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
$700/night
Serendipity Lake House on Lake Heloise
4 beds
2 baths
16 guests
Average Price:
$1058
34% Cheaper
than normal
AirDNA Score: 87
$371/night
Live the Slow Life at an All-Season Mountain Escape
4 beds
2.5 baths
8 guests
Average Price:
$439
15% Cheaper
than normal
AirDNA Score: 86
$175/night
Custom-built Catskills retreat
2 beds
1 bath
4 guests
Average Price:
$281
38% Cheaper
than normal
AirDNA Score: 85
$150/night
Hunter / Windham Ski Loft
2 beds
1 bath
5 guests
Average Price:
$204
26% Cheaper
than normal
AirDNA Score: 84
$239/night
Fully Updated and Centrally Located
2 beds
2.5 baths
8 guests
Average Price:
$285
16% Cheaper
than normal
AirDNA Score: 83
$325/night
Beautiful Windham Chalet 2 minutes to the Mountain
4 beds
2 baths
11 guests
Average Price:
$346
6% Cheaper
than normal
AirDNA Score: 81
$200/night
Eagle's Landing (Windham Mtn. Retreat w/ Hot Tub)
2 beds
2.5 baths
6 guests
Average Price:
$268
25% Cheaper
than normal
AirDNA Score: 80
$351/night
Charming Home Lg/Mod Kit Hot Tub on Stream FirePit
3 beds
2 baths
6 guests
Average Price:
$384
9% Cheaper
than normal
AirDNA Score: 80
$650/night
Windham Luxury Pet Friendly Retreat
3 beds
4 baths
11 guests
Average Price:
$690
6% Cheaper
than normal
AirDNA Score: 79
$475/night
Beautiful Windham Ski/Summer House
4 beds
3 baths
10 guests
Average Price:
$684
31% Cheaper
than normal
AirDNA Score: 79
$587/night
WELCOMING WINDHAM HOME WITH BREATHTAKING VIEWS
4 beds
2 baths
14 guests
Average Price:
$461
27% More
than normal
AirDNA Score: 78
$2000/night
Windham Home with a Game Room, Hot Tub, Views
5 beds
3 baths
16 guests
Average Price:
$1865
7% More
than normal
AirDNA Score: 78
$249/night
Red Fox T.H. & hot tub, kayaks & pond, Weber BBQ
2 beds
2 baths
4 guests
Average Price:
$386
35% Cheaper
than normal
AirDNA Score: 76
$148/night
Windham Mountain Village 2 bedroom townhouse
3 beds
2 baths
6 guests
Average Price:
$252
41% Cheaper
than normal
AirDNA Score: 75
$300/night
Original Windham Farmhouse
4 beds
3.5 baths
10 guests
Average Price:
$376
20% Cheaper
than normal
AirDNA Score: 72
$175/night
Cutest Cabin in Windham, pond & kayaks Weber grill
1 bed
1 bath
2 guests
Average Price:
$251
30% Cheaper
than normal
AirDNA Score: 72
$410/night
"New Home" Idyllic Mt Views, 2 min to Town
3 beds
3 baths
10 guests
Average Price:
$522
21% Cheaper
than normal
AirDNA Score: 71
$999/night
Ski Mountain Chalet w/ Hot Tub, Fireplace, Privacy
6 beds
4 baths
14 guests
Average Price:
$1275
22% Cheaper
than normal
AirDNA Score: 69
$300/night
Luxury with pool, tennis courts, hiking and biking
3 beds
2.5 baths
7 guests
Average Price:
$597
50% Cheaper
than normal
AirDNA Score: 67
$1350/night
Ski Windham — Log home
4 beds
3 baths
10 guests
Average Price:
$1226
10% More
than normal
AirDNA Score: 67
$850/night
Windham Mountain Chalet with hot tub
5 beds
4 baths
12 guests
Average Price:
$1092
22% Cheaper
than normal
AirDNA Score: 67
$300/night
Windham Mountain Getaway...
4 beds
3 baths
9 guests
Average Price:
$312
4% Cheaper
than normal
AirDNA Score: 66
$198/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
$231/night
Mountainside Ski Deluxe Windham Apt - 1Br 1Bath
1 bed
1 bath
5 guests
Average Price:
$294
21% Cheaper
than normal
AirDNA Score: 59
$180/night
Small house, Windham, NY
2 beds
1 bath
4 guests
Average Price:
$243
26% Cheaper
than normal
AirDNA Score: 58
$400/night
Windham Pines Lodge *Hot Tub & Firepit*
3 beds
2 baths
7 guests
Average Price:
$569
30% Cheaper
than normal
AirDNA Score: 57
$450/night
Villa La Kosta views of GOLF course & Ski Slopes
3 beds
2 baths
6 guests
Average Price:
$534
16% Cheaper
than normal
AirDNA Score: 57
$265/night
The Windham Cabin w/ Hot Tub
3 beds
2 baths
6 guests
Average Price:
$371
29% Cheaper
than normal
AirDNA Score: 56
$899/night
Luxury Log Home with Ski Windham Views
5 beds
4.5 baths
16 guests
Average Price:
$1344
33% Cheaper
than normal
AirDNA Score: 56
$233/night
Stargazers paradise
2 beds
1 bath
4 guests
Average Price:
$279
16% Cheaper
than normal
AirDNA Score: 56
$864/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: 54
$238/night
Windham 'Rondelet' House - Close to Town & Mtn!
