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:
$425
19% Cheaper
than normal
AirDNA Score: 91
$245/night
Red Maple Spa & Studio on the Sawkill Stream
1 bed
1 bath
3 guests
Average Price:
$290
16% Cheaper
than normal
AirDNA Score: 86
$89/night
Hotel Woodstock - Tiger Lily Suite
1 bed
1 bath
4 guests
Average Price:
$116
23% Cheaper
than normal
AirDNA Score: 86
$150/night
Woodstock Cabin 3 Miles from Town
studio
1 bath
2 guests
Average Price:
$153
2% Cheaper
than normal
AirDNA Score: 86
$200/night
Woodstock Mountain Cottage
2 beds
1 bath
4 guests
Average Price:
$222
10% Cheaper
than normal
AirDNA Score: 86
$89/night
Hotel Woodstock - Aster Suite
1 bed
1 bath
2 guests
Average Price:
$120
26% Cheaper
than normal
AirDNA Score: 86
$89/night
Hotel Woodstock - Daisy Suite
1 bed
1 bath
3 guests
Average Price:
$116
23% Cheaper
than normal
AirDNA Score: 86
$190/night
Byrdcliffe Artist Studio (27.1-1-70)
studio
1 bath
4 guests
Average Price:
$190
0% Cheaper
than normal
AirDNA Score: 79
$175/night
Chestnut Hill Hideaway
1 bed
1 bath
2 guests
Average Price:
$131
34% More
than normal
AirDNA Score: 79
$289/night
Cozy Escape in Woodstock
3 beds
3 baths
8 guests
Average Price:
$416
31% Cheaper
than normal
AirDNA Score: 79
$89/night
Hotel Woodstock - Iris Suite
1 bed
1 bath
3 guests
Average Price:
$107
17% Cheaper
than normal
AirDNA Score: 79
$150/night
Outdoor shower. Secluded but walk to restaurants
3 beds
2 baths
4 guests
Average Price:
$250
40% Cheaper
than normal
AirDNA Score: 79
$245/night
Luxury+firepit+stream+walk/town=Brook Cottage Too
1 bed
1 bath
2 guests
Average Price:
$294
17% Cheaper
than normal
AirDNA Score: 79
$700/night
Modern Woodstock Farmhouse
4 beds
3 baths
8 guests
Average Price:
$781
10% Cheaper
than normal
AirDNA Score: 79
$89/night
Hotel Woodstock - Sunflower Loft Suite
1 bed
1 bath
6 guests
Average Price:
$117
24% Cheaper
than normal
AirDNA Score: 79
$100/night
The Carriage House: Garden Apartment
1 bed
1 bath
2 guests
Average Price:
$165
39% Cheaper
than normal
AirDNA Score: 79
$199/night
In town gem. Walk to restaurants. Backyard brook
3 beds
2 baths
9 guests
Average Price:
$323
38% Cheaper
than normal
AirDNA Score: 79
$295/night
AirDNA Score: 79
$269/night
Hikers Haven Romantic Studio w/pool & mtn views
1 bed
1 bath
3 guests
Average Price:
$330
18% Cheaper
than normal
AirDNA Score: 79
$100/night
Rocket Room - Rock Stars Only
1 bed
1 bath
2 guests
Average Price:
$137
27% Cheaper
than normal
AirDNA Score: 79
$150/night
AirDNA Score: 79
$265/night
Marigold - Stream side Cabin W/Hot Tub & Fireplace
1 bed
1.5 baths
4 guests
Average Price:
$292
9% Cheaper
than normal
AirDNA Score: 79
$155/night
AirDNA Score: 79
$110/night
BOHEMIAN RHAPSODY - Be Here Now
1 bed
1 bath
2 guests
Average Price:
$153
28% Cheaper
than normal
AirDNA Score: 79
$275/night
Sweeping mountain views/3 bedroom house
3 beds
2 baths
5 guests
Average Price:
$321
14% Cheaper
than normal
AirDNA Score: 79
$89/night
Hotel Woodstock - Dandelion Suite
1 bed
1 bath
4 guests
Average Price:
$107
17% Cheaper
than normal
AirDNA Score: 77
$125/night
Byrdcliffe Retreat Woodstock, NY
1 bed
1 bath
1 guest
Average Price:
$143
13% Cheaper
than normal
AirDNA Score: 77
$399/night
Fabulous Family House nr Woodstock Center
4 beds
3 baths
8 guests
Average Price:
$497
20% Cheaper
