The Best Airbnb Deals in
Bearsville, New York

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Bearsville, New York. Enter your travel dates to find the best deals!

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AirDNA Score: 93
$155/night

Relax on the Ridge - 2 miles from Woodstock

1 bed
1 bath
4 guests
Average Price:  
$204
24% Cheaper
than normal
AirDNA Score: 85
$720/night

1970s Creekside Cabin | 2 miles from Woodstock

2 beds
2 baths
4 guests
Average Price:  
$844
15% Cheaper
than normal
AirDNA Score: 79
$209/night

A Cozy’s Woodstock Getaway Home

1 bed
2 baths
2 guests
Average Price:  
$254
18% Cheaper
than normal
AirDNA Score: 79
$350/night

Updated 1800''s Woodstock Farmhouse

4 beds
2.5 baths
7 guests
Average Price:  
$386
9% Cheaper
than normal
AirDNA Score: 78
$295/night

Whispering Pines: Secluded Retreat near town

2 beds
1.5 baths
4 guests
Average Price:  
$419
30% Cheaper
than normal
AirDNA Score: 78
$612/night

Luxurious Woodstock Log Home Rental Hudson Valley

4 beds
3 baths
8 guests
Average Price:  
$712
14% Cheaper
than normal
AirDNA Score: 77
$200/night

Woodstock, Hunter, Belleayre Ski & Catskills vaca

2 beds
1 bath
4 guests
Average Price:  
$334
40% Cheaper
than normal
AirDNA Score: 71
$126/night

Mt. Guardian Guest House Exquisite Mountain Views

1 bed
1 bath
2 guests
Average Price:  
$217
42% Cheaper
than normal
AirDNA Score: 71
$195/night

Stylish Woodstock Guest House..Mountain View

1 bed
1 bath
3 guests
Average Price:  
$246
21% Cheaper
than normal
AirDNA Score: 71
$243/night

Mountaintop log cabin in woods close to town!

2 beds
2 baths
4 guests
Average Price:  
$304
20% Cheaper
than normal
AirDNA Score: 71
$390/night

Woodstock Private 8 Room House AC private stream

4 beds
2 baths
8 guests
Average Price:  
$535
27% Cheaper
than normal
AirDNA Score: 70
$487/night

Family-Friendly 4BR House w/Pool and Hot Tub

4 beds
2 baths
8 guests
Average Price:  
$598
19% Cheaper
than normal
AirDNA Score: 68
$281/night

Secluded Artist''s Retreat with Hot tub

4 beds
2 baths
8 guests
Average Price:  
$380
26% Cheaper
than normal
AirDNA Score: 68
$300/night

Woodstock Charmer-Elephants, Nature, Ski

2 beds
1 bath
4 guests
Average Price:  
$339
12% Cheaper
than normal
AirDNA Score: 66
$565/night

Shula | Modern Farmhouse | Hot tub, Ski, Firepit

4 beds
2.5 baths
10 guests
Average Price:  
$679
17% Cheaper
than normal
AirDNA Score: 66
$80/night

Cabin in the Woods

2 beds
1 bath
2 guests
Average Price:  
$92
13% Cheaper
than normal
AirDNA Score: 65
$1000/night

Magnificent Designer Home -Spectacular Pool

3 beds
3 baths
6 guests
Average Price:  
$1250
20% Cheaper
than normal
AirDNA Score: 64
$341/night

Cozy Red Cottage

2 beds
1 bath
7 guests
Average Price:  
$623
45% Cheaper
than normal
AirDNA Score: 63
$150/night

Mirror Moon Cottage (waterfront)

2 beds
1 bath
5 guests
Average Price:  
$253
41% Cheaper
than normal
AirDNA Score: 53
$319/night

Woodstock Cottage w/ Mtn View

2 beds
1 bath
4 guests
Average Price:  
$469
32% Cheaper
than normal
AirDNA Score: 45
$195/night

Chateau des Artistes Woodstock

3 beds
2 baths
6 guests
Average Price:  
$252
23% Cheaper
than normal
AirDNA Score: 44
$390/night

Woodstock Retreat

3 beds
2 baths
4 guests
Average Price:  
$400
2% Cheaper
than normal
AirDNA Score: 30
$615/night

Bearsville Barn: Featured in Vogue - Renovated Ba

4 beds
2 baths
8 guests
Average Price:  
$562
9% More
than normal
AirDNA Score: 29
$184/night

Updated/Pet-Friendly Cabin By Hikes and Woodstock!

2 beds
1 bath
3 guests
Average Price:  
$223
17% Cheaper
than normal