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Vacation rentals in Red Hook

Vacation rentals in Red Hook

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Red Hook

Guests agree: these stays are highly rated for location, cleanliness, and more.

Tiny House  near Bard College and Rhinebeck.
SUPERHOSTTiny house · 3 guests · 2 beds · 1 bathroom
Tiny House near Bard College and Rhinebeck.

Come and stay in our Tiny Home, on our tiny farm! Enjoy an incredible view of the Catskill mountains. Our land is connected to Tivoli Bays 1400 acre preserve. The entrance to the Bays hiking trails is 1/8 mile down the street. Our three lambs, three goats, hens and rabbits all contribute to a warm farm environment. Resting in the hammock under the willow is one way that guests unwind. We are 8 miles from Rhinebeck and one mile from Bard. Hate has no home here.

What guests are saying:

“This was such a delightful stay! It’s in a great location within the Hudson Valley and is perfect for a weekend getaway. Beautiful yard, adorable animals, comfy hammock! Heidi was great and answered all our questions about the tiny house and her story and even left eggs for us before we left! Was so fun to try out the tiny house which didn’t really feel that small after all!”

Private 1700 cottage in woods.
SUPERHOSTPrivate room · 3 guests · 1 bed · 2 shared bathrooms
Private 1700 cottage in woods.

Steep staircase to very bright room with full size bed, overlooking lawn with creek and dam and full bath with tub. Hardwood floors, semi shared bathroom, own bath and very peaceful home. Home very secluded and private, but two minutes to town with restaurants and shops. Wonderful library and always something to do for night entertainers. Walk to great views of Hudson or walking trails or just relax swim in creek or hang out in hammock. Yogis paradise!

What guests are saying:

“I had a memorable experience with Annemieke. The setting was more remote than I had expected, but once there, I realized that there was something indescribably genuine about the setting and the house. The overall atmosphere was intimate and relaxed, and the indoor animals (two dogs and a cat) were my instant BFFs. Annemieke herself is open, accommodating, and accepting. My bed was warm and comfortable, and the cool night air and calming water sounds coming in through my open bedroom windows lulled me into sleeping an incredible 11 hours! It's a special place and perhaps not right for those who are seeking hotel-like comforts. But for me it was perfect and I will gladly return.”

Above Winn's
SUPERHOSTEntire flat · 4 guests · 2 beds · 2 bathrooms
Above Winn's

This breezy and light filled apartment is the perfect spot to crash on your weekend upstate. Tivoli could not be cuter, and it is minutes from Bard College, Kingston, Hudson and Germantown. The apartment is located above our little shop, Winn's, a small boutique with clothing, and home goods. We feature many products that we sell in the shop, in the apartment, so that you can try things out, or enjoy using them just for the night!

What guests are saying:

“My husband and I had a fantastic time in Tivoli at Natalie and Kazio's apartment! We spent almost an entire week in the space, and felt right at home the sexond we walked in! The space is so cozy and comfortable, and it's perfect for a couple. The apartment had everything that we needed including: cookware, a clean refrigerator, ample towels, bed linens, there really was nothing that we needed that wasn't already in the apartment! The apartment itself is very cozy, and we spent many nights just relaxing and taking in the neighborhood around us. If you love to go on nature walks and hikes, there are many trails around the apartment that are easy drives to get to, or you can simply walk for 15 minutes down to see magnificent views of the Hudson River. And I will say that the bed in the apartment is one of the most comfortable beds I have ever slept on! We loved our stay at the apartment in Tivoli and look forward to visiting soon again.”

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Popular amenities for Red Hook holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Red Hook

'The Blue Jay Cottage' - Privacy With A View!
SUPERHOSTEntire cottage
'The Blue Jay Cottage' - Privacy With A View!
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BRAND NEW, private, cozy Post and Beam Cabin
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BRAND NEW, private, cozy Post and Beam Cabin
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Gorgeous private apartment in Rhinebeck Village
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Gorgeous private apartment in Rhinebeck Village
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Private 1Br Cabin on 130 acres w/ Waterfall, Views
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Private 1Br Cabin on 130 acres w/ Waterfall, Views
Price:£121 / night
Lakefront Writer's Cottage in Rhinebeck
SUPERHOSTEntire cottage
Lakefront Writer's Cottage in Rhinebeck
Price:£195 / night
The Antique Stone House
SUPERHOSTEntire guest house
The Antique Stone House
Price:£113 / night
Creekside Cottage
SUPERHOSTEntire house
Creekside Cottage
Price:£142 / night
Historic 1800s Kingston Waterfront Townhouse
SUPERHOSTEntire house
Historic 1800s Kingston Waterfront Townhouse
Price:£110 / night
Waterfront Petfriendly cottage in Saugerties
SUPERHOSTEntire cottage
Waterfront Petfriendly cottage in Saugerties
Price:£219 / night
Historic Stone House Lovingly Restored in Kingston Uptown
PLUSEntire townhouse
Historic Stone House Lovingly Restored in Kingston Uptown
Price:£104 / night
Fun, Private, Cozy,  Homemade Tiny House + Sauna
SUPERHOSTEntire flat
Fun, Private, Cozy, Homemade Tiny House + Sauna
Price:£71 / night
Goose Landing Cottage by the lake with Hot Tub
SUPERHOSTEntire cottage
Goose Landing Cottage by the lake with Hot Tub
Price:£167 / night
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