than normal
AirDNA Score: 77
$255/night
Entire house ~ in Town ~ Hot Tub ~ Quiet Location
2 beds
1 bath
4 guests
Average Price:
$354
28% Cheaper
than normal
AirDNA Score: 77
$125/night
The Woodstock Suite
studio
1 bath
2 guests
Average Price:
$137
9% Cheaper
than normal
AirDNA Score: 77
$188/night
Visit Woodstock from a Radiant 1940s Cottage
1 bed
1 bath
2 guests
Average Price:
$228
18% Cheaper
than normal
AirDNA Score: 74
$199/night
Secluded Farmhouse Style, Close to All
1 bed
1 bath
4 guests
Average Price:
$239
17% 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: 73
$1750/night
Modern Glass House, Minutes to Town
3 beds
3.5 baths
6 guests
Average Price:
$1407
24% More
than normal
AirDNA Score: 73
$525/night
Woodstock Modern Gem, Glorious Heated Saline Pool
3 beds
2 baths
6 guests
Average Price:
$567
7% Cheaper
than normal
AirDNA Score: 71
$900/night
Woodstock Mountain House
3 beds
2 baths
8 guests
Average Price:
$809
11% More
than normal
AirDNA Score: 71
$89/night
AirDNA Score: 71
$225/night
Famous Architect - Streamside Cottage w/ hot tub
1 bed
1 bath
2 guests
Average Price:
$268
16% Cheaper
than normal
AirDNA Score: 71
$445/night
Woodstock Retreat -walk to town
4 beds
3 baths
10 guests
Average Price:
$540
18% Cheaper
than normal
AirDNA Score: 71
$675/night
Woodstock Mediterranean Retreat: Heated Pool
4 beds
3 baths
9 guests
Average Price:
$753
10% Cheaper
than normal
AirDNA Score: 71
$799/night
Luxury Woodstock Family Retreat with pool/hot tub
6 beds
3 baths
10 guests
Average Price:
$985
19% Cheaper
than normal
AirDNA Score: 71
$160/night
Margaret''s Cottage-WoodstockVillage
2 beds
1 bath
4 guests
Average Price:
$204
22% Cheaper
than normal
AirDNA Score: 71
$300/night
Spectacular Woodstock Location
1 bed
1 bath
2 guests
Average Price:
$300
0% Cheaper
than normal
AirDNA Score: 71
$200/night
Beautiful and Private Studio Loft in Woodstock Town Center
studio
1 bath
2 guests
Average Price:
$208
4% Cheaper
than normal
AirDNA Score: 71
$241/night
1822 farmhouse-SaunaJacuzziSwimhole
2 beds
2 baths
4 guests
Average Price:
$288
16% Cheaper
than normal
AirDNA Score: 71
$270/night
MountainView, HotTub, Sauna, 2 Fireplcs, fire pit
2 beds
1 bath
4 guests
Average Price:
$332
19% Cheaper
than normal
AirDNA Score: 69
$167/night
Above the Bike Shop
1 bed
1 bath
4 guests
Average Price:
$187
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:
$291
16% Cheaper
than normal
AirDNA Score: 69
$195/night
Herb Cottage: history•art•woodstove•walk to town!
1 bed
1 bath
2 guests
Average Price:
$246
21% Cheaper
than normal
AirDNA Score: 68
$125/night
Rock City Writer''s Studio: bucolic•sauna•walkable!
studio
1 bath
2 guests
Average Price:
$158
21% Cheaper
than normal
AirDNA Score: 67
$176/night
Woodstock Carriage House
4 beds
1.5 baths
6 guests
Average Price:
$368
52% Cheaper
than normal
AirDNA Score: 66
$700/night
Secluded home within walking distance to town
4 beds
3.5 baths
8 guests
Average Price:
$826
15% Cheaper
than normal
AirDNA Score: 64
$275/night
Orange Door Retreat
3 beds
1 bath
6 guests
Average Price:
$329
16% Cheaper
than normal
AirDNA Score: 64
$145/night
Perfect Woodstock Location- Short Walk to Town
1 bed
1 bath
2 guests
Average Price:
$176
18% Cheaper
than normal
AirDNA Score: 64
$345/night
Historic 18th-century farmhouse in Woodstock, NY.
