Bearsville Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Bearsville holiday rentals

Exterior
Starlite Motel

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (274)
"Awesome place to stay!"
United States
Earl
The price is HK$960
HK$1,075 total
includes taxes & fees
7 Jan - 8 Jan 2026
Starlite Motel
Exterior
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (116)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
The price is HK$1,003
HK$1,419 total
includes taxes & fees
6 Jan - 7 Jan 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Fridge, microwave, oven, stovetop
Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is HK$676
HK$2,298 total
includes taxes & fees
26 Jan - 27 Jan 2026
Retro Retreat: renovated 2BR, desk, no chore list!
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is HK$583
HK$1,993 total
includes taxes & fees
6 Jan - 7 Jan 2026
Campfire Cottage: Fireplace, fire pit & no chores!
Dining
Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
10.0 out of 10, Exceptional, (13)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
The price is HK$643
HK$2,026 total
includes taxes & fees
5 Jan - 6 Jan 2026
Peaceful Cabin w/ Fire Pit & Creek Access
Property grounds
Cozy Apartment with Sauna in Historic Stone Ridge

Cozy Apartment with Sauna in Historic Stone Ridge

Cozy Apartment with Sauna in Historic Stone Ridge
Stone Ridge
9.0 out of 10, Wonderful, (15)
"Clean cozy will be staying again"
United States
Michael C.
The price is HK$455
HK$1,212 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Apartment with Sauna in Historic Stone Ridge
Exterior detail
Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (8)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is HK$847
HK$1,645 total
includes taxes & fees
21 Jan - 22 Jan 2026
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior
The Studio at the Inn at High Falls

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (34)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
The price is HK$874
HK$2,093 total
includes taxes & fees
30 Dec - 31 Dec
The Studio at the Inn at High Falls
Terrace/patio
Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.
Saugerties
10.0 out of 10, Exceptional, (13)
"Cozy and beautiful house. "
United States
Seung L.
The price is HK$770
HK$1,385 total
includes taxes & fees
4 Jan - 5 Jan 2026
Country Cottage with beautiful views and easy access to Catskills activities.
Outdoor dining
Mid-Century DJ’s Dream

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is HK$868
HK$1,528 total
includes taxes & fees
4 Jan - 5 Jan 2026
Mid-Century DJ’s Dream
Children’s area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
9.0 out of 10, Wonderful, (46)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
The price is HK$1,399
HK$2,411 total
includes taxes & fees
28 Dec - 29 Dec
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Terrace/patio
Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains
Catskill
9.8 out of 10, Exceptional, (9)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
The price is HK$1,003
HK$2,199 total
includes taxes & fees
2 Jan - 3 Jan 2026
Experience Peace in this Cozy country cottage nestled beneath the mountains
TV, fireplace, offices
Hits Adjacent | Pet Friendly | Caraway Cottage

Hits Adjacent | Pet Friendly | Caraway Cottage

Hits Adjacent | Pet Friendly | Caraway Cottage
Saugerties
9.8 out of 10, Exceptional, (16)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
The price is HK$1,943
HK$3,747 total
includes taxes & fees
25 Jan - 26 Jan 2026
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior
'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

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.2 out of 10, Very good, (46)
"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 HK$971
HK$1,262 total
includes taxes & fees
28 Dec - 29 Dec
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Outdoor dining
Umana's Cabin, cozy, comfy, 5+ acres of land

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

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
10.0 out of 10, Exceptional, (1)
"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 HK$2,324
HK$4,239 total
includes taxes & fees
5 Jan - 6 Jan 2026
Umana's Cabin, cozy, comfy, 5+ acres of land
Interior
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (32)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
The price is HK$664
HK$1,517 total
includes taxes & fees
4 Jan - 5 Jan 2026
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Exterior
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
2.0 star property
Halcott Center
10.0 out of 10, Exceptional, (1)
"Perfectly done! Kids loved it!!!!"
United States
Jasmina
The price is HK$974
HK$3,437 total
includes taxes & fees
7 Jan - 8 Jan 2026
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
Fridge, microwave, oven, stovetop
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (17)
"Simply perfect! This house was clean, fully stocked of all necessities and optimally located for hiking, town hoping, art seeing and brewery bouncing. Would love to come back in the winter for its proximity to Hunter Mountain. Highly recommend!"
United States
Sarah P.
The price is HK$1,321
HK$3,594 total
includes taxes & fees
13 Jan - 14 Jan 2026
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Exterior
Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (4)
"We had a nice relaxing stay"
United States
Michael
The price is HK$1,183
HK$2,187 total
includes taxes & fees
14 Jan - 15 Jan 2026
Cold Spring Lodge - Cabin 2
Exterior
Container Cabin in the Catskills

Container Cabin in the Catskills

Container Cabin in the Catskills
Saugerties
10.0 out of 10, Exceptional, (2)
"Super fun little cabin you can spend all day in. Has everything that someone needs to enjoy themselves. Takes a little work to get some things going but everything is provided so its really no issue. Will be back again."
United States
John W.
The price is HK$1,515
HK$2,507 total
includes taxes & fees
1 Jan - 2 Jan 2026
Container Cabin in the Catskills
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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Cozy warm little cabin, perfect place for whole family to enjoy quiet and peaceful time. Good for ppl who love to BBQ and hiking! The wide deer and squirrels just outside the window! "
YING 2-night trip
Posted 3 days ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

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 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?

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat: This highly rated holiday home rental in Bearsville is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Bearsville?

Choose from 17 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 Hudson River Maritime Museum, or get out into nature at a spot like Overlook Mountain Trailhead. In the wider area, you’ll find Hunter Mountain and Ashokan Rail Trail- Woodstock Dike Trailhead.

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.