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: 89
$300/night

Further afield Farm

1 bed
1 bath
4 guests
Average Price:  
$317
5% Cheaper
than normal
AirDNA Score: 79
$498/night

Converted Barn on Brook. Easy walk to town center

3 beds
2 baths
8 guests
Average Price:  
$287
74% More
than normal
AirDNA Score: 79
$200/night

The Carriage House: Garden Apartment

1 bed
1 bath
2 guests
Average Price:  
$129
55% More
than normal
AirDNA Score: 79
$218/night

Hikers Haven w/Pool Studio MtnViews avail now 🏊‍♀️

1 bed
1 bath
3 guests
Average Price:  
$391
44% Cheaper
than normal
AirDNA Score: 78
$3000/night

Woodstock Luxe Retreat 5BR-3BT-Pool&Hot-Tub

5 beds
3 baths
13 guests
Average Price:  
$1394
115% More
than normal
AirDNA Score: 77
$175/night

Visit Woodstock from a Radiant 1940s Cottage

1 bed
1 bath
2 guests
Average Price:  
$220
20% Cheaper
than normal
AirDNA Score: 76
$168/night

Zen Retreat in Woodstock

2 beds
1 bath
2 guests
Average Price:  
$181
7% Cheaper
than normal
AirDNA Score: 74
$142/night

Rocking Woodstock House on 4 acres with a Pond!

3 beds
2 baths
6 guests
Average Price:  
$292
51% Cheaper
than normal
AirDNA Score: 73
$2587/night

Modern Glass House, Minutes to Town

3 beds
3.5 baths
8 guests
Average Price:  
$1497
73% More
than normal
AirDNA Score: 71
$160/night

Margaret''s Cottage-WoodstockVillage

2 beds
1 bath
4 guests
Average Price:  
$210
24% Cheaper
than normal
AirDNA Score: 71
$240/night

Superb Apt./Saline Pool on 7 acres /Dog Friendly

1 bed
1 bath
4 guests
Average Price:  
$250
4% Cheaper
than normal
AirDNA Score: 70
$192/night

Charming & Private Guest Cottage

1 bed
1 bath
3 guests
Average Price:  
$216
11% Cheaper
than normal
AirDNA Score: 69
$245/night

Jewel above the Pub with a view. Walk everywhere!

2 beds
1 bath
4 guests
Average Price:  
$270
9% Cheaper
than normal
AirDNA Score: 67
$379/night

Explore Woodstock from an Exceptional Home

3 beds
2 baths
6 guests
Average Price:  
$415
9% Cheaper
than normal
AirDNA Score: 67
$260/night

Woodstock Carriage House

4 beds
1.5 baths
6 guests
Average Price:  
$401
35% Cheaper
than normal
AirDNA Score: 65
$110/night

Woodstock Apartment

3 beds
1.5 baths
4 guests
Average Price:  
$231
52% Cheaper
than normal
AirDNA Score: 59
$250/night

tree house like. privat studio.

1 bed
1 bath
2 guests
Average Price:  
$264
5% Cheaper
than normal
AirDNA Score: 57
$400/night

Farmhouse in the Woods-Minutes from Woodstock

3 beds
2.5 baths
6 guests
Average Price:  
$379
6% More
than normal
AirDNA Score: 57
$155/night

Trout Fishing near a Sioux Tipi !!!!

studio
0 bath
4 guests
Average Price:  
$170
9% Cheaper
than normal
AirDNA Score: 57
$800/night

THE PINEAPPLE

4 beds
5 baths
8 guests
Average Price:  
$1090
27% Cheaper
than normal
AirDNA Score: 56
$750/night

"Boulders Gate" Woodstock retreat with saline pool

4 beds
2 baths
8 guests
Average Price:  
$786
5% Cheaper
than normal
AirDNA Score: 50
$281/night

Modern cottage with movie screen!

2 beds
2 baths
4 guests
Average Price:  
$341
18% Cheaper
than normal
AirDNA Score: 50
$138/night

Woodstock Private Suite: Ensuite Bath/Patio

1 bed
1 bath
2 guests
Average Price:  
$157
12% Cheaper
than normal
AirDNA Score: 49
$250/night

Sweeping Mountain Views

2 beds
1.5 baths
4 guests
Average Price:  
$248
1% More
than normal
AirDNA Score: 48
$1495/night

Woodstock Peace Retreat

10 beds
5.5 baths
16 guests
Average Price:  
$1258
19% More
than normal
AirDNA Score: 46
$10000/night

Plant Filled Modern Farm House with Studio Loft

3 beds
3.5 baths
6 guests
Average Price:  
$387
2484% More
than normal
AirDNA Score: 43
$180/night

Mothership B&B

2 beds
1 bath
3 guests
Average Price:  
$170
6% More
than normal
AirDNA Score: 41
$600/night

Woodstock Sanctuary Retreat - walk to town!

2 beds
1 bath
4 guests
Average Price:  
$658
9% Cheaper
than normal
AirDNA Score: 41
$175/night

Woodstock Cottage

1 bed
1 bath
2 guests
Average Price:  
$230
24% Cheaper
than normal
AirDNA Score: 36
$395/night

Woodstock Waterfront Wonderland

2 beds
3 baths
6 guests
Average Price:  
$1066
63% Cheaper
than normal
AirDNA Score: 30
$275/night

Walk to Town, Onsite Restaurant, Golf Included!

3 beds
1 bath
6 guests
Average Price:  
$249
10% More
than normal
AirDNA Score: 25
$215/night

179 Raycliffe Drive, private road

2 beds
2 baths
4 guests
Average Price:  
$180
19% More
than normal
AirDNA Score: 19
$999/night

The Residence at Woodstock Way Hotel NO CAR NEEDED

2 beds
1.5 baths
4 guests
Average Price:  
$591
69% More
than normal
AirDNA Score: 14
$500/night

Modern Grey Chalet Woodstock

2 beds
1.5 baths
4 guests
Average Price:  
$487
3% More
than normal