4 beds
1.5 baths
8 guests
Average Price:
$375
8% Cheaper
than normal
AirDNA Score: 64
$140/night
chezbevet-country cabin retreat
1 bed
1 bath
4 guests
Average Price:
$165
15% Cheaper
than normal
AirDNA Score: 64
$259/night
Beautiful & Spacious Woodstock Home w/ Pool
5 beds
3 baths
10 guests
Average Price:
$462
44% Cheaper
than normal
AirDNA Score: 63
$285/night
Private & Modern Hot Tub & Fireplace
2 beds
2 baths
6 guests
Average Price:
$330
14% Cheaper
than normal
AirDNA Score: 62
$260/night
2 BR , Fireplace & Hot Tub @ heart of Woodstock
2 beds
1 bath
6 guests
Average Price:
$293
11% Cheaper
than normal
AirDNA Score: 61
$299/night
Spacious, Private, Close to Town, Work From Home
3 beds
2.5 baths
7 guests
Average Price:
$441
32% Cheaper
than normal
AirDNA Score: 59
$275/night
Dove House on Trannery Brook in Woodstock
1 bed
1 bath
2 guests
Average Price:
$284
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:
$404
50% Cheaper
than normal
AirDNA Score: 58
$350/night
Woodstock Farmhouse Apartment
studio
1 bath
2 guests
Average Price:
$400
12% Cheaper
than normal
AirDNA Score: 58
$399/night
Sunset Cottage with Mountain Views & Hiking
2 beds
1 bath
4 guests
Average Price:
$491
19% Cheaper
than normal
AirDNA Score: 56
$395/night
The Cottage in Woodstock
2 beds
1 bath
4 guests
Average Price:
$516
23% Cheaper
than normal
AirDNA Score: 54
$250/night
Contemporary Cabin With Fireplace
2 beds
1 bath
4 guests
Average Price:
$274
9% Cheaper
than normal
AirDNA Score: 53
$75/night
Woodstock Studio 1 1/2 miles from town
1 bed
1 bath
2 guests
Average Price:
$74
1% More
than normal
AirDNA Score: 52
$150/night
Nook above the Pub!
1 bed
1 bath
3 guests
Average Price:
$212
29% Cheaper
than normal
AirDNA Score: 52
$349/night
Fabulous Village Carriage House w/Garden
2 beds
2 baths
4 guests
Average Price:
$405
14% Cheaper
than normal
AirDNA Score: 52
$849/night
Idyllic mountain retreat
4 beds
2 baths
6 guests
Average Price:
$1028
17% Cheaper
than normal
AirDNA Score: 51
$995/night
Luxury Retreat in the Catskills
3 beds
2 baths
6 guests
Average Price:
$1075
7% Cheaper
than normal
AirDNA Score: 51
$450/night
COUNTRY HOME Fireplace, 1 mi. to Town, Fenced Yard
3 beds
2 baths
6 guests
Average Price:
$574
22% Cheaper
than normal
AirDNA Score: 50
$550/night
Country House in the Hudson Valley near Woodstock
1 bed
1 bath
2 guests
Average Price:
$175
214% More
than normal
AirDNA Score: 50
$129/night
Woodstock Private Suite: Ensuite Bath/Patio
1 bed
1 bath
2 guests
Average Price:
$174
26% Cheaper
than normal
AirDNA Score: 50
$170/night
Teahouse Cottage by the River.
studio
1 bath
4 guests
Average Price:
$261
35% Cheaper
than normal
AirDNA Score: 47
$550/night
Lux Family-Friendly Retreat in Woodstock
3 beds
3 baths
6 guests
Average Price:
$625
12% Cheaper
than normal
AirDNA Score: 46
$250/night
Woodstock Arts and Crafts Gem
2 beds
2 baths
3 guests
Average Price:
$299
16% 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:
$517
23% Cheaper
than normal
AirDNA Score: 41
$400/night
Woodstock Sanctuary Retreat - walk to town!
2 beds
1 bath
4 guests
Average Price:
$523
24% Cheaper
than normal
AirDNA Score: 41
$140/night
AirDNA Score: 30
$199/night
Walk to Town, Onsite Restaurant, Golf Included!
3 beds
1 bath
6 guests
Average Price:
$255
22% Cheaper
than normal
AirDNA Score: 29
$350/night
Large, welcoming family home, close to town
5 beds
3 baths
10 guests
Average Price:
$524
33% Cheaper
than normal
AirDNA Score: 28
$1500/night
Stunning contemporary country house
4 beds
3 baths
6 guests
Average Price:
$1543
3% Cheaper
than normal
AirDNA Score: 25
$222/night
179 Raycliffe Drive, private road
2 beds
2 baths
4 guests
Average Price:
$269
17% Cheaper
than normal
AirDNA Score: 21
$495/night
Americana time capsule in Woodstock, NY
1 bed
1 bath
2 guests
Average Price:
$580
15% Cheaper
than normal
AirDNA Score: 14
$290/night
Chic & eclectic retreat at Woodstock/Saugerties!
3 beds
2 baths
6 guests
Average Price:
$419
31% Cheaper
than normal