Airbnb, Cabins, Vacation Rentals in Windham, NY

Compare 2,222 available vacation home properties, starts from $25

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Find the best vacation rental

ACCOMMODATION TYPES

Save Up To 77%

Airbnb, Vacation rentals and hotel deals in Windham, NY

Hot Tub & Fireplace Mountain Retreat
Hot Tub & Fireplace Mountain Retreat
Hot Tub & Fireplace Mountain Retreat
Hot Tub & Fireplace Mountain Retreat
8.0 (1 review)
Hot Tub & Fireplace Mountain Retreat
Holiday home · 2 Guests · 1 Bedroom
$302 /night*
View deal
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
9.5 (88 reviews)
Albergo Allegria Hotel & Breakfast Restaurant
B & B · 2 Guests · 1 Bedroom
$204 /night
View deal
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!
10 (1 review)
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!
Cottage · 2 Guests · 1 Bedroom
$246 /night
View deal
Winwood Inn & Condominiums
Winwood Inn & Condominiums
Winwood Inn & Condominiums
Winwood Inn & Condominiums
8.4 (253 reviews)
Winwood Inn & Condominiums
Hotel · 2 Guests · 1 Bedroom
$251 /night
View deal
Catskill Cottage - Cozy Getaway For Up To 6, near Windham & Hunter, NY skiing
Catskill Cottage - Cozy Getaway For Up To 6, near Windham & Hunter, NY skiing
Catskill Cottage - Cozy Getaway For Up To 6, near Windham & Hunter, NY skiing
Catskill Cottage - Cozy Getaway For Up To 6, near Windham & Hunter, NY skiing
9.2 (15 reviews)
Catskill Cottage - Cozy Getaway For Up To 6, near Windham & Hunter, NY skiing
Cottage · 2 Guests · 1 Bedroom
$134 /night*
View deal
Hiking retreat. Indoor wood-burning stove/ deck/ fire-pit with Mountain View
Hiking retreat. Indoor wood-burning stove/ deck/ fire-pit with Mountain View
Hiking retreat. Indoor wood-burning stove/ deck/ fire-pit with Mountain View
Hiking retreat. Indoor wood-burning stove/ deck/ fire-pit with Mountain View
10 (3 reviews)
Hiking retreat. Indoor wood-burning stove/ deck/ fire-pit with Mountain View
Holiday home · 2 Guests · 1 Bedroom
$236 /night*
View deal
1st-floor Hunter Condo < 1 Mi to Slopes!
1st-floor Hunter Condo < 1 Mi to Slopes!
1st-floor Hunter Condo < 1 Mi to Slopes!
1st-floor Hunter Condo < 1 Mi to Slopes!
8.0 (1 review)
1st-floor Hunter Condo < 1 Mi to Slopes!
Apartment · 2 Guests · 1 Bedroom
$255 /night
View deal
Edelweiss Mountain Retreat
Edelweiss Mountain Retreat
Edelweiss Mountain Retreat
Edelweiss Mountain Retreat
Edelweiss Mountain Retreat
Holiday home · 2 Guests · 1 Bedroom
$190 /night*
View deal
The Far-Rest Fox A-Frame Off Grid Glamp
The Far-Rest Fox A-Frame Off Grid Glamp
The Far-Rest Fox A-Frame Off Grid Glamp
The Far-Rest Fox A-Frame Off Grid Glamp
10 (1 review)
The Far-Rest Fox A-Frame Off Grid Glamp
Cabin · 2 Guests · 1 Bedroom
$116 /night*
View deal
Cozy New York Retreat w/ Fire Pit & Creek Access!
Cozy New York Retreat w/ Fire Pit & Creek Access!
Cozy New York Retreat w/ Fire Pit & Creek Access!
Cozy New York Retreat w/ Fire Pit & Creek Access!
Cozy New York Retreat w/ Fire Pit & Creek Access!
Cottage · 2 Guests · 1 Bedroom
$187 /night
View deal
Big 3 Bedroom house exactly 1 mile from the base lodge
