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!

Search for a city
AirDNA Score: 87
$526/night

Live the Slow Life at an All-Season Mountain Escape

4 beds
2.5 baths
8 guests
Average Price:  
$490
7% More
than normal
AirDNA Score: 84
$259/night

Fully Updated and Centrally Located

2 beds
2.5 baths
8 guests
Average Price:  
$281
8% Cheaper
than normal
AirDNA Score: 81
$675/night

Spacious mountain escape just minutes from skiing

5 beds
3.5 baths
12 guests
Average Price:  
$709
5% Cheaper
than normal
AirDNA Score: 81
$180/night

EAGLE’S LANDING (Windham Mountain Retreat)

2 beds
2.5 baths
6 guests
Average Price:  
$273
34% Cheaper
than normal
AirDNA Score: 78
$245/night

Red Fox Townhouse w/Hot Tub & walking path to pond

2 beds
2 baths
4 guests
Average Price:  
$388
37% Cheaper
than normal
AirDNA Score: 77
$265/night

Lothbrok - the "B" side

3 beds
2 baths
4 guests
Average Price:  
$270
2% Cheaper
than normal
AirDNA Score: 72
$199/night

Cutest Cabin w/BBQ Grill, fire pit, trail to pond

1 bed
1 bath
2 guests
Average Price:  
$270
26% Cheaper
than normal
AirDNA Score: 72
$475/night

"New Home" Idyllic Mt Views, 2 min to Town

3 beds
3 baths
10 guests
Average Price:  
$681
30% Cheaper
than normal
AirDNA Score: 71
$999/night

Ski Mountain Chalet w/ Hot Tub, Fireplace, Privacy

6 beds
4 baths
14 guests
Average Price:  
$1024
2% Cheaper
than normal
AirDNA Score: 69
$550/night

Luxury home, pool, tennis and WC mountain biking.

3 beds
2.5 baths
7 guests
Average Price:  
$610
10% Cheaper
than normal
AirDNA Score: 67
$1200/night

Ski Windham — Log home

4 beds
3 baths
10 guests
Average Price:  
$1200
0% Cheaper
than normal
AirDNA Score: 67
$1030/night

Great Windham Contemporary Getaway House !!!

5 beds
3 baths
8 guests
Average Price:  
$1039
1% Cheaper
than normal
AirDNA Score: 66
$250/night

The Windham Loft

2 beds
1 bath
5 guests
Average Price:  
$243
3% More
than normal
AirDNA Score: 65
$150/night

Summer @ Windham Mountain ( Catskills, NY)

2 beds
2 baths
7 guests
Average Price:  
$333
55% Cheaper
than normal
AirDNA Score: 64
$400/night

4 Bedroom Condo, Close to Golf Courses and Biking

4 beds
3 baths
10 guests
Average Price:  
$327
22% More
than normal
AirDNA Score: 64
$189/night

Mountainside Ski Deluxe Windham Apt - 1Br 1Bath

1 bed
1 bath
5 guests
Average Price:  
$277
32% Cheaper
than normal
AirDNA Score: 58
$499/night

Windham Pines Lodge with Hot Tub and Stone Firepit

3 beds
2 baths
7 guests
Average Price:  
$607
18% Cheaper
than normal
AirDNA Score: 57
$500/night

Villa La Kosta views of GOLF course & Ski Slopes

3 beds
2 baths
6 guests
Average Price:  
$592
16% Cheaper
than normal
AirDNA Score: 57
$400/night

Windham Cabin

3 beds
2 baths
6 guests
Average Price:  
$414
3% Cheaper
than normal
AirDNA Score: 56
$250/night

Windham Ski house, beautiful views

3 beds
1.5 baths
4 guests
Average Price:  
$279
10% Cheaper
than normal
AirDNA Score: 55
$325/night

Windham home minutes from skiing, hiking, biking

3 beds
3 baths
9 guests
Average Price:  
$366
11% Cheaper
than normal
AirDNA Score: 54
$182/night

Little Windham Getaway (near private creek!)

