Vacation rentals in Windham
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Top-rated vacation rentals in Windham
Guests agree: these stays 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
Other great vacation rentals in Windham
Guesthouse in Jamaica
4.95 out of 5 average rating, 133 reviewsThe Chick Inn
Jun 6 – 13
Apartment in Manchester
4.99 out of 5 average rating, 148 reviewsPrivate two-bedroom suite within a two-story house
May 5 – 10
Chalet in Dover
4.93 out of 5 average rating, 265 reviewsA charming VT chalet
Oct 14 – 21
Home in Grafton
4.92 out of 5 average rating, 186 reviewsRetro Modern Barn Apartment
Nov 5 – 12
Home in Windham
4.95 out of 5 average rating, 77 reviewsArtistic Southern Vt Countryside Home at Windham
May 27 – Jun 3
Condo in Londonderry
4.95 out of 5 average rating, 44 reviewsMagical Ski-In/Ski-Out Condo at Magic w/ game room
Apr 20 – 27
Guesthouse in Grafton
4.89 out of 5 average rating, 91 reviewsVT Sugar House-Guesthouse
Nov 3 – 10
Apartment in Londonderry
4.96 out of 5 average rating, 27 reviewsDog-friendly, 1-bedroom apartment w/ fireplace (A)
Dec 7 – 14
Quick stats about vacation rentals in Windham
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.9K reviews
Nightly prices starting at
$90 before taxes and fees
Frequently Asked Questions
Are there pet-friendly vacation rentals in Windham?
Four-legged friends are welcome in Windham. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Windham have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Windham. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Windham?
Experience the best of Windham with our house rentals, starting at about $160 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 wifi?
Absolutely! We offer over 30 house rentals with wifi in Windham. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Windham?
Windham has more than 40 family-friendly stays. 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 30 homes with a kitchen, over 20 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Windham have free parking?
Absolutely! We offer over 20 house rentals with free parking in Windham. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Windham?
Yes! Work meets play with ease at over 30 vacation rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.
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