Big 3 Bedroom house exactly 1 mile from the base lodge
Big 3 Bedroom house exactly 1 mile from the base lodge
Big 3 Bedroom house exactly 1 mile from the base lodge
9.0 (4 reviews)
Big 3 Bedroom house exactly 1 mile from the base lodge
Holiday home · 2 Guests · 1 Bedroom
$342 /night*
View deal
Spacious Apt w/ Yard: 3 Mi to Windham Mountain
Spacious Apt w/ Yard: 3 Mi to Windham Mountain
Spacious Apt w/ Yard: 3 Mi to Windham Mountain
Spacious Apt w/ Yard: 3 Mi to Windham Mountain
5.0 (2 reviews)
Spacious Apt w/ Yard: 3 Mi to Windham Mountain
Apartment · 2 Guests · 1 Bedroom
$217 /night*
View deal
Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views
Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views
Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views
Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views
9.0 (49 reviews)
Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views
Condo · 2 Guests · 1 Bedroom
$117 /night*
View deal
Old Time Catskill Mtn Retreat, Handcrafted Cabin!
Old Time Catskill Mtn Retreat, Handcrafted Cabin!
Old Time Catskill Mtn Retreat, Handcrafted Cabin!
Old Time Catskill Mtn Retreat, Handcrafted Cabin!
Old Time Catskill Mtn Retreat, Handcrafted Cabin!
Cottage · 2 Guests · 1 Bedroom
$337 /night
View deal
Beautiful log cabin home 9-13
Beautiful log cabin home 9-13
Beautiful log cabin home 9-13
Beautiful log cabin home 9-13
9.6 (41 reviews)
Beautiful log cabin home 9-13
Cabin · 2 Guests · 1 Bedroom
$250 /night*
View deal
Hunter/Windham Area - Winter Rental
Hunter/Windham Area - Winter Rental
Hunter/Windham Area - Winter Rental
Hunter/Windham Area - Winter Rental
9.4 (3 reviews)
Hunter/Windham Area - Winter Rental
Apartment · 2 Guests · 1 Bedroom
$347 /night*
View deal
Elegant4bedroom home near Windham & Hunter Skiing, biking & hiking
Elegant4bedroom home near Windham & Hunter Skiing, biking & hiking
Elegant4bedroom home near Windham & Hunter Skiing, biking & hiking
Elegant4bedroom home near Windham & Hunter Skiing, biking & hiking
9.8 (143 reviews)
Elegant4bedroom home near Windham & Hunter Skiing, biking & hiking
Holiday home · 2 Guests · 1 Bedroom
$300 /night*
View deal
Casa Bella Vista with great Mountain Views
Casa Bella Vista with great Mountain Views
Casa Bella Vista with great Mountain Views
Casa Bella Vista with great Mountain Views
10 (12 reviews)
Casa Bella Vista with great Mountain Views
Holiday home · 2 Guests · 1 Bedroom
$172 /night*
View deal
Private Oasis with Mountain Views
Private Oasis with Mountain Views
Private Oasis with Mountain Views
Private Oasis with Mountain Views
Private Oasis with Mountain Views
Holiday home · 2 Guests · 1 Bedroom
$400 /night*
View deal
Cutest Cabin with Fire pit and BBQ Grill with walking path to the pond
Cutest Cabin with Fire pit and BBQ Grill with walking path to the pond
Cutest Cabin with Fire pit and BBQ Grill with walking path to the pond
Cutest Cabin with Fire pit and BBQ Grill with walking path to the pond
10 (57 reviews)
Cutest Cabin with Fire pit and BBQ Grill with walking path to the pond
Cabin · 2 Guests · 1 Bedroom
$250 /night*
View deal
Search all

