The Best Airbnb Deals in
Windham, New York
Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Windham, New York. Enter your travel dates to find the best deals!
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AirDNA Score: 88
$1032/night
Serendipity Lake House on Lake Heloise
4 beds
2 baths
16 guests
Average Price:
$979
5% More
than normal
AirDNA Score: 86
$199/night
Custom-built Catskills retreat
2 beds
1 bath
4 guests
Average Price:
$275
28% Cheaper
than normal
AirDNA Score: 84
$281/night
Fully Updated and Centrally Located
2 beds
2.5 baths
8 guests
Average Price:
$287
2% Cheaper
than normal
AirDNA Score: 83
$325/night
Beautiful Windham Chalet 2 minutes to the Mountain
4 beds
2 baths
11 guests
Average Price:
$345
6% Cheaper
than normal
AirDNA Score: 83
$203/night
Spectacular view, close to everything!
3 beds
2.5 baths
6 guests
Average Price:
$211
4% Cheaper
than normal
AirDNA Score: 81
$224/night
Eagle's Landing (Windham Mtn. Retreat w/ Hot Tub)
2 beds
2.5 baths
6 guests
Average Price:
$267
16% Cheaper
than normal
AirDNA Score: 79
$214/night
Mountain view apartment, 5mins to Ski Area!
2 beds
2 baths
4 guests
Average Price:
$128
67% More
than normal
AirDNA Score: 79
$479/night
WELCOMING WINDHAM HOME WITH BREATHTAKING VIEWS
4 beds
2 baths
15 guests
Average Price:
$461
4% More
than normal
AirDNA Score: 79
$475/night
Beautiful Windham Ski/Summer House
4 beds
3.5 baths
10 guests
Average Price:
$665
29% Cheaper
than normal
AirDNA Score: 78
$1700/night
Windham Home with a Game Room, Hot Tub, Views
5 beds
3 baths
16 guests
Average Price:
$1870
9% Cheaper
than normal
AirDNA Score: 78
$248/night
Red Fox T.H. & hot tub, kayaks & pond, Weber BBQ
2 beds
2 baths
4 guests
Average Price:
$383
35% Cheaper
than normal
AirDNA Score: 76
$143/night
Windham Mountain Village 2 bedroom townhouse
3 beds
2 baths
6 guests
Average Price:
$251
43% Cheaper
than normal
AirDNA Score: 72
$178/night
Cutest Cabin in Windham, pond & kayaks Weber grill
1 bed
1 bath
2 guests
Average Price:
$245
27% Cheaper
than normal
AirDNA Score: 72
$408/night
"New Home" Idyllic Mt Views, 2 min to Town
3 beds
3 baths
10 guests
Average Price:
$513
20% Cheaper
than normal
AirDNA Score: 71
$666/night
Ski Mountain Chalet w/ Hot Tub, Fireplace, Privacy
6 beds
4 baths
14 guests
Average Price:
$1268
47% Cheaper
than normal
AirDNA Score: 69
$370/night
Luxury with pool, tennis courts, hiking and biking
3 beds
2.5 baths
7 guests
Average Price:
$597
38% Cheaper
than normal
AirDNA Score: 67
$1356/night
Ski Windham — Log home
4 beds
3 baths
10 guests
Average Price:
$1226
11% More
than normal
AirDNA Score: 67
$850/night
Windham Mountian Chalet with hot tub
5 beds
4 baths
12 guests
Average Price:
$1078
21% Cheaper
than normal
AirDNA Score: 66
$223/night
AirDNA Score: 65
$300/night
Ski Windham Mountain ( Catskills, NY)
2 beds
2 baths
7 guests
Average Price:
$342
12% Cheaper
than normal
AirDNA Score: 64
$189/night
Mountainside Ski Deluxe Windham Apt - 1Br 1Bath
1 bed
1 bath
5 guests
Average Price:
$298
37% Cheaper
than normal
AirDNA Score: 60
$404/night
Extreme leisure minutes from action and adventure
4 beds
2 baths
8 guests
Average Price:
$462
13% Cheaper
than normal
AirDNA Score: 60
$249/night
Redwood Retreat in Windham - Pool! Tennis!
2 beds
2 baths
6 guests
Average Price:
$234
6% More
than normal
AirDNA Score: 59
$183/night
Small house, Windham, NY
2 beds
1 bath
4 guests
Average Price:
$240
24% Cheaper
than normal
AirDNA Score: 58
$399/night
Windham Pines Lodge *Hot Tub & Firepit*
3 beds
2 baths
7 guests
Average Price:
$549
27% Cheaper
than normal
AirDNA Score: 57
$533/night
Villa La Kosta views of GOLF course & Ski Slopes
3 beds
2 baths
6 guests
Average Price:
$534
0% Cheaper
than normal
AirDNA Score: 57
$166/night
AirDNA Score: 56
$1749/night
Luxury Log Home with Ski Windham Views
5 beds
4.5 baths
16 guests
Average Price:
$1416
24% More
than normal
AirDNA Score: 56
$859/night
Great Escape - Beautiful Views
4 beds
4.5 baths
10 guests
Average Price:
$925
7% Cheaper
than normal
AirDNA Score: 56
$250/night
Windham Ski house, beautiful views
3 beds
1.5 baths
4 guests
Average Price:
$270
7% Cheaper
than normal
AirDNA Score: 56
$239/night
Stargazers paradise
2 beds
1 bath
4 guests
Average Price:
$255
6% Cheaper
than normal
AirDNA Score: 54
$245/night
Windham 'Rondelet' House - Close to Town & Mtn!
