The Best Airbnb Deals in
Woodstock, New York

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

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AirDNA Score: 86
$204/night

Woodstock Charmer

3 beds
1 bath
4 guests
Average Price:  
$199
3% More
than normal
AirDNA Score: 79
$700/night

Modern Woodstock Farmhouse

4 beds
3 baths
8 guests
Average Price:  
$769
9% Cheaper
than normal
AirDNA Score: 79
$299/night

Glenford Studio w/ Pool & Mountain View

1 bed
1 bath
3 guests
Average Price:  
$339
12% Cheaper
than normal
AirDNA Score: 79
$120/night

The Carriage House: Studio

1 bed
1 bath
2 guests
Average Price:  
$150
20% Cheaper
than normal
AirDNA Score: 79
$600/night

Magical Chalet w/ spectacular views

4 beds
3 baths
8 guests
Average Price:  
$946
37% Cheaper
than normal
AirDNA Score: 79
$125/night

The Carriage House: Garden Apartment

1 bed
1 bath
2 guests
Average Price:  
$166
25% Cheaper
than normal
AirDNA Score: 73
$1286/night

Modern Glass House, Minutes to Town

3 beds
3.5 baths
6 guests
Average Price:  
$1475
13% Cheaper
than normal
AirDNA Score: 73
$150/night

Woodstock Country Guest Suite

1 bed
1 bath
1 guest
Average Price:  
$180
17% Cheaper
than normal
AirDNA Score: 72
$218/night

Woodstock Country Home - Enjoy our pleasant home

2 beds
1 bath
4 guests
Average Price:  
$270
19% Cheaper
than normal
AirDNA Score: 71
$375/night

Woodstock Historic Artist Estate - The Carriage House

2 beds
1 bath
4 guests
Average Price:  
$335
12% More
than normal
AirDNA Score: 71
$1000/night

Woodstock Mountain House

3 beds
2 baths
8 guests
Average Price:  
$1100
9% Cheaper
than normal
AirDNA Score: 71
$295/night

Romantic Woodstock Getaway

1 bed
1 bath
2 guests
Average Price:  
$320
8% Cheaper
than normal
AirDNA Score: 71
$513/night

Woodstock Secluded Close to Town

3 beds
2.5 baths
7 guests
Average Price:  
$512
0% Cheaper
than normal
AirDNA Score: 71
$462/night

Woodstock Retreat -walk to town

4 beds
3 baths
10 guests
Average Price:  
$546
15% Cheaper
than normal
AirDNA Score: 71
$302/night

Spectacular Woodstock Location

1 bed
1 bath
2 guests
Average Price:  
$304
1% Cheaper
than normal
AirDNA Score: 71
$300/night

1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole

2 beds
2 baths
4 guests
Average Price:  
$297
1% More
than normal
AirDNA Score: 70
$150/night

Charming & Private Guest Cottage

1 bed
1 bath
3 guests
Average Price:  
$200
25% Cheaper
than normal
AirDNA Score: 70
$135/night

Redbird 1926

1 bed
1 bath
3 guests
Average Price:  
$156
13% Cheaper
than normal
AirDNA Score: 69
$367/night

Tannery Brook Cottage

3 beds
2 baths
6 guests
Average Price:  
$394
7% Cheaper
than normal
AirDNA Score: 66
$698/night

Family Oasis - Minutes from Hiking & Skiing

4 beds
2.5 baths
10 guests
Average Price:  
$566
23% More
than normal
AirDNA Score: 66
$900/night

Secluded home within walking distance to town

4 beds
3.5 baths
8 guests
Average Price:  
$880
2% More
than normal
AirDNA Score: 64
$300/night

Orange Door Retreat

2 beds
1 bath
6 guests
Average Price:  
$321
7% Cheaper
than normal
AirDNA Score: 64
$280/night

2BR* Rental in Woodstock SPA

2 beds
2 baths
4 guests
Average Price:  
$299
6% Cheaper
than normal
AirDNA Score: 64
$143/night

chezbevet-country cabin retreat

1 bed
1 bath
4 guests
Average Price:  
$163
12% Cheaper
than normal
AirDNA Score: 63
$620/night

4BR Rental with Private SPA

4 beds
3.5 baths
8 guests
Average Price:  
$650
5% Cheaper
than normal
AirDNA Score: 61
$158/night

Mtn Stream Retreat: rustic elegance•woodstove•view

1 bed
1 bath
2 guests
Average Price:  
$192
18% Cheaper
than normal
AirDNA Score: 59
$275/night

Dove House on Trannery Brook in Woodstock

1 bed
1 bath
2 guests
Average Price:  
$283
3% Cheaper
than normal
AirDNA Score: 59
$200/night

WALK TO TOWN - Hot tub, Stream, Game Room, 4 Br.

4 beds
2.5 baths
9 guests
Average Price:  
$513
61% Cheaper
than normal
AirDNA Score: 58
$485/night

Woodstock Mountain Cottage Pool weekdays available

2 beds
1 bath
4 guests
Average Price:  
$552
12% Cheaper
than normal
AirDNA Score: 56
$386/night

Sun Salutations in Woodstock--1 mile to town!

4 beds
2.5 baths
8 guests
Average Price:  
$296
30% More
than normal
AirDNA Score: 56
$413/night

The Cottage in Woodstock

2 beds
1 bath
4 guests
Average Price:  
$503
18% Cheaper
than normal
AirDNA Score: 52
$658/night

Idyllic mountain retreat

3 beds
2 baths
6 guests
Average Price:  
$896
27% Cheaper
than normal
AirDNA Score: 50
$242/night

Woodstock Cottage In Town with large yard for pets

2 beds
1.5 baths
4 guests
Average Price:  
$266
9% Cheaper
than normal
AirDNA Score: 50
$163/night

Woodstock Private Suite: Ensuite Bath/Patio

1 bed
1 bath
2 guests
Average Price:  
$173
6% Cheaper
than normal
AirDNA Score: 50
$499/night

Country House in the Hudson Valley near Woodstock

1 bed
1 bath
2 guests
Average Price:  
$188
165% More
than normal
AirDNA Score: 49
$372/night

Woodstock Country Mountain Home

4 beds
2 baths
6 guests
Average Price:  
$341
9% More
than normal
AirDNA Score: 49
$241/night

Sweeping Mountain Views

2 beds
1.5 baths
4 guests
Average Price:  
$240
0% Cheaper
than normal
AirDNA Score: 45
$350/night

Woodstock Log Cabin with dedicated workspace

3 beds
3 baths
6 guests
Average Price:  
$405
14% Cheaper
than normal
AirDNA Score: 41
$400/night

Woodstock Sanctuary Retreat - walk to town!

2 beds
1 bath
4 guests
Average Price:  
$470
15% Cheaper
than normal
AirDNA Score: 28
$1500/night

Stunning contemporary country house

4 beds
3 baths
6 guests
Average Price:  
$1591
6% Cheaper
than normal
AirDNA Score: 25
$222/night

179 Raycliffe Drive, private road

2 beds
2 baths
4 guests
Average Price:  
$266
17% Cheaper
than normal
AirDNA Score: 21
$495/night

Americana time capsule in Woodstock, NY

1 bed
1 bath
2 guests
Average Price:  
$507
2% Cheaper
than normal
AirDNA Score: 19
$703/night

Center of Town - Woodstock Way / The Croft

2 beds
1.5 baths
4 guests
Average Price:  
$772
9% Cheaper
than normal
AirDNA Score: 14
$425/night

Modern Grey Chalet Woodstock

2 beds
1.5 baths
4 guests
Average Price:  
$508
16% Cheaper
than normal