Vacation Destinations Near Windham, NY

Airbnb, Vacation House with Fireplace in Windham, NY

2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
Fireplace
9.0 (11 reviews)
2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
Holiday home · 2 Guests · 1 Bedroom
$550 /night*
View deal
Windham Mountain A Frame Ski House with Central A/C
Windham Mountain A Frame Ski House with Central A/C
Windham Mountain A Frame Ski House with Central A/C
Windham Mountain A Frame Ski House with Central A/C
Fireplace
9.8 (17 reviews)
Windham Mountain A Frame Ski House with Central A/C
Holiday home · 2 Guests · 1 Bedroom
$500 /night*
View deal
Snowy Winter Wonderland
Snowy Winter Wonderland
Snowy Winter Wonderland
Snowy Winter Wonderland
Fireplace
9.8 (57 reviews)
Snowy Winter Wonderland
Cabin · 2 Guests · 1 Bedroom
$469 /night*
View deal
Search all
What Are The Most Popular Amenities in Windham, NY?
Windham, NY Rental Amenities
+
There are in total of 16 rental amenities in Windham, shown above with the property numbers. In Windham, 1011 rentals offer Internet or Wifi, 1007 rentals offer Parking Available, 995 rentals offer No Smoking. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Kitchen, Hot Tub.
Which Price Range Is Considered As A Good Deal in Windham, NY Area?
Vacation House & Cabin Rental Price Information in Windham, NY
+
The graph shows the percentages of vacation homes in each price bucket. Windham has the largest percentage (15.55%) of homes in $150 - $200 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
What Are The Popular Property Types in Windham, NY?
Best Accommodation Types in Windham, NY
+
There are various types of homes in Windham area. Depending on your group size, you can pick the one using filters accordingly. House is the most popular accommodation type, and the largest homes can accommodate 55 people.The least popular accommodation in Windham is Hotel Suites rentals
How Many Accommodations Are Not Pets Friendly in Windham, NY?
Percentage of Pet Friendly Rental Properties in Windham, NY
+
38.43% of vacation homes in Windham are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Must-Visit Trails in Windham, NY?
Must Visit Trails In Windham, NY
+
Here are the trails we recommend in Windham: Escarpment Trail, Blackhead, Huntersfield Mountain, Elm Ridge Trail Loop, Windham Trail, Escarpment Trail to Burnt Knob, Long Path From Mount Pisgah to South Mountain, Escarpment Trail to Elm Ridge Shelter, Blackhead Mountain Loop Trail, Acra Point via Black Dome Range and Escarpment Trails.
Best Campgrounds in Windham, NY?
Campgrounds Recommendations In Windham, NY
+
The best RV campgrounds here in Windham are: Sohi Campground, Mountaindale Campground, Saugerties / Woodstock KOA, Blue Mountain Campground, Rip Van Winkle Campgrounds, Woodland Hills Campground, Twin Oaks Campground, Waubeeka Family Campground, Country Roads Campground, Nickerson Park Campground.

Other Vacation Rentals Ideas

Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Windham, NY

Ski/Relax - Walk to Hunter MTN A-Frame Sleeps 6
Ski/Relax - Walk to Hunter MTN A-Frame Sleeps 6
Ski/Relax - Walk to Hunter MTN A-Frame Sleeps 6
Ski/Relax - Walk to Hunter MTN A-Frame Sleeps 6
Full Kitchen
10 (8 reviews)
Ski/Relax - Walk to Hunter MTN A-Frame Sleeps 6
Chalet · 2 Guests · 1 Bedroom
$315 /night*
View deal
Windham Chalet with BBQ Hut and Pizza Oven and Hot tub
Windham Chalet with BBQ Hut and Pizza Oven and Hot tub
Windham Chalet with BBQ Hut and Pizza Oven and Hot tub
Windham Chalet with BBQ Hut and Pizza Oven and Hot tub
Full Kitchen
9.8 (35 reviews)
Windham Chalet with BBQ Hut and Pizza Oven and Hot tub
Holiday home · 2 Guests · 1 Bedroom
$433 /night*
View deal
2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
Full Kitchen
9.0 (11 reviews)
2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
Holiday home · 2 Guests · 1 Bedroom
$550 /night*
View deal
Search all
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers