A river winding through a forested valley with autumn foliage.

Bearsville Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Bearsville vacation rentals

Property grounds

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 traveler
The price is ￥25,401
￥53,523 total
includes taxes & fees
Aug 11 - Aug 12
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio

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 ￥31,694
￥51,826 total
includes taxes & fees
Aug 31 - Sep 1
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Interior

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 ￥144,762
￥224,786 total
includes taxes & fees
Aug 16 - Aug 17
Woodstock Historic Artist Estate - The Museum House
Interior

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 ￥27,098
￥42,596 total
includes taxes & fees
Aug 30 - Aug 31
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Exterior

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 ￥28,208
￥37,309 total
includes taxes & fees
Sep 7 - Sep 8
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Private kitchen

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 ￥17,974
￥31,962 total
includes taxes & fees
Aug 23 - Aug 24
Woods Cabin-Kingston/Woodstock, NY.
Premium House, Kitchen, Mountain View | Private kitchen | Coffee/tea maker, full-size fridge, microwave

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 ￥19,709
￥22,074 total
includes taxes & fees
Aug 20 - Aug 21
Starlite Motel
Smart TV, fireplace

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 ￥44,148
￥95,359 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Terrace/patio

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 ￥19,866
￥31,433 total
includes taxes & fees
Aug 17 - Aug 18
West Wing - a unique private space w/patio
Outdoor dining

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 ￥43,139
￥80,453 total
includes taxes & fees
Aug 9 - Aug 10
Umana's Cabin, cozy, comfy, 5+ acres of land
Terrace/patio

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 ￥55,179
￥116,347 total
includes taxes & fees
Aug 13 - Aug 14
Creekside Cabin with Hot Tub & Wood-Burning Stove
Exterior

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 ￥17,738
￥23,398 total
includes taxes & fees
Aug 9 - Aug 10
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior

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

NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Saugerties
The price is ￥90,296
￥186,982 total
includes taxes & fees
Aug 17 - Aug 18
NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Front of property

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 ￥67,640
￥85,508 total
includes taxes & fees
Aug 19 - Aug 20
Windham NY Escape
Dining

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 ￥27,748
￥73,419 total
includes taxes & fees
Aug 19 - Aug 20
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Outdoor spa tub

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 ￥37,866
￥70,454 total
includes taxes & fees
Aug 12 - Aug 13
Peaceful Riverfront Cottage with Private Hot tub
Property grounds

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 ￥32,090
￥58,789 total
includes taxes & fees
Aug 19 - Aug 20
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Property grounds

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 ￥52,819
￥116,644 total
includes taxes & fees
Sep 1 - Sep 2
Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace
Exterior

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 ￥19,709
￥34,057 total
includes taxes & fees
Aug 19 - Aug 20
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Children's area

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 ￥19,866
￥57,896 total
includes taxes & fees
Aug 13 - Aug 14
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Love everything"
Lariana 2-night trip
Posted 1 hour ago
Hunter Lodge, a Bluebird by Lark

Find out more about Bearsville

Search for holiday rentals in Bearsville on Expedia! You can easily find your home rentals, villas, holiday apartments in Bearsville using one of the methods below:

  • View our selection of featured holiday rentals in Bearsville
  • Use the map to find apartments and other holiday homes in the Bearsville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bearsville while they last

Look no further and take a look at our great range of rental properties in Bearsville!

Frequently asked questions

Can I find vacation rentals in Bearsville?

Yes, we give you a choice of vacation rentals close to well known points of interest in Bearsville, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals in Bearsville?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This vacation home rental near Bearsville is located on a river and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals will I find in Bearsville?

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

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 larger area, you’ll find Bearsville Theater and Karma Triyana Dharmachakra Monastery.

What are vacation rentals like in Bearsville?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Bearsville. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.