Bearsville Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Bearsville vacation rentals

Exterior

Catskills Windham Hunter Mountain Cabin Getaway

Catskills Windham Hunter Mountain Cabin Getaway
Maplecrest
9.0 out of 10, Wonderful, (29 reviews)
"Really nice place great location no traffic , grass was extremely high upon arrival,owner was prompt to get it taking care , seen lots of wildlife , I would come back in the future . "
United States
Gary B.
The price is ￥38,213
￥114,399 total
includes taxes & fees
Mar 22 - Mar 23
Catskills Windham Hunter Mountain Cabin Getaway
View from property

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, (178 reviews)
"I just love this place, this was my second time and ofc I will be back"
United States
JANYRA
The price is ￥18,948
￥27,343 total
includes taxes & fees
Mar 23 - Mar 24
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
1 bedroom, free WiFi, bed sheets

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 reviews)
"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "
United States
Julia
The price is ￥17,757
￥41,632 total
includes taxes & fees
Mar 31 - Apr 1
The Studio at the Inn at High Falls
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
Saugerties
8.0 out of 10, Very Good, (47 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 ￥19,904
￥25,859 total
includes taxes & fees
Mar 22 - Mar 23
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Interior

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, (34 reviews)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
The price is ￥8,662
￥24,171 total
includes taxes & fees
Mar 24 - Mar 25
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is ￥22,929
￥45,119 total
includes taxes & fees
Mar 22 - Mar 23
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.8 out of 10, Exceptional, (37 reviews)
"The house was beautiful, clean, and filled with helpful amenities! "
United States
John C.
The price is ￥23,646
￥53,947 total
includes taxes & fees
Mar 24 - Mar 25
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Fridge, microwave, oven, stovetop

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is ￥10,350
￥37,451 total
includes taxes & fees
Mar 24 - Mar 25
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Interior

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (21 reviews)
"Great stay!"
United States
Olivia O.
The price is ￥6,930
￥19,254 total
includes taxes & fees
Mar 22 - Mar 23
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Interior

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, (10 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is ￥17,356
￥33,706 total
includes taxes & fees
Mar 22 - Mar 23
Charming loft cottage in tranquil Germantown with WiFi, AC
2 bedrooms, desk, free WiFi, bed sheets

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"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 ￥13,694
￥47,260 total
includes taxes & fees
Mar 24 - Mar 25
Retro Retreat: renovated 2BR, desk, no chore list!
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.6 out of 10, Exceptional, (15 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is ￥11,815
￥41,664 total
includes taxes & fees
Mar 23 - Mar 24
Peaceful Cabin w/ Fire Pit & Creek Access
Terrace/patio

West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (23 reviews)
"Very clean accommodations! Easy process from start to finish"
United States
Samantha R.
The price is ￥20,063
￥31,387 total
includes taxes & fees
Mar 22 - Mar 23
West Wing - a unique private space w/patio
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (29 reviews)
"Best place ever!!"
United States
LaurapatOsterwald S.
The price is ￥31,963
￥57,874 total
includes taxes & fees
Mar 31 - Apr 1
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Terrace/patio

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (28 reviews)
"Very clean very comfortable beds."
United States
Millgate F.
The price is ￥14,331
￥37,273 total
includes taxes & fees
Mar 22 - Mar 23
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Outdoor dining

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (22 reviews)
"Really comfortable and cozy"
Canada
Lynne H.
The price is ￥28,411
￥55,863 total
includes taxes & fees
Mar 26 - Mar 27
Charming Cottage in the Heart of Catskill & Pet Friendly
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
10.0 out of 10, Exceptional, (1 review)
"cute little spot! very nice place to stay"
United States
David R.
The price is ￥18,625
￥31,757 total
includes taxes & fees
Mar 22 - Mar 23
Jessie's Harvest House
Interior

Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (14 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is ￥17,913
￥34,330 total
includes taxes & fees
Mar 22 - Mar 23
Stunning and Cozy loft apartment in kingston .
Fireplace, books

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.4 out of 10, Exceptional, (13 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is ￥17,918
￥33,427 total
includes taxes & fees
Apr 21 - Apr 22
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (20 reviews)
"The house was exactly what we were looking for! Close to the ski mountains, town and made for a really nice weekend away!"
United States
Lauren P.
The price is ￥28,269
￥63,259 total
includes taxes & fees
Apr 1 - Apr 2
Spacious Catskill Mountains ski cabin with fire pit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
"It looks just like the pics , clean , very warm in the winter inside ; even with the door open, kitchen when stock but we had our own stuff so we didnt really use much but the pots , there is a walmart near by ! Showers was nice and hot but be sure to make it a bit quick ! No mirror , good wifi ! Its not super secluded but the other cabins are a good distance away … everything is really nice enjoyed my time "
Ameera 2-night trip
Posted 4 hours 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 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?

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat: Visitors like this Bearsville vacation home rental. It is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Bearsville?

Choose from 16 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 Hudson River Maritime Museum, or get out into nature at a spot like Overlook Mountain Trailhead. In the larger area, you’ll find Karma Triyana Dharmachakra Monastery and Ashokan Rail Trail- Woodstock Dike Trailhead.

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.