2 beds
2 baths
5 guests
Average Price:
$244
0% Cheaper
than normal
AirDNA Score: 54
$2684/night
Ideal Catskills Retreat 5 Min to Windham Mountain!
8 beds
6.5 baths
16 guests
Average Price:
$2690
0% Cheaper
than normal
AirDNA Score: 54
$146/night
Little Windham Getaway (near private creek!)
3 beds
1 bath
7 guests
Average Price:
$169
14% Cheaper
than normal
AirDNA Score: 53
$225/night
Windham Mountain Retreat.
3 beds
2 baths
9 guests
Average Price:
$270
17% Cheaper
than normal
AirDNA Score: 53
$102/night
Studio 3 BEDS-SLEEP 4
studio
1 bath
3 guests
Average Price:
$152
33% Cheaper
than normal
AirDNA Score: 51
$431/night
Private family home! 4 miles to Windham Mtn!
3 beds
3 baths
10 guests
Average Price:
$484
11% Cheaper
than normal
AirDNA Score: 51
$675/night
Windham 5 min to slopes, sleeps 15, hot tub
4 beds
3.5 baths
15 guests
Average Price:
$761
11% Cheaper
than normal
AirDNA Score: 51
$500/night
Perfect Family Cabin on 5 acres - 5 min to Windham
4 beds
2.5 baths
10 guests
Average Price:
$509
2% Cheaper
than normal
AirDNA Score: 51
$450/night
Windham Townhouse. Base of Mountain
3 beds
3 baths
10 guests
Average Price:
$415
8% More
than normal
AirDNA Score: 50
$400/night
Spacious,Sparkling,Sunny Happy Cozy, Retreat
3 beds
2 baths
6 guests
Average Price:
$523
24% Cheaper
than normal
AirDNA Score: 50
$300/night
The Corral's in Windham
3 beds
2 baths
11 guests
Average Price:
$468
36% Cheaper
than normal
AirDNA Score: 50
$982/night
Luxury Home on Windham Mountain
4 beds
4 baths
11 guests
Average Price:
$1200
18% Cheaper
than normal
AirDNA Score: 49
$255/night
Windham Presidential Suite 0.1 miles
3 beds
2 baths
6 guests
Average Price:
$339
25% Cheaper
than normal
AirDNA Score: 47
$362/night
Windham Mountain NY Catskills
3 beds
2 baths
6 guests
Average Price:
$350
3% More
than normal
AirDNA Score: 47
$459/night
*NEW GUT RENO 2023*4SeasonNirvana*HotTub*WiFi*
4 beds
2 baths
8 guests
Average Price:
$588
22% Cheaper
than normal
AirDNA Score: 44
$538/night
Near Hunter and Windham, Crystal Pond, 4 BR 3.5 BA
4 beds
3.5 baths
8 guests
Average Price:
$656
18% Cheaper
than normal
AirDNA Score: 43
$350/night
Kid Friendly 3br - 5 min. to Windham Mtn
3 beds
3 baths
9 guests
Average Price:
$410
15% Cheaper
than normal
AirDNA Score: 41
$441/night
Waterfront secluded log-house w/sauna, games, more
3 beds
2 baths
10 guests
Average Price:
$415
6% More
than normal
AirDNA Score: 37
$1200/night
ON MOUNTAIN - 4 BED, 4 BATH RETREAT
4 beds
3.5 baths
14 guests
Average Price:
$867
38% More
than normal
AirDNA Score: 30
$350/night
airy and lovely space, great views
2 beds
2 baths
7 guests
Average Price:
$450
22% Cheaper
than normal
AirDNA Score: 29
$235/night
AirDNA Score: 29
$445/night
Windham Streamside Country House - 5 min to mtn
6 beds
3 baths
10 guests
Average Price:
$479
7% Cheaper
than normal
AirDNA Score: 26
$175/night
Cozy cute and brite
1 bed
1 bath
2 guests
Average Price:
$275
36% Cheaper
than normal
AirDNA Score: 26
$145/night
Unique Windham Townhouse/Loft-Like Openness/ Slp 6
2 beds
2 baths
6 guests
Average Price:
$266
45% Cheaper
than normal
AirDNA Score: 21
$202/night
Mitchell Hollow Home
2 beds
1 bath
4 guests
Average Price:
$208
3% Cheaper
than normal
AirDNA Score: 21
$129/night
Tentrr - Pleasant Valley Maplecroft Camp
1 bed
1 bath
6 guests
Average Price:
$125
3% More
than normal
AirDNA Score: 13
$500/night
The Xenia - A 4 Seasons Home
4 beds
3 baths
14 guests
Average Price:
$580
14% Cheaper
than normal
AirDNA Score: 7
$372/night
Mountain Escape 5 Minutes to Ski Resort
3 beds
2 baths
10 guests
Average Price:
$430
13% Cheaper
than normal
AirDNA Score: 0
$799/night
Luxurious, 4500 sq foot home in center of Windham
4 beds
3 baths
10 guests
Average Price:
$934
14% Cheaper
than normal