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, 274 reviewsYanity House
Cottage in Roxbury
4.98 out of 5 average rating, 484 reviewsThe Little House
Apartment in Acra
4.95 out of 5 average rating, 324 reviewsMountain TOP Studio - Five State, 100 mile view-
Tiny home in Saugerties
4.94 out of 5 average rating, 223 reviewsGorgeous Tiny House with Mountain View
Home in Woodstock
4.91 out of 5 average rating, 643 reviewsDutch Touch Woodstock Cottage
Condo in Hunter
4.97 out of 5 average rating, 431 reviews*Great Reviews* Hunter Mtn. Cozy/Clean/Close Condo
Cabin in Jefferson
5.0 out of 5 average rating, 437 reviews"Far from the Madding Crowd" Cozy Cabin Retreat
Home in Catskill
4.99 out of 5 average rating, 137 reviewsAthens, NY House - 1 Bedroom "Want to Get Away"?
Other great vacation rentals in Windham
Cottage in Kinderhook
4.98 out of 5 average rating, 177 reviewsThe Cottage on Sylvester Street
Home in Cornwallville
4.98 out of 5 average rating, 102 reviewsPrivate Waterfall Retreat on 10 acres
Cabin in Kingston
4.99 out of 5 average rating, 336 reviewsCome Stay in "The Shoe"
Cabin in West Kill
4.97 out of 5 average rating, 177 reviewsWest Kill Cabin
Home in Durham
4.95 out of 5 average rating, 20 reviewsCharming retreat near Windham NY
Condo in Windham
4.95 out of 5 average rating, 22 reviewsLovely stylish 2-bedroom condo with community pool
Home in Hensonville
4.83 out of 5 average rating, 6 reviewsThe Happy Hideaway- 2
Condo in Windham
4.97 out of 5 average rating, 60 reviewsBeautiful, modern, newly remodeled 1 bedroom condo
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 townhouse rentals with a dedicated workspace in Windham?
Yes! Work meets play with ease at over 10 townhouse rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in townhouse rentals in Windham?
Experience the best of Windham with our townhouse 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.
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 house rentals in Windham have wifi?
Absolutely! We offer over 70 house rentals with wifi in Windham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windham have a bbq area?
Absolutely! We offer over 70 house 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 condo rentals in Windham?
Windham has more than 10 family-friendly condo 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 70 homes with wifi, 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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