Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
bearsville ny
Check-in / Checkout
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
New York
New York
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Skiing
Lake
Cabins
Amazing views
Amazing pools
Farms
Rooms
Chef's kitchens
Play
Tiny homes
Ski-in/out
Design
Lakefront
Trending
Vineyards
Bed & breakfasts
Off the grid
Barns
Camping
A-frames
Grand pianos
New
Mansions
Creative spaces
Yurts
Domes
Tree houses
Golfing
Beach
Beachfront
Filters
0
Show map
Search results; Over 1,000 places in Bearsville
Over 1,000 places in Bearsville
Guest favourite
Guest favourite
Guesthouse in Bearsville
Relax on the Ridge - 2 miles from Woodstock
2 beds
2 beds
Apr. 21 – 26
Apr. 21 – 26
$309 CAD
night
$309 CAD per night
·
$1,545 CAD total
$1,545 CAD total
Show price breakdown
4.98 out of 5 average rating, 465 reviews
4.98 (465)
Guest favourite
Guest favourite
Guesthouse in Bearsville, Woodstock
Stylish Woodstock Guest House..Mountain View
2 beds
2 beds
Apr. 21 – 26
Apr. 21 – 26
$353 CAD
night
$353 CAD per night
·
$1,765 CAD total
$1,765 CAD total
Show price breakdown
4.95 out of 5 average rating, 418 reviews
4.95 (418)
Superhost
Superhost
Apartment in Woodstock
Hotel Woodstock - Aster Suite
1 queen bed
1 queen bed
Apr. 20 – 25
Apr. 20 – 25
$167 CAD
$155 CAD
night
$155 CAD per night, originally $167 CAD
·
$774 CAD total
$774 CAD total
Show price breakdown
4.87 out of 5 average rating, 416 reviews
4.87 (416)
Guest favourite
Guest favourite
Guesthouse in Bearsville
Mt. Guardian Guest House Exquisite Mountain Views
1 queen bed
1 queen bed
May 27 – Jun. 1
May 27 – Jun. 1
$301 CAD
night
$301 CAD per night
·
$1,503 CAD total
$1,503 CAD total
Show price breakdown
4.98 out of 5 average rating, 564 reviews
4.98 (564)
Guest favourite
Guest favourite
Cottage in Bearsville
Coldbrook Cottage
1 king bed
1 king bed
Apr. 24 – 29
Apr. 24 – 29
$369 CAD
night
$369 CAD per night
·
$1,847 CAD total
$1,847 CAD total
Show price breakdown
4.99 out of 5 average rating, 141 reviews
4.99 (141)
Guest favourite
Guest favourite
Home in Bearsville
Vredenburgh Farm
4 queen beds
4 queen beds
Apr. 20 – 25
Apr. 20 – 25
$659 CAD
night
$659 CAD per night
·
$3,294 CAD total
$3,294 CAD total
Show price breakdown
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Home in Bearsville
Woodstock Getaway - Family Friendly Home with Pool
3 beds
3 beds
Apr. 24 – 29
Apr. 24 – 29
$529 CAD
night
$529 CAD per night
·
$2,644 CAD total
$2,644 CAD total
Show price breakdown
Guest favourite
Guest favourite
Cottage in Bearsville
Mirror Moon Cottage (waterfront)
2 beds
2 beds
May 22 – 27
May 22 – 27
$428 CAD
night
$428 CAD per night
·
$2,139 CAD total
$2,139 CAD total
Show price breakdown
4.98 out of 5 average rating, 145 reviews
4.98 (145)
Guest favourite
Guest favourite
Home in Bearsville
Farmhouse w/ big yard + creek, mins from Woodstock
5 beds
5 beds
Apr. 22 – 27
Apr. 22 – 27
$686 CAD
$597 CAD
night
$597 CAD per night, originally $686 CAD
·
$2,985 CAD total
$2,985 CAD total
Show price breakdown
4.98 out of 5 average rating, 48 reviews
4.98 (48)
Guest favourite
Guest favourite
Home in Woodstock
Japanese Teahouse & Onsen, outside shower, tennis
1 king bed
1 king bed
Sep. 3 – 8
Sep. 3 – 8
$464 CAD
night
$464 CAD per night
·
$2,322 CAD total
$2,322 CAD total
Show price breakdown
4.91 out of 5 average rating, 206 reviews
4.91 (206)
Guest favourite
Guest favourite
Cabin in Woodstock
Byrdcliffe Artist Studio (27.1-1-70)
3 beds
3 beds
Apr. 22 – 27
Apr. 22 – 27
$350 CAD
night
$350 CAD per night
·
$1,748 CAD total
$1,748 CAD total
Show price breakdown
4.93 out of 5 average rating, 613 reviews
4.93 (613)
Guest favourite
Guest favourite
Cabin in Bearsville
1970s Creekside Cabin | 2 miles from Woodstock
2 king beds
2 king beds
Apr. 21 – 26
Apr. 21 – 26
$1,195 CAD
$967 CAD
night
$967 CAD per night, originally $1,195 CAD
·
$4,834 CAD total
$4,834 CAD total
Show price breakdown
4.96 out of 5 average rating, 140 reviews
4.96 (140)
Guest favourite
Guest favourite
Guesthouse in Woodstock
Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
4 beds
4 beds
May 12 – 17
May 12 – 17
$307 CAD
night
$307 CAD per night
·
$1,537 CAD total
$1,537 CAD total
Show price breakdown
5.0 out of 5 average rating, 297 reviews
5.0 (297)
Home in Woodstock
Fiber Artist's Studio
3 beds
3 beds
Apr. 19 – 24
Apr. 19 – 24
$455 CAD
night
$455 CAD per night
·
$2,277 CAD total
$2,277 CAD total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Cottage in Bearsville
Contemporary Guesthouse with Beautiful Views
1 queen bed
1 queen bed
Apr. 20 – 25
Apr. 20 – 25
$433 CAD
night
$433 CAD per night
·
$2,163 CAD total
$2,163 CAD total
Show price breakdown
4.98 out of 5 average rating, 97 reviews
4.98 (97)
Guest favourite
Guest favourite
Home in Bearsville
Woodstock House 35 Private acres w/ Mountain Views
6 beds
6 beds
Apr. 29 – May 4
Apr. 29 – May 4
$581 CAD
night
$581 CAD per night
·
$2,903 CAD total
$2,903 CAD total
Show price breakdown
4.93 out of 5 average rating, 42 reviews
4.93 (42)
Superhost
Superhost
Vacation home in Bearsville
Woodstock Mountainside Retreat w/ Pool & Tennis
5 beds
5 beds
Jul. 8 – 13
Jul. 8 – 13
$1,112 CAD
night
$1,112 CAD per night
·
$5,558 CAD total
$5,558 CAD total
Show price breakdown
Superhost
Superhost
Home in Bearsville
Spacious Villa for elevated joy pool/tennis/views
4 beds
4 beds
Jul. 8 – 13
Jul. 8 – 13
$1,171 CAD
night
$1,171 CAD per night
·
$5,855 CAD total
$5,855 CAD total
Show price breakdown
New place to stay
New
1
2
3
4
…
15