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: 99
$247/night
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
2 beds
1 bath
6 guests
Average Price:
$379
35% Cheaper
than normal
AirDNA Score: 88
$800/night
Serendipity Lake House on Lake Heloise
4 beds
2 baths
16 guests
Average Price:
$1057
24% Cheaper
than normal
AirDNA Score: 87
$395/night
Live the Slow Life at an All-Season Mountain Escape
4 beds
2.5 baths
8 guests
Average Price:
$519
24% Cheaper
than normal
AirDNA Score: 86
$239/night
Custom-built Catskills retreat
2 beds
1 bath
4 guests
Average Price:
$297
20% Cheaper
than normal
AirDNA Score: 86
$259/night
Chalet w/Tennis Court, Fire pit & Mountain Views
3 beds
2 baths
8 guests
Average Price:
$364
29% Cheaper
than normal
AirDNA Score: 85
$100/night
AirDNA Score: 83
$145/night
Cozy Cabin Condo by the Mountain, 5mins to skiing!
1 bed
1 bath
4 guests
Average Price:
$162
10% Cheaper
than normal
AirDNA Score: 83
$300/night
Beautiful Windham Chalet 2 minutes to the Mountain
4 beds
2 baths
11 guests
Average Price:
$365
18% Cheaper
than normal
AirDNA Score: 83
$250/night
Spectacular view, close to everything!
3 beds
2.5 baths
6 guests
Average Price:
$195
28% More
than normal
AirDNA Score: 82
$199/night
Rustic Mountain view Cabin 5 mins to Ski Area!
3 beds
3 baths
8 guests
Average Price:
$357
44% Cheaper
than normal
AirDNA Score: 80
$365/night
Charming Home Lg/Mod Kit Hot Tub on Stream FirePit
3 beds
2 baths
6 guests
Average Price:
$366
0% Cheaper
than normal
AirDNA Score: 80
$550/night
Windham Luxury Pet Friendly Retreat
3 beds
4 baths
11 guests
Average Price:
$687
20% Cheaper
than normal
AirDNA Score: 79
$185/night
Mountain view apartment, 5mins to Ski Area!
2 beds
2 baths
4 guests
Average Price:
$208
11% Cheaper
than normal
AirDNA Score: 79
$550/night
Beautiful Windham Ski/Summer House
4 beds
3.5 baths
10 guests
Average Price:
$708
22% Cheaper
than normal
AirDNA Score: 79
$357/night
Cabin with hot tub close to town
3 beds
1 bath
6 guests
Average Price:
$451
21% Cheaper
than normal
AirDNA Score: 78
$1600/night
Windham Home with a Game Room, Hot Tub, Views
5 beds
3 baths
16 guests
Average Price:
$1703
6% Cheaper
than normal
AirDNA Score: 78
$349/night
Red Fox Townhouse & Hot Tub, Kayaks & Pond
2 beds
2 baths
4 guests
Average Price:
$410
15% Cheaper
than normal
AirDNA Score: 77
$249/night
Lothbrok - the "B" side - HOT TUB Windham/Hunter
3 beds
2 baths
4 guests
Average Price:
$301
17% Cheaper
than normal
AirDNA Score: 75
$361/night
Modern Farmhouse - 1 mi to Mountain
4 beds
3.5 baths
10 guests
Average Price:
$562
36% Cheaper
than normal
AirDNA Score: 75
$425/night
Windham Farmhouse Escape
6 beds
3 baths
12 guests
Average Price:
$666
36% Cheaper
than normal
AirDNA Score: 72
$199/night
Cutest Cabin in Windham 1 minute to ski slope
1 bed
1 bath
2 guests
Average Price:
$243
18% Cheaper
than normal
AirDNA Score: 72
$500/night
"New Home" Idyllic Mt Views, 2 min to Town
3 beds
3 baths
10 guests
Average Price:
$576
13% Cheaper
than normal
AirDNA Score: 71
$999/night
Ski Mountain Chalet w/ Hot Tub, Fireplace, Privacy
6 beds
4 baths
14 guests
Average Price:
$1107
10% Cheaper
than normal
AirDNA Score: 69
$400/night
Luxury with pool steps away from the ski lifts.
3 beds
2.5 baths
7 guests
Average Price:
$733
45% Cheaper
than normal
AirDNA Score: 67
$900/night
Windham Mountian Chalet with hot tub
5 beds
4 baths
12 guests
Average Price:
$998
10% Cheaper
than normal
AirDNA Score: 67
$1200/night
Ski Windham — Log home
4 beds
3 baths
10 guests
Average Price:
$1556
23% Cheaper
than normal
AirDNA Score: 65
$513/night
Windham Ski Home!
