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
Cottage in Windham
4.91 out of 5 average rating, 85 reviewsTranquil waterfront cottage
Guest suite in Raymond
4.83 out of 5 average rating, 47 reviewsLil' Sebago Unit
Cottage in Raymond
5 out of 5 average rating, 22 reviewsRed Bird Cottage
Home in Windham
5 out of 5 average rating, 22 reviewsMaine Vacation Home on the Water
Home in Naples
4.99 out of 5 average rating, 92 reviewsLUX Designer Private Waterfront
Home in Windham
4.92 out of 5 average rating, 26 reviewsLakehouse on Highland Lake
Vacation home in Windham
5 out of 5 average rating, 63 reviewsSebago Lakehouse: Hot Tub and Private Beach Access
Home in Windham
4.94 out of 5 average rating, 34 reviewsKnotty Pine Cabin in the Pines
Quick stats about vacation rentals in Windham
Total rentals
170 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
7K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Frequently Asked Questions
What are the most popular amenities for House Rentals in Windham?
Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with free parking, over 60 homes with air conditioning, over 80 homes with wifi, over 80 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in cabin rentals in Windham?
Experience the best of Windham with our cabin 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 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.
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 cottage rentals in Windham have free parking?
Absolutely! We offer over 40 cottage rentals with free parking in Windham. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Windham have a kitchen?
Absolutely! We offer over 40 cottage rentals with a kitchen in Windham. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Windham have wifi?
Absolutely! We offer over 30 cottage rentals with wifi in Windham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windham have air conditioning?
Absolutely! We offer over 60 house rentals with air conditioning in Windham. Enjoy a tailored experience with all the comforts you desire.
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