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: 97
$345/night
Mid-Century Character & Seclusion, Woodstock Vibes
3 beds
1.5 baths
5 guests
Average Price:
$395
13% Cheaper
than normal
AirDNA Score: 91
$249/night
Red Maple Spa & Studio on the Sawkill Stream
1 bed
1 bath
3 guests
Average Price:
$305
18% Cheaper
than normal
AirDNA Score: 86
$165/night
The Yellow Cottage, a blend of village & nature
1 bed
1 bath
3 guests
Average Price:
$157
5% More
than normal
AirDNA Score: 86
$134/night
Hotel Woodstock - Daisy Suite
1 bed
1 bath
3 guests
Average Price:
$136
1% Cheaper
than normal
AirDNA Score: 86
$200/night
Charming Artist Cottage
2 beds
1 bath
4 guests
Average Price:
$240
17% Cheaper
than normal
AirDNA Score: 86
$245/night
Pet Friendly Cabin Doh-Ray up at 1450 ft
2 beds
1.5 baths
4 guests
Average Price:
$313
22% Cheaper
than normal
AirDNA Score: 83
$129/night
Country private apartment suite 1½ mi/ Woodstock
1 bed
1 bath
2 guests
Average Price:
$130
1% Cheaper
than normal
AirDNA Score: 82
$145/night
Chic Country Apt in Woodstock, NY
1 bed
1 bath
2 guests
Average Price:
$165
12% Cheaper
than normal
AirDNA Score: 79
$171/night
Woodstock Home Close to 3 Towns, Hiking and More
2 beds
1 bath
2 guests
Average Price:
$201
15% Cheaper
than normal
AirDNA Score: 79
$198/night
Hidden Pines - Downtown Woodstock by Millstream!
1 bed
1 bath
4 guests
Average Price:
$222
11% Cheaper
than normal
AirDNA Score: 79
$191/night
Hikers Haven Discount Mountaintop Studio Romantic
1 bed
1 bath
3 guests
Average Price:
$352
46% Cheaper
than normal
AirDNA Score: 79
$134/night
Hotel Woodstock - Iris Suite
1 bed
1 bath
3 guests
Average Price:
$126
6% More
than normal
AirDNA Score: 79
$709/night
Magical Chalet w/ spectacular views
4 beds
3 baths
8 guests
Average Price:
$1165
39% Cheaper
than normal
AirDNA Score: 78
$275/night
Zina''s Cottage in Woodstock NY- river access
studio
1 bath
2 guests
Average Price:
$281
2% Cheaper
than normal
AirDNA Score: 74
$189/night
Secluded Farmhouse Style, Close to All
1 bed
1 bath
4 guests
Average Price:
$238
21% Cheaper
than normal
AirDNA Score: 73
$1250/night
Modern Glass House, Minutes to Town
3 beds
3.5 baths
6 guests
Average Price:
$1526
18% Cheaper
than normal
AirDNA Score: 73
$150/night
Woodstock Country Guest Suite
1 bed
1 bath
1 guest
Average Price:
$182
18% Cheaper
than normal
AirDNA Score: 73
$380/night
Woodstock Modern Gem, Glorious Heated Saline Pool
3 beds
2 baths
6 guests
Average Price:
$622
39% Cheaper
than normal
AirDNA Score: 71
$779/night
Luxury Woodstock Retreat- heated pool open 4/11!
6 beds
3 baths
10 guests
Average Price:
$1010
23% Cheaper
than normal
AirDNA Score: 71
$59/night
AirDNA Score: 71
$675/night
Woodstock Mountain House
2 beds
2 baths
8 guests
Average Price:
$914
26% Cheaper
than normal
AirDNA Score: 71
$401/night
Woodstock Retreat -walk to town
4 beds
3 baths
10 guests
Average Price:
$511
22% Cheaper
than normal
AirDNA Score: 71
$450/night
Woodstock Secluded Close to Town
3 beds
2.5 baths
7 guests
Average Price:
$564
20% Cheaper
than normal
AirDNA Score: 71
$180/night
Margaret''s Cottage-WoodstockVillage
2 beds
1 bath
4 guests
Average Price:
$198
9% Cheaper
than normal
AirDNA Score: 71
$295/night
Secluded 7acres, Saline Heated Pool, Spa, Stream !