3 beds
2 baths
8 guests
Average Price:
$608
16% Cheaper
than normal
AirDNA Score: 65
$350/night
Ski Windham Mountain ( Catskills, NY)
2 beds
2 baths
7 guests
Average Price:
$266
32% More
than normal
AirDNA Score: 64
$189/night
Mountainside Ski Deluxe Windham Apt - 1Br 1Bath
1 bed
1 bath
5 guests
Average Price:
$305
38% Cheaper
than normal
AirDNA Score: 60
$503/night
Extreme leisure minutes from action and adventure
4 beds
2 baths
8 guests
Average Price:
$614
18% Cheaper
than normal
AirDNA Score: 60
$137/night
Redwood Retreat in Windham - Pool! Tennis!
2 beds
2 baths
6 guests
Average Price:
$199
31% Cheaper
than normal
AirDNA Score: 60
$250/night
Lakefront 4 Season Secluded 3 Bedroom House
3 beds
2 baths
10 guests
Average Price:
$319
22% Cheaper
than normal
AirDNA Score: 59
$140/night
Small house, Windham, NY
2 beds
1 bath
4 guests
Average Price:
$247
43% Cheaper
than normal
AirDNA Score: 58
$359/night
Windham Pines Lodge *Hot Tub & Firepit*
3 beds
2 baths
7 guests
Average Price:
$586
39% Cheaper
than normal
AirDNA Score: 57
$212/night
AirDNA Score: 57
$488/night
Villa La Kosta views of GOLF course & Ski Slopes
3 beds
2 baths
6 guests
Average Price:
$536
9% Cheaper
than normal
AirDNA Score: 57
$359/night
IDEAL ON MOUNTAIN - 4 BED, 4 BATH RETREAT!
4 beds
3.5 baths
13 guests
Average Price:
$652
45% Cheaper
than normal
AirDNA Score: 56
$850/night
Great Escape - Beautiful Views
5 beds
4.5 baths
14 guests
Average Price:
$995
15% Cheaper
than normal
AirDNA Score: 56
$233/night
Stargazers paradise
2 beds
1 bath
4 guests
Average Price:
$243
4% Cheaper
than normal
AirDNA Score: 56
$250/night
Windham Ski house, beautiful views
3 beds
1.5 baths
4 guests
Average Price:
$282
11% Cheaper
than normal
AirDNA Score: 55
$225/night
Ski house/summer getaway. minutes to windham MTN
3 beds
3 baths
9 guests
Average Price:
$318
29% Cheaper
than normal
AirDNA Score: 54
$2625/night
Ideal Catskills Retreat 5 Min to Windham Mountain!
8 beds
6.5 baths
16 guests
Average Price:
$2815
7% Cheaper
than normal
AirDNA Score: 54
$199/night
Windham Ski/Summer Retreat - Near Music Festival
2 beds
2.5 baths
5 guests
Average Price:
$319
38% Cheaper
than normal
AirDNA Score: 54
$145/night
Little Windham Getaway (near private creek!)
3 beds
1 bath
7 guests
Average Price:
$173
16% Cheaper
than normal
AirDNA Score: 53
$165/night
Windham Mountain Retreat.
3 beds
2 baths
9 guests
Average Price:
$287
43% Cheaper
than normal
AirDNA Score: 53
$95/night
Studio 3 BEDS-SLEEP 4
studio
1 bath
3 guests
Average Price:
$121
21% Cheaper
than normal
AirDNA Score: 51
$525/night
Windham 5 min to slopes, sleeps 15, hot tub
4 beds
3.5 baths
15 guests
Average Price:
$614
14% Cheaper
than normal
AirDNA Score: 51
$449/night
Private family home! 4 miles to Windham Mtn!