3 beds
1 bath
7 guests
Average Price:  
$168
8% More
than normal
AirDNA Score: 53
$674/night

WINDHAM MOUNTAIN FARMHOUSE IN CATSKILLS W VIEW

6 beds
2.5 baths
10 guests
Average Price:  
$669
1% More
than normal
AirDNA Score: 53
$165/night

Windham Mountain Retreat.

3 beds
2 baths
9 guests
Average Price:  
$250
34% Cheaper
than normal
AirDNA Score: 53
$100/night

Studio 3 BEDS-SLEEP 4

studio
1 bath
3 guests
Average Price:  
$129
22% 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:  
$606
13% Cheaper
than normal
AirDNA Score: 51
$499/night

Private family home! 4 miles to Windham Mtn!

3 beds
3 baths
6 guests
Average Price:  
$690
28% Cheaper
than normal
AirDNA Score: 51
$600/night

Perfect Family Cabin on 5 acres - 5 min to Windham

4 beds
2.5 baths
10 guests
Average Price:  
$500
20% More
than normal
AirDNA Score: 51
$400/night

Windham Townhouse. Base of Mountain

3 beds
3 baths
10 guests
Average Price:  
$479
16% Cheaper
than normal
AirDNA Score: 50
$425/night

Spacious,Sparkling,Sunny Happy Cozy, Retreat

3 beds
2 baths
6 guests
Average Price:  
$441
4% Cheaper
than normal
AirDNA Score: 50
$300/night

The Corral''s in Windham

3 beds
2 baths
11 guests
Average Price:  
$458
34% Cheaper
than normal
AirDNA Score: 50
$350/night

The Mountain House

5 beds
2 baths
10 guests
Average Price:  
$472
26% Cheaper
than normal
AirDNA Score: 49
$275/night

Windham Presidential Suite 0.1 miles

3 beds
2 baths
6 guests
Average Price:  
$312
12% Cheaper
than normal
AirDNA Score: 44
$700/night

Windham Crystal Pond Condo, 4 BR, 3.5 Bath

4 beds
3.5 baths
8 guests
Average Price:  
$700
0% 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:  
$391
4% Cheaper
than normal
AirDNA Score: 37
$389/night

ON MOUNTAIN - 4 BED, 4 BATH RETREAT

4 beds
3.5 baths
14 guests
Average Price:  
$783
50% Cheaper
than normal
AirDNA Score: 30
$350/night

airy and lovely space, great views

2 beds
2 baths
7 guests
Average Price:  
$357
2% Cheaper
than normal
AirDNA Score: 29
$250/night

Authentic Windham Log Home with Awesome Views!

2 beds
3 baths
7 guests
Average Price:  
$391
36% Cheaper
than normal
AirDNA Score: 29
$550/night

Windham Streamside Country House - 5 min to mtn

6 beds
3 baths
10 guests
Average Price:  
$640
14% Cheaper
than normal
AirDNA Score: 26
$175/night

Unique Windham Townhouse/Loft-Like Openness/ Slp 6

2 beds
2 baths
6 guests
Average Price:  
$221
21% Cheaper
than normal
AirDNA Score: 23
$1000/night

Ski On and Off all day long

6 beds
4 baths
16 guests
Average Price:  
$1067
6% Cheaper
than normal
AirDNA Score: 21
$225/night

Mitchell Hollow Home

2 beds
1 bath
4 guests
Average Price:  
$246
9% Cheaper
than normal
AirDNA Score: 21
$125/night

Tentrr Signature Site - Pleasant Valley Maplecroft Camp

1 bed
1 bath
6 guests
Average Price:  
$122
2% More
than normal
AirDNA Score: 13
$500/night

The Xenia - A 4 Seasons Home

4 beds
3 baths
14 guests
Average Price:  
$548
9% Cheaper
than normal
AirDNA Score: 7
$450/night

Mountain Escape 5 Minutes to Ski Resort

3 beds
2 baths
10 guests
Average Price:  
$447
1% More
than normal
AirDNA Score: 0
$799/night

Luxurious, 4500 sq foot home in center of Windham

4 beds
3 baths
10 guests
Average Price:  
$1094
27% Cheaper
than normal