Windham vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Windham
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham vacation rentals
Stay near Windham's top sights
Other great vacation rentals in Windham
Home in Prattsville
4.91 out of 5 average rating, 273 reviewsYanity House
Cabin in Maplecrest
4.95 out of 5 average rating, 173 reviewsThe Cabin - Ski House near Windham
Home in Durham
4.96 out of 5 average rating, 101 reviewsWow! Panoramic Mountain View, Minutes to Windham!
Cottage in Chichester
4.99 out of 5 average rating, 514 reviewsGarden Cottage In The Catskills
Cottage in Roxbury
4.98 out of 5 average rating, 482 reviewsThe Little House
Cottage in Gilboa
4.94 out of 5 average rating, 203 reviewsHome Alone Mountain Retreat
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
Condo in Hunter
4.97 out of 5 average rating, 428 reviews*Great Reviews* Hunter Mtn. Clean/Close/Cozy Condo
Other great vacation rentals in Windham
Condo in Windham
4.97 out of 5 average rating, 58 reviewsBeautiful, modern, newly remodeled 1 bedroom condo
Guesthouse in Windham
4.99 out of 5 average rating, 94 reviewsAlpine Chalet on Spectacular Property
Townhouse in Windham
4.88 out of 5 average rating, 100 reviewsWindham Mountain Village 2 bedroom townhouse
Townhouse in Windham
5.0 out of 5 average rating, 59 reviewsCozy, peaceful-3Br (5 beds)2.5 Bath townhouse
Home in Windham
4.96 out of 5 average rating, 54 reviewsThe Ski Ranch – 5min from Windham Mountain
Home in Hunter
5.0 out of 5 average rating, 60 reviewsModern House with Mountain View @Getawind
Chalet in Windham
4.99 out of 5 average rating, 85 reviewsGorgeous Modern Lodge w/ Mt View - 5 Min to Skiing
Home in Windham
4.94 out of 5 average rating, 32 reviewsFunky round home with views of Windham mountain!
Quick stats about vacation rentals in Windham
Total rentals
160 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
5.6K reviews
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Windham?
Yes! Work meets play with ease at over 80 vacation rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Windham?
Experience the best of Windham with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Windham?
Four-legged friends are welcome in Windham. Choose from more than 50 vacation rentals for guests traveling with pets.
Do house rentals in Windham have self check-in?
Absolutely! We offer over 50 house rentals with self check-in in Windham. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Windham have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Windham. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Windham have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Windham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windham have a gym?
Absolutely! We offer over 10 house rentals with a gym in Windham. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly townhouse rentals in Windham?
Windham has more than 20 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Windham?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 50 homes with self check-in, over 70 homes with a bbq area, over 70 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there Windham vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Windham, available on Airbnb. Make a splash and soak up the sun in style!
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