3 beds
3 baths
8 guests
Average Price:
$750
61% Cheaper
than normal
AirDNA Score: 71
$200/night
Stunning Woodstock 1 BR Hideaway
1 bed
1 bath
3 guests
Average Price:
$231
13% Cheaper
than normal
AirDNA Score: 71
$180/night
Beautiful and Private Studio Loft in Woodstock Town Center
studio
1 bath
2 guests
Average Price:
$204
12% Cheaper
than normal
AirDNA Score: 71
$318/night
Woodstock Historic Artist Estate - The Pond House
2 beds
1.5 baths
5 guests
Average Price:
$593
46% Cheaper
than normal
AirDNA Score: 70
$163/night
Charming & Private Guest Cottage
1 bed
1 bath
3 guests
Average Price:
$214
24% Cheaper
than normal
AirDNA Score: 70
$100/night
AirDNA Score: 69
$154/night
Above the Bike Shop
1 bed
1 bath
4 guests
Average Price:
$182
15% Cheaper
than normal
AirDNA Score: 69
$420/night
Tannery Brook Cottage
3 beds
2 baths
6 guests
Average Price:
$393
7% More
than normal
AirDNA Score: 69
$245/night
Jewel above the Pub with a view. Walk everywhere!
2 beds
1 bath
4 guests
Average Price:
$294
17% Cheaper
than normal
AirDNA Score: 67
$449/night
Explore Woodstock from an Exceptional Home
3 beds
2 baths
5 guests
Average Price:
$522
14% Cheaper
than normal
AirDNA Score: 67
$250/night
Woodstock Carriage House
4 beds
1.5 baths
6 guests
Average Price:
$358
30% Cheaper
than normal
AirDNA Score: 66
$1050/night
Secluded home within walking distance to town
4 beds
3.5 baths
8 guests
Average Price:
$715
47% More
than normal
AirDNA Score: 65
$90/night
Woodstock Film Fest Apartment
3 beds
1.5 baths
5 guests
Average Price:
$127
29% Cheaper
than normal
AirDNA Score: 65
$350/night
Heart of Woodstock Village Cottage, fully restored
2 beds
1 bath
4 guests
Average Price:
$367
5% Cheaper
than normal
AirDNA Score: 64
$360/night
Historic 18th Century Woodstock, NY farmhouse.
4 beds
1.5 baths
8 guests
Average Price:
$367
2% Cheaper
than normal
AirDNA Score: 64
$169/night
Perfect Woodstock Location- Short Walk to Town
1 bed
1 bath
2 guests
Average Price:
$172
2% Cheaper
than normal
AirDNA Score: 64
$233/night
Large Woodstock Home w/ Pool in Serene Woodlands.
5 beds
3 baths
10 guests
Average Price:
$578
60% Cheaper
than normal
AirDNA Score: 63
$325/night
Private & Modern Hot Tub & Fireplace
2 beds
2 baths
6 guests
Average Price:
$323
1% More
than normal
AirDNA Score: 62
$285/night
2 BR , Fireplace & Hot Tub @ heart of Woodstock
2 beds
1 bath
6 guests
Average Price:
$289
1% Cheaper
than normal
AirDNA Score: 62
$110/night
Cozy Cabin on the Sawkill Creek
1 bed
1 bath
2 guests
Average Price:
$96
15% More
than normal
AirDNA Score: 59
$225/night
Dove House on Tannery Brook in Woodstock NY
1 bed
1 bath
2 guests
Average Price:
$280
20% Cheaper
than normal
AirDNA Score: 59
$750/night
The perfect escape in Woodstock, NY
4 beds
3 baths
8 guests
Average Price:
$806
7% Cheaper
than normal
AirDNA Score: 58
$362/night
Sunset Mountain Cottage & Pool Privacy Hike Spring
2 beds
1 bath
5 guests
Average Price:
$470
23% Cheaper
than normal
AirDNA Score: 57
$399/night
DIVINE HOT TUB SUITE in VILLAGE of Woodstock
2 beds
2 baths
4 guests
Average Price:
$420
5% Cheaper
than normal
AirDNA Score: 56
$650/night
"Boulders Gate" Woodstock retreat with saline pool
4 beds
2 baths
8 guests
Average Price:
$687
5% Cheaper
than normal
AirDNA Score: 56
$146/night
Gorgeous Private Modern Cottage, Tranquil & Clean
1 bed
1 bath
4 guests
Average Price:
$179
18% Cheaper
than normal
AirDNA Score: 53
$299/night
Adorable Creek Cottage, Comfortble, Pvt, Near Town
2 beds
2 baths
4 guests
Average Price:
$351
15% Cheaper
than normal
AirDNA Score: 52
$165/night
Brigadoon--Magical 3BR Farmhouse in Woodstock
3 beds
2.5 baths
6 guests
Average Price:
$344
52% Cheaper
than normal
AirDNA Score: 52
$173/night
Nook above the Pub!