2 beds
2 baths
5 guests
Average Price:
$244
2% Cheaper
than normal
AirDNA Score: 54
$179/night
Windham Ski & Summer Retreat - Near Everything!
2 beds
2.5 baths
5 guests
Average Price:
$273
34% Cheaper
than normal
AirDNA Score: 54
$2994/night
Ideal Catskills Retreat 5 Min to Windham Mountain!
8 beds
6.5 baths
16 guests
Average Price:
$2731
10% More
than normal
AirDNA Score: 53
$225/night
Windham Mountain Retreat.
3 beds
2 baths
9 guests
Average Price:
$250
10% Cheaper
than normal
AirDNA Score: 53
$80/night
Studio 3 BEDS-SLEEP 4
studio
1 bath
3 guests
Average Price:
$151
47% Cheaper
than normal
AirDNA Score: 51
$499/night
Private family home! 4 miles to Windham Mtn!
3 beds
3 baths
10 guests
Average Price:
$484
3% More
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:
$522
4% Cheaper
than normal
AirDNA Score: 51
$532/night
Windham Townhouse. Base of Mountain
3 beds
3 baths
10 guests
Average Price:
$415
28% 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:
$493
39% Cheaper
than normal
AirDNA Score: 50
$1049/night
Luxury Home on Windham Mountain
4 beds
4 baths
11 guests
Average Price:
$1200
13% Cheaper
than normal
AirDNA Score: 49
$255/night
Windham Presidential Suite 0.1 miles
3 beds
2 baths
6 guests
Average Price:
$333
23% Cheaper
than normal
AirDNA Score: 47
$595/night
*NEW GUT RENO 2023*4SeasonNirvana*HotTub*WiFi*
4 beds
2 baths
8 guests
Average Price:
$574
4% More
than normal
AirDNA Score: 47
$207/night
Windham Mountain NY Catskills
3 beds
2 baths
6 guests
Average Price:
$427
52% 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:
$408
14% Cheaper
than normal
AirDNA Score: 43
$121/night
Catskills Home, 5 Mins to Windham Mtn Resort!
2 beds
2 baths
6 guests
Average Price:
$180
33% Cheaper
than normal
AirDNA Score: 41
$257/night
Waterfront secluded log-house w/sauna, games, more
3 beds
2 baths
10 guests
Average Price:
$428
40% Cheaper
than normal
AirDNA Score: 37
$1200/night
ON MOUNTAIN - 4 BED, 4 BATH RETREAT
4 beds
3.5 baths
14 guests
Average Price:
$918
31% More
than normal
AirDNA Score: 34
$163/night
Escape the city! Chic condo w internet & mtn views
2 beds
2.5 baths
6 guests
Average Price:
$178
8% Cheaper
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
$201/night
AirDNA Score: 29
$530/night
Windham Streamside Country House - 5 min to mtn
6 beds
3 baths
10 guests
Average Price:
$475
12% More
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
$120/night
Unique Windham Townhouse/Loft-Like Openness/ Slp 6
2 beds
2 baths
6 guests
Average Price:
$291
59% Cheaper
than normal
AirDNA Score: 23
$436/night
Hike & Golf Near Luxe Windham Getaway w/ Hot Tub
5 beds
3 baths
16 guests
Average Price:
$699
38% Cheaper
than normal
AirDNA Score: 21
$180/night
Mitchell Hollow Home
2 beds
1 bath
4 guests
Average Price:
$200
10% Cheaper
than normal
AirDNA Score: 21
$111/night
Tentrr - Pleasant Valley Maplecroft Camp
1 bed
1 bath
6 guests
Average Price:
$125
11% Cheaper
than normal
AirDNA Score: 14
$3487/night
5 STAR EXCLUSIVE & EXQUISITE MOUNTAIN OASIS
9 beds
7.5 baths
16 guests
Average Price:
$3449
1% More
than normal
AirDNA Score: 13
$500/night
The Xenia - A 4 Seasons Home
4 beds
3 baths
14 guests
Average Price:
$581
14% Cheaper
than normal
AirDNA Score: 0
$719/night
Luxurious, 4500 sq foot home in center of Windham
4 beds
3 baths
10 guests
Average Price:
$931
23% Cheaper
than normal