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
Home in Freeport
4.99 out of 5 average rating, 163 reviews"The Cozy Cottage in the heart of Freeport Village
Tiny home in New Gloucester
4.95 out of 5 average rating, 127 reviewsTiny house in the Birch Grove
Tiny home in Windham
4.97 out of 5 average rating, 172 reviewsThe Chickadee House on Pettingill Pond
Cabin in Freeport
4.98 out of 5 average rating, 469 reviewsCozy Cottage-Near Harbor & Park
Home in Cumberland
4.95 out of 5 average rating, 279 reviewsRustic charm close to Portland
Cabin in Windham
5.0 out of 5 average rating, 14 reviewsCozy Private Lake Getaway (Seasonal)
Home in Windham
4.95 out of 5 average rating, 65 reviewsWaterfront Gem walkable to Restaurants!
Guest suite in Gorham
4.98 out of 5 average rating, 100 reviewsFarmhouse stay, near lakes and St. Joe's College
Quick stats about vacation rentals in Windham
Total rentals
170 properties
Wifi availability
170 properties include access to wifi
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
6.2K reviews
Frequently Asked Questions
What are the most popular amenities for Cottage Rentals in Windham?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with free parking, over 30 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in apartment rentals in Windham?
Experience the best of Windham with our apartment rentals, starting at about $120 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 house rentals in Windham have free parking?
Absolutely! We offer over 80 house 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 30 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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