1 bed
1 bath
4 guests
Average Price:
$207
16% Cheaper
than normal
AirDNA Score: 52
$369/night
Village Carriage House w/Secret Garden
2 beds
2 baths
4 guests
Average Price:
$407
9% Cheaper
than normal
AirDNA Score: 52
$1000/night
Idyllic mountain retreat
4 beds
2 baths
6 guests
Average Price:
$1033
3% Cheaper
than normal
AirDNA Score: 51
$995/night
Luxury Retreat in the Catskills
3 beds
2 baths
6 guests
Average Price:
$1104
10% Cheaper
than normal
AirDNA Score: 51
$425/night
COUNTRY HOME Fireplace, 1 mi. to Town, Fenced Yard
3 beds
2 baths
6 guests
Average Price:
$528
20% Cheaper
than normal
AirDNA Score: 50
$225/night
Teahouse Cottage by the River.
studio
1 bath
4 guests
Average Price:
$247
9% Cheaper
than normal
AirDNA Score: 50
$140/night
Country House in the Hudson Valley near Woodstock
1 bed
1 bath
2 guests
Average Price:
$171
18% Cheaper
than normal
AirDNA Score: 50
$238/night
The Tinker Street Retreat!
3 beds
2 baths
6 guests
Average Price:
$291
18% Cheaper
than normal
AirDNA Score: 50
$136/night
Woodstock Private Suite: Ensuite Bath/Patio
1 bed
1 bath
2 guests
Average Price:
$168
19% Cheaper
than normal
AirDNA Score: 46
$290/night
Woodstock Arts and Crafts Gem
2 beds
2 baths
3 guests
Average Price:
$299
3% Cheaper
than normal
AirDNA Score: 45
$400/night
BIG HOME w. Pond, Backyard, Opt 1 Br Apt Xtra
5 beds
4 baths
11 guests
Average Price:
$504
21% Cheaper
than normal
AirDNA Score: 45
$275/night
Hudson Valley Oasis with in-ground pool.
4 beds
2.5 baths
6 guests
Average Price:
$499
45% Cheaper
than normal
AirDNA Score: 43
$185/night
''Casa Reál'' ~ Expansive Woodstock House w/ Hot Tub
4 beds
4 baths
8 guests
Average Price:
$603
69% Cheaper
than normal
AirDNA Score: 43
$949/night
Wonderful family compound, NEW hot tub, stream
5 beds
4.5 baths
10 guests
Average Price:
$918
3% More
than normal
AirDNA Score: 43
$180/night
AirDNA Score: 41
$400/night
Woodstock Sanctuary Retreat - walk to town!
2 beds
1 bath
4 guests
Average Price:
$541
26% Cheaper
than normal
AirDNA Score: 41
$135/night
AirDNA Score: 25
$222/night
179 Raycliffe Drive, private road
2 beds
2 baths
4 guests
Average Price:
$257
14% Cheaper
than normal
AirDNA Score: 19
$853/night
The Croft at Woodstock Way Hotel NO CAR NEEDED
2 beds
1.5 baths
4 guests
Average Price:
$821
4% More
than normal
AirDNA Score: 14
$425/night
Modern Grey Chalet Woodstock
2 beds
1.5 baths
4 guests
Average Price:
$503
16% Cheaper
than normal