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!
Search for a city
AirDNA Score: 97
$385/night
Mid-Century Character & Seclusion, Woodstock Vibes
3 beds
1.5 baths
5 guests
Average Price:
$454
15% Cheaper
than normal
AirDNA Score: 91
$245/night
Red Maple Spa & Studio on the Sawkill Stream
1 bed
1 bath
3 guests
Average Price:
$283
13% Cheaper
than normal
AirDNA Score: 86
$215/night
Byrdcliffe Artist Studio (27.1-1-70)
studio
1 bath
2 guests
Average Price:
$206
4% More
than normal
AirDNA Score: 86
$150/night
Woodstock Cabin 3 Miles from Town
1 bed
1 bath
2 guests
Average Price:
$163
8% Cheaper
than normal
AirDNA Score: 86
$171/night
Woodstock Mountain Cottage
2 beds
1 bath
4 guests
Average Price:
$225
24% Cheaper
than normal
AirDNA Score: 86
$200/night
AirDNA Score: 86
$116/night
The Yellow Cottage, a blend of village & nature
1 bed
1 bath
2 guests
Average Price:
$137
15% Cheaper
than normal
AirDNA Score: 86
$185/night
Meadowsweet Woodstock
1 bed
1 bath
2 guests
Average Price:
$205
10% Cheaper
than normal
AirDNA Score: 86
$175/night
Grandma's Place an Easy Walk to Woodstock
2 beds
1 bath
4 guests
Average Price:
$217
19% Cheaper
than normal
AirDNA Score: 83
$99/night
Country private apartment suite 1½ mi/ Woodstock
1 bed
1 bath
2 guests
Average Price:
$128
23% Cheaper
than normal
AirDNA Score: 79
$281/night
InTown+ Brook+ Fireplace+ Firepit+ clean+ comfy
3 beds
2 baths
6 guests
Average Price:
$426
34% Cheaper
than normal
AirDNA Score: 79
$113/night
Rocket Room - Rock Stars Only
1 bed
1 bath
2 guests
Average Price:
$153
26% Cheaper
than normal
AirDNA Score: 79
$122/night
BOHEMIAN RHAPSODY - Be Here Now
1 bed
1 bath
2 guests
Average Price:
$153
20% Cheaper
than normal
AirDNA Score: 79
$252/night
Romantic Treetop Gem/Pool & views
1 bed
1 bath
3 guests
Average Price:
$330
24% Cheaper
than normal
AirDNA Score: 79
$265/night
Marigold - Stream side Cabin W/Hot Tub & Fireplace
1 bed
1.5 baths
3 guests
Average Price:
$298
11% Cheaper
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
$145/night
The Carriage House: Studio
1 bed
1 bath
2 guests
Average Price:
$171
15% Cheaper
than normal
AirDNA Score: 79
$200/night
Hidden Pines - Downtown Woodstock by Millstream!
1 bed
1 bath
4 guests
Average Price:
$221
10% Cheaper
than normal
AirDNA Score: 79
$140/night
The Carriage House: Garden Apartment
1 bed
1 bath
2 guests
Average Price:
$173
19% Cheaper
than normal
AirDNA Score: 79
$306/night
Sweeping mountain views/3 bedroom house
3 beds
2 baths
5 guests
Average Price:
$349
12% Cheaper
than normal
AirDNA Score: 79
$898/night
Magical Chalet w/ spectacular views
4 beds
3 baths
8 guests
Average Price:
$711
26% More
than normal
AirDNA Score: 77
$200/night
AirDNA Score: 77
$425/night
Fabulous Family House nr Woodstock Center
4 beds
3 baths
8 guests
Average Price:
$522
19% Cheaper
than normal
AirDNA Score: 74
$315/night
Romantic luxury+stream+walk to town=Brook Cottage
2 beds
1 bath
4 guests
Average Price:
$380
17% Cheaper
than normal
AirDNA Score: 73
$2514/night
Modern Glass House, Minutes to Town
3 beds
3.5 baths
6 guests
Average Price:
$1577
59% More
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: 73
$495/night
Woodstock Modern Gem, Glorious Heated Saline Pool
3 beds
2 baths
6 guests
Average Price:
$576
14% Cheaper
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
$266/night
Woodstock Historic Artist Estate - The Carriage House
2 beds
1 bath
4 guests
Average Price:
$395
33% Cheaper
than normal
AirDNA Score: 71
$295/night
Woodstock Retreat -walk to town
4 beds
3 baths
10 guests
Average Price:
$544
46% Cheaper
than normal
AirDNA Score: 71
$436/night
Woodstock Retreat: Heated Pool/Private/Walk 2 town
4 beds
3 baths
9 guests
Average Price:
$855
49% Cheaper
than normal
AirDNA Score: 71
$295/night
Romantic Woodstock Getaway
1 bed
1 bath
2 guests
Average Price:
$329
10% Cheaper
than normal
AirDNA Score: 71
$159/night
Woodstock Streamside Cottage
1 bed
1 bath
2 guests
Average Price:
$227
30% Cheaper
than normal
AirDNA Score: 71
$445/night
Woodstock Secluded Close to Town
3 beds
2.5 baths
7 guests
Average Price:
$512
13% Cheaper
than normal
AirDNA Score: 71
$78/night
AirDNA Score: 71
$240/night
Beautiful Woodstock Country Retreat with Hot Tub
2 beds
1.5 baths
4 guests
Average Price:
$289
17% Cheaper
than normal
AirDNA Score: 71
$545/night
Secluded 7acres, Saline Heated Pool, Spa, Stream !
3 beds
3 baths
8 guests
Average Price:
$695
22% Cheaper
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: 69
$286/night
Tannery Brook Cottage
3 beds
2 baths
6 guests
Average Price:
$391
27% Cheaper
than normal
AirDNA Score: 69
$387/night
Jewel above the Pub with a view. Walk everywhere!
2 beds
1 bath
4 guests
Average Price:
$289
34% More
than normal
AirDNA Score: 66
$450/night
Family Oasis - Minutes from Hiking & Skiing
4 beds
2.5 baths
10 guests
Average Price:
$548
18% Cheaper
than normal
AirDNA Score: 65
$317/night
Heart of Woodstock Village Cottage, fully restored
2 beds
1 bath
4 guests
Average Price:
$351
10% Cheaper
than normal
AirDNA Score: 64
$159/night
Perfect Woodstock Location- Short Walk to Town
1 bed
1 bath
2 guests
Average Price:
$177
10% Cheaper
than normal
AirDNA Score: 64
$277/night
Beautiful & Spacious Woodstock Home w/ Pool
5 beds
3 baths
10 guests
Average Price:
$515
46% Cheaper
than normal
AirDNA Score: 64
$214/night
Rock City Cottage
2 beds
1 bath
4 guests
Average Price:
$267
20% Cheaper
than normal
AirDNA Score: 64
$300/night
Orange Door Retreat
2 beds
1 bath
6 guests
Average Price:
$330
9% Cheaper
than normal
AirDNA Score: 63
$305/night
Private & Modern Hot Tub & Fireplace
2 beds
2 baths
6 guests
Average Price:
$331
8% Cheaper
than normal
AirDNA Score: 62
$255/night
2 BR , Fireplace & Hot Tub @ heart of Woodstock
2 beds
1 bath
6 guests
Average Price:
$302
16% Cheaper
than normal
AirDNA Score: 61
$374/night
Spacious, Private, Close to Town, Work From Home
3 beds
2.5 baths
6 guests
Average Price:
$466
20% Cheaper
than normal
AirDNA Score: 59
$270/night
Dove House on Trannery Brook in Woodstock
1 bed
1 bath
2 guests
Average Price:
$287
6% Cheaper
than normal
AirDNA Score: 58
$315/night
HUGE KITCHEN, 4 Pvt. Acres, 7 Min. Town, WiFi, AC
2 beds
1 bath
4 guests
Average Price:
$356
12% Cheaper
than normal
AirDNA Score: 58
$375/night
Cozy Woodstock Cottage Fall Mountain Views Hike
2 beds
1 bath
4 guests
Average Price:
$530
29% Cheaper
than normal
AirDNA Score: 58
$296/night
Woodstock Farmhouse Apartment
studio
1 bath
2 guests
Average Price:
$321
8% Cheaper
than normal
AirDNA Score: 57
$159/night
The Pike Lane Cabin & Nature Preserve
2 beds
1 bath
5 guests
Average Price:
$218
27% Cheaper
than normal
AirDNA Score: 56
$281/night
Sun Salutations in Woodstock--1 mile to town!