3 beds
3 baths
10 guests
Average Price:
$529
15% Cheaper
than normal
AirDNA Score: 51
$300/night
Main Street in Windham
5 beds
4 baths
12 guests
Average Price:
$346
13% 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:
$518
3% Cheaper
than normal
AirDNA Score: 51
$575/night
Windham Townhouse. Base of Mountain
3 beds
3 baths
10 guests
Average Price:
$546
5% More
than normal
AirDNA Score: 51
$148/night
Main Street Apartment
1 bed
1 bath
4 guests
Average Price:
$149
1% Cheaper
than normal
AirDNA Score: 50
$375/night
Spacious,Sparkling,Sunny Happy Cozy, Retreat
3 beds
2 baths
6 guests
Average Price:
$399
6% Cheaper
than normal
AirDNA Score: 50
$500/night
The Corral''s in Windham
3 beds
2 baths
11 guests
Average Price:
$543
8% Cheaper
than normal
AirDNA Score: 50
$1270/night
Luxury Home on Windham Mountain
4 beds
4 baths
11 guests
Average Price:
$1166
9% More
than normal
AirDNA Score: 50
$375/night
The Mountain House with large private pond
5 beds
2 baths
10 guests
Average Price:
$491
24% Cheaper
than normal
AirDNA Score: 49
$275/night
Windham Presidential Suite 0.1 miles
3 beds
2 baths
6 guests
Average Price:
$364
24% Cheaper
than normal
AirDNA Score: 47
$545/night
*GUT RENO*4SeasonNirvana*HotTub*WiFi*WndhmMtnVw*
4 beds
2 baths
8 guests
Average Price:
$556
2% Cheaper
than normal
AirDNA Score: 47
$325/night
Windham Mountain NY Getaway
3 beds
2 baths
6 guests
Average Price:
$400
19% Cheaper
than normal
AirDNA Score: 44
$463/night
Windham Crystal Pond Condo, 4 BR, 3.5 Bath
4 beds
3.5 baths
8 guests
Average Price:
$744
38% Cheaper
than normal
AirDNA Score: 43
$375/night
Spacious 3BR Family Friendly-5 min. to Windham Mtn
3 beds
3 baths
9 guests
Average Price:
$438
14% Cheaper
than normal
AirDNA Score: 43
$400/night
On the Mountain-Short Walk to Trail
5 beds
4 baths
12 guests
Average Price:
$427
6% Cheaper
than normal
AirDNA Score: 41
$368/night
Waterfront secluded log-house w/sauna, games, more
3 beds
2 baths
15 guests
Average Price:
$631
42% Cheaper
than normal
AirDNA Score: 37
$335/night
ON MOUNTAIN - 4 BED, 4 BATH RETREAT
4 beds
3.5 baths
14 guests
Average Price:
$675
50% Cheaper
than normal
AirDNA Score: 34
$175/night
Escape the city!Chic condo w internet & mtn views
2 beds
2.5 baths
6 guests
Average Price:
$194
10% Cheaper
than normal
AirDNA Score: 30
$350/night
airy and lovely space, great views
2 beds
2 baths
7 guests
Average Price:
$377
7% Cheaper
than normal
AirDNA Score: 29
$200/night
Authentic Windham Log Home with Awesome Views!
2 beds
3 baths
7 guests
Average Price:
$385
48% Cheaper
than normal
AirDNA Score: 29
$550/night
Perfect Family Getaway- 3BD, 3BATH Pool Hot Tub
3 beds
3 baths
12 guests
Average Price:
$557
1% Cheaper
than normal
AirDNA Score: 29
$445/night
Windham Streamside Country House - 5 min to mtn
6 beds
3 baths
10 guests
Average Price:
$577
23% Cheaper
than normal
AirDNA Score: 26
$125/night
Unique Windham Townhouse/Loft-Like Openness/ Slp 6
2 beds
2 baths
6 guests
Average Price:
$198
37% Cheaper
than normal
AirDNA Score: 21
$200/night
Mitchell Hollow Home
2 beds
1 bath
4 guests
Average Price:
$232
14% Cheaper
than normal
AirDNA Score: 21
$129/night
Tentrr Signature Site - Pleasant Valley Maplecroft Camp
1 bed
1 bath
6 guests
Average Price:
$118
9% More
than normal
AirDNA Score: 14
$2000/night
Trailside Home- Walk On/Off Slopes - Families Only
4 beds
4 baths
8 guests
Average Price:
$2067
3% Cheaper
than normal
AirDNA Score: 14
$3400/night
5 STAR EXCLUSIVE & EXQUISITE MOUNTAIN OASIS
9 beds
7.5 baths
16 guests
Average Price:
$3496
3% Cheaper
than normal
AirDNA Score: 13
$500/night
The Xenia - A 4 Seasons Home
4 beds
3 baths
14 guests
Average Price:
$573
13% Cheaper
than normal
AirDNA Score: 7
$363/night
Mountain Escape 5 Minutes to Ski Resort
3 beds
2 baths
10 guests
Average Price:
$446
19% Cheaper
than normal
AirDNA Score: 0
$699/night
Luxurious, 4500 sq foot home in center of Windham
4 beds
3 baths
10 guests
Average Price:
$977
28% Cheaper
than normal