Search Cottages in Bearsville

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Browse Select Bearsville Cottages

Mountain Views & Brook Access: Home in Arkville!
House (3 Bedrooms) | Interior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
4 Mi to Dtwn Catskill: Mtn-view Home
House (4 Bedrooms) | Front of property

4 Mi to Dtwn Catskill: Mtn-view Home

3.0 star property
4 Mi to Dtwn Catskill: Mtn-view Home
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
House (3 Bedrooms) | Interior

Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time during our stay. The house was nicely setup. We would go back again."
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
House (3 Bedrooms) | Interior

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Catskills Home, 5 Mins to Windham Mtn Resort!
House (2 Bedrooms) | Interior

Catskills Home, 5 Mins to Windham Mtn Resort!

3.0 star property
10.0 out of 10, Exceptional, (6)
"This place was awesome. Very clean, nicely appointed, very welcoming. Highly recommend and would definitely stay again. Only downside is that it is a second floor unit and the stairs are a little steep but still totally worth it "
Catskills Home, 5 Mins to Windham Mtn Resort!
Creekside Catskills Getaway Near Hunter Mountain
House (3 Bedrooms) | Interior

Creekside Catskills Getaway Near Hunter Mountain

3.0 star property
Creekside Catskills Getaway Near Hunter Mountain
Charcoal Chalet by Avantstay A+ Design w/ Firepit
House (4 Bedrooms) | Interior

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3.0 star property
10.0 out of 10, Exceptional, (1)
"We enjoyed the quiet and beautiful outdoors area. The house was very nice, clean and had everything we needed such as laundry facilities and detergent, cookware, utensils, coffee, tea, sugar and so much more. We felt very at home in this house. The dining room was beautiful with the long table and many windows overlooking the back yard. It was perfect for a small dinner gathering. Parking was great and the area felt safe and was quiet. I will most likely book again for next year."
Charcoal Chalet by Avantstay A+ Design w/ Firepit
Private 7-acre Retreat: On-site Pond, Streams
House (3 Bedrooms) | Interior

Private 7-acre Retreat: On-site Pond, Streams

3.0 star property
Private 7-acre Retreat: On-site Pond, Streams
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
House (2 Bedrooms) | Front of property

Cozy Catskills Cabin - 12 Mi to Windham Mountain!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was great. Place was as advertised. Great place to stay, can't wait to book it again! Place was clean, easy to get in, has everything you would need for a long weekend getaway to the catskills."
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
Beatrice by Avantstay Charming Catskills Escape
Exterior

Beatrice by Avantstay Charming Catskills Escape

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house in a fantastic location! Would definitely stay there again!"
Beatrice by Avantstay Charming Catskills Escape
Grand Windham Retreat w/ Fire Pit & Game Room
House (2 Bedrooms) | Interior

Grand Windham Retreat w/ Fire Pit & Game Room

3.0 star property
Grand Windham Retreat w/ Fire Pit & Game Room
Peaceful Hurley Retreat ~ 1 Mi to Main Street
House (3 Bedrooms) | Interior

Peaceful Hurley Retreat ~ 1 Mi to Main Street

3.0 star property
Peaceful Hurley Retreat ~ 1 Mi to Main Street
3 Mi to Main St: Modern New Paltz Home
House (4 Bedrooms) | Front of property

3 Mi to Main St: Modern New Paltz Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house and great owner! Highly recommend!"
3 Mi to Main St: Modern New Paltz Home
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Cottage (3 Bedrooms) | Front of property

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

3.0 star property
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
High Peak Heaven: Cozy Log Cabin on 1 Acre!
House (2 Bedrooms) | Interior

High Peak Heaven: Cozy Log Cabin on 1 Acre!

3.0 star property
High Peak Heaven: Cozy Log Cabin on 1 Acre!
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
House (2 Bedrooms) | Interior

Secluded Elka Park Cabin: Hot Tub & Fire Pit!

3.0 star property
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
House (4 Bedrooms) | Interior

Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!

3.0 star property
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Cottage (2 Bedrooms) | Interior

Charming Cottage w/ Yard - 2 Mi to Tinker St!

3.0 star property
Charming Cottage w/ Yard - 2 Mi to Tinker St!
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
House (2 Bedrooms) | Interior

7 Mi to Kaaterskill Falls: Home w/ Mountain Views!

3.0 star property
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
Saugerties Farmhouse: Sauna & Countryside Views
House (3 Bedrooms) | Interior

Saugerties Farmhouse: Sauna & Countryside Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"My stay here was short—just three nights—but it was absolutely perfect. The house is beautiful and comfortable, equipped with everything I needed to feel welcome. I particularly loved the heated floor in the bathroom and the cozy ambiance throughout the entire house. My favorite part was sitting on the porch, enjoying coffee and watching the birds. I definitely plan to return for another stay. The house was easy to find and impeccably clean. Communication was seamless, and the instructions were...
Saugerties Farmhouse: Sauna & Countryside Views
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Located on the outskirts of windham , a nice hotel with large bedrooms and plenty of parking "
Alex 2-night trip
Posted 16 hours ago
Hotel Vienna

Find out more about Bearsville

Find out more about Bearsville

Bearsville Cottages information

Number of reviews
9
Accommodation
105 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Bearsville with Expedia?
Booking a cottage in Bearsville is as easy as entering your travel dates and picking an ideal place for a holiday in the outdoors. From upmarket retreats to low-cost properties and cottages that have perks like a hot tub, Expedia has something for all tastes. As for terrific deals? We've have them as well!
How can I find cheap cottages in Bearsville?
Expedia can help you easily source cheap cottages in Bearsville. To discover your dream stay in a few clicks, try out our handy filter tool to tailor your search results by star rating, amenities and budget.

Explore a world of travel with Expedia

Explore a world of travel with Expedia