!

Sarah
5star rating
We had such a lovely, cozy stay in Olivebridge! The house had everything we needed and we really enjoyed having fires both inside and out. My kids had a great time exploring the yard and the surrounding area is beautiful.