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
Tiny home in Lexington
4.95 out of 5 average rating, 304 reviewsDiamond Notch - Mini A-frame, Spectacular Views
Cottage in Roxbury
4.98 out of 5 average rating, 483 reviewsThe Little House
Condo in Hunter
4.97 out of 5 average rating, 429 reviews*Great Reviews* Hunter Mtn. Clean/Close/Cozy Condo
Apartment in Roxbury
4.93 out of 5 average rating, 217 reviews"Your Country Getaway at Beulah Land Farm."
Cabin in Preston-Potter Hollow
4.98 out of 5 average rating, 289 reviewsCasa Bella Vista with Great Views!
Cabin in Jefferson
5.0 out of 5 average rating, 434 reviews"Far from the Madding Crowd" Cozy Cabin Retreat
Cottage in Chichester
4.99 out of 5 average rating, 515 reviewsGarden Cottage In The Catskills
Tiny home in Saugerties
4.94 out of 5 average rating, 221 reviewsGorgeous Tiny House with Mountain View
Other great vacation rentals in Windham
Cabin in Catskill
4.95 out of 5 average rating, 151 reviewsRestorative Escape in the Woods with Sauna
Home in Durham
4.95 out of 5 average rating, 20 reviewsCharming retreat near Windham NY
Home in Hensonville
4.83 out of 5 average rating, 6 reviewsThe Happy Hideaway- 2
Guest suite in Windham
5.0 out of 5 average rating, 35 reviewsCozy 2 bedroom apartment with private entrance
Condo in Windham
4.97 out of 5 average rating, 58 reviewsBeautiful, modern, newly remodeled 1 bedroom condo
Apartment in Windham
5.0 out of 5 average rating, 17 reviewsBlack Dome - a 2B, 2B Condo 5 min from Windham Mt.
Condo in Windham
4.95 out of 5 average rating, 22 reviewsLovely stylish 2-bedroom condo with community pool
Townhouse in Windham
4.96 out of 5 average rating, 23 reviewsFirst Floor Condo with full kitchen.
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 condo rentals with a dedicated workspace in Windham?
Yes! Work meets play with ease at over 10 condo 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 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 townhouse rentals in Windham have wifi?
Absolutely! We offer over 20 townhouse 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 house rentals in Windham?
Four-legged friends are welcome in Windham. Choose from more than 20 house 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 Cabin Rentals in Windham?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with self check-in, over 10 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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