A river winding through a forested valley with autumn foliage.

Bearsville Holiday Rentals

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Our top choices for Bearsville holiday rentals

1. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (291 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveller
The price is NZ$567
includes taxes & fees
11 Aug - 12 Aug
Streamside Cottage Half Mile to Town of Woodstock

2. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is NZ$577
includes taxes & fees
31 Aug - 1 Sept
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

3. Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
10.0 out of 10, Exceptional, (12 reviews)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
United States
Strati P.
The price is NZ$2,341
includes taxes & fees
14 Aug - 15 Aug
Woodstock Historic Artist Estate - The Museum House

4. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (95 reviews)
"Wonderful stay. "
United States
Chris L.
The price is NZ$451
includes taxes & fees
30 Aug - 31 Aug
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

5. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (266 reviews)
"Very clean, supplied burning wood, parking, WiFi, very cozy and comfortable"
United States
Enior
The price is NZ$401
includes taxes & fees
7 Sept - 8 Sept
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

6. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (7 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
The price is NZ$346
includes taxes & fees
10 Aug - 11 Aug
Woods Cabin-Kingston/Woodstock, NY.

7. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (308 reviews)
"Very nice for the price. The full kitchen was great stocked with plates, glasses, pans etc. The beds seemed new and very comfortable and the bathroom was brand new and exceptionally nice. They have definitely been putting effort into updating the rooms and it shows. I would definitely stay there again."
United States
Sean
The price is NZ$239
includes taxes & fees
10 Aug - 11 Aug
Starlite Motel

8. Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Boiceville
9.8 out of 10, Exceptional, (11 reviews)
"Great place and very clean. Beds are very comfortable. Would definitely stay here again."
United States
Charles S.
The price is NZ$1,035
includes taxes & fees
11 Aug - 12 Aug
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

9. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (28 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
The price is NZ$336
includes taxes & fees
17 Aug - 18 Aug
West Wing - a unique private space w/patio

10. Umana's Cabin, cozy, comfy, 5+ acres of land

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
9.8 out of 10, Exceptional, (7 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
The price is NZ$872
includes taxes & fees
9 Aug - 10 Aug
Umana's Cabin, cozy, comfy, 5+ acres of land

11. Creekside Cabin with Hot Tub & Wood-Burning Stove

Creekside Cabin with Hot Tub & Wood-Burning Stove
Lanesville
9.8 out of 10, Exceptional, (13 reviews)
"The space is beautiful, well maintained and has everything you’d need to unwind and recharge. Highly recommend. "
United States
Gul R.
The price is NZ$1,244
includes taxes & fees
13 Aug - 14 Aug
Creekside Cabin with Hot Tub & Wood-Burning Stove

12. 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (48 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is NZ$253
includes taxes & fees
9 Aug - 10 Aug
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

13. NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock

NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Saugerties
The price is NZ$1,969
includes taxes & fees
11 Aug - 12 Aug
NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock

14. Windham NY Escape

Windham NY Escape
3.0 star property
Hensonville
10.0 out of 10, Exceptional, (1 review)
"The best "
United States
Miguel
The price is NZ$924
includes taxes & fees
12 Aug - 13 Aug
Windham NY Escape

15. Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (18 reviews)
"This was a beautiful little spot and had everything! We loved our 3 night stay."
United States
Holly
The price is NZ$788
includes taxes & fees
19 Aug - 20 Aug
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

16. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here. It was a beautiful location and central to the places we wanted to visit. It looked brand new and it was very clean. It was quiet and peaceful. The hosts even had little snacks for us which was a nice touch."
United States
Laura M.
The price is NZ$744
includes taxes & fees
12 Aug - 13 Aug
Peaceful Riverfront Cottage with Private Hot tub

17. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (32 reviews)
"Excellent stay"
United States
Laura S.
The price is NZ$636
includes taxes & fees
19 Aug - 20 Aug
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

18. Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace

Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace
Tannersville
10.0 out of 10, Exceptional, (1 review)
"Beautiful home, nice stay for the weekend."
United States
Dewey
The price is NZ$1,250
includes taxes & fees
1 Sept - 2 Sept
Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace

19. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (29 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is NZ$363
includes taxes & fees
9 Aug - 10 Aug
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

20. Cozy 2-bedroom house in Haines Falls near Katterskill falls .

Cozy 2-bedroom house in Haines Falls near Katterskill falls .
Haines Falls
10.0 out of 10, Exceptional, (1 review)
"House was clean and well kept, perfect for our family weekend trip!"
United States
Edward C.
The price is NZ$626
includes taxes & fees
10 Aug - 11 Aug
Cozy 2-bedroom house in Haines Falls near Katterskill falls .
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bearsville Hotel Reviews

Find out more about Bearsville

Everything you need to know about Bearsville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bearsville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bearsville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bearsville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bearsville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bearsville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bearsville holiday rentals we have selected for you start as low as NZ$239 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bearsville rentals

At Expedia, we put the best Bearsville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bearsville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bearsville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bearsville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Bearsville?

Yes, there are holiday rentals close to the most popular sights in Bearsville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Bearsville has to offer?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This holiday home rental outside of Bearsville is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals will I find in Bearsville?

Choose from 18 Expedia holiday rentals in Bearsville for a memorable holiday.

What can I see and do in Bearsville?

Explore the area and family-friendly sights such as Empire State Railway Museum, or get out into nature at a spot like Overlook Mountain Trailhead. In the wider area, you’ll find Bearsville Theater and Karma Triyana Dharmachakra Monastery.

What are holiday rentals like in Bearsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bearsville. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.