4 beds
2.5 baths
8 guests
Average Price:
$296
5% Cheaper
than normal
AirDNA Score: 56
$400/night
The Cottage in Woodstock
2 beds
1 bath
4 guests
Average Price:
$503
20% Cheaper
than normal
AirDNA Score: 54
$250/night
Contemporary Cabin With Fireplace
1 bed
1 bath
4 guests
Average Price:
$277
10% Cheaper
than normal
AirDNA Score: 53
$299/night
Adorable Creek Cottage, Comfortble, Pvt, Near Town
2 beds
2 baths
4 guests
Average Price:
$347
14% Cheaper
than normal
AirDNA Score: 52
$150/night
Nook above the Pub!
1 bed
1 bath
3 guests
Average Price:
$221
32% Cheaper
than normal
AirDNA Score: 51
$995/night
Luxury Retreat in the Catskills
3 beds
2 baths
6 guests
Average Price:
$1045
5% 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:
$585
27% Cheaper
than normal
AirDNA Score: 50
$175/night
Forest Hideaway in the Catskills
1 bed
1 bath
2 guests
Average Price:
$212
17% Cheaper
than normal
AirDNA Score: 50
$225/night
Woodstock Cottage In Town with large yard for pets
2 beds
1.5 baths
4 guests
Average Price:
$269
16% Cheaper
than normal
AirDNA Score: 50
$149/night
Woodstock Private Suite: Ensuite Bath/Patio
1 bed
1 bath
2 guests
Average Price:
$199
25% 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: 48
$1095/night
Woodstock Peace Retreat
8 beds
5.5 baths
16 guests
Average Price:
$1207
9% Cheaper
than normal
AirDNA Score: 45
$400/night
BIG COZY HOME 2 Acres, Pond, Option 1 Br Apt Xtra
5 beds
4 baths
11 guests
Average Price:
$511
22% Cheaper
than normal
AirDNA Score: 43
$209/night
'Casa Reál' ~ Expansive Woodstock House w/ Hot Tub
4 beds
4 baths
8 guests
Average Price:
$244
14% Cheaper
than normal
AirDNA Score: 41
$400/night
Woodstock Sanctuary Retreat - walk to town!
2 beds
1 bath
4 guests
Average Price:
$472
15% Cheaper
than normal
AirDNA Score: 28
$1500/night
Stunning contemporary country house
4 beds
3 baths
6 guests
Average Price:
$1597
6% Cheaper
than normal
AirDNA Score: 25
$222/night
179 Raycliffe Drive, private road
2 beds
2 baths
4 guests
Average Price:
$264
16% Cheaper
than normal
AirDNA Score: 21
$495/night
Americana time capsule in Woodstock, NY
1 bed
1 bath
2 guests
Average Price:
$489
1% More
than normal
AirDNA Score: 19
$703/night
Center of Town - Woodstock Way / The Croft
2 beds
1.5 baths
4 guests
Average Price:
$752
7% Cheaper
than normal
AirDNA Score: 14
$425/night
Modern Grey Chalet Woodstock
2 beds
1.5 baths
4 guests
Average Price:
$511
17% Cheaper
than normal
AirDNA Score: 14
$300/night
Chic & eclectic retreat at Woodstock/Saugerties!
3 beds
2 baths
6 guests
Average Price:
$387
22% Cheaper
than normal