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, 276 reviewsYanity House
Home in Windham
4.93 out of 5 average rating, 166 reviewsExtreme leisure minutes from action and adventure
Chalet in Prattsville
4.99 out of 5 average rating, 102 reviewsLuxury Chalet, Sauna, Hot tub, Views of Hunter Mt.
Apartment in Roxbury
4.93 out of 5 average rating, 223 reviews"Your Country Getaway at Beulah Land Farm."
Cottage in Roxbury
4.98 out of 5 average rating, 487 reviewsThe Little House
Guest suite in Windham
4.93 out of 5 average rating, 111 reviewsCozy Cabin Condo by the Mountain, 5mins to skiing!
Home in Durham
4.95 out of 5 average rating, 21 reviewsCharming retreat near Windham NY
Home in Hensonville
4.83 out of 5 average rating, 6 reviewsThe Happy Hideaway- 2
Other great vacation rentals in Windham
Guesthouse in Windham
4.99 out of 5 average rating, 98 reviewsAlpine Chalet on Spectacular Property
Condo in Windham
4.97 out of 5 average rating, 60 reviewsBeautiful, modern, newly remodeled 1 bedroom condo
Home in Hunter
5.0 out of 5 average rating, 63 reviewsModern House with Mountain View @Getawind
Chalet in Windham
4.99 out of 5 average rating, 86 reviewsGorgeous Modern Lodge w/ Mt View - 5 Min to Skiing
Condo in Windham
4.95 out of 5 average rating, 22 reviewsLovely stylish 2-bedroom condo with community pool
Condo in Windham
5.0 out of 5 average rating, 61 reviewsLothbrok - on Main Street
Home in Windham
4.92 out of 5 average rating, 60 reviewsModern Ski House Minutes From The Slopes
Vacation home in Windham
4.93 out of 5 average rating, 60 reviewsFarmhouse Chic with Mountain and Lake Views
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
$70 before taxes and fees
Frequently Asked Questions
Are there house rentals with a dedicated workspace in Windham?
Yes! Work meets play with ease at over 30 house rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Windham?
Experience the best of Windham with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Windham have self check-in?
Absolutely! We offer over 10 cabin 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 pet-friendly townhouse rentals in Windham?
Four-legged friends are welcome in Windham. Choose from more than 10 townhouse rentals for guests traveling with pets.
Are there family-friendly house rentals in Windham?
Windham has more than 70 family-friendly house 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 70 homes with wifi, over 10 homes with a gym, over 50 homes with self check-in, over 70 homes with a bbq area, 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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