
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

Apartment in Revere
4.81 out of 5 average rating, 108 reviewsHome away from home Beach,Logan,Encore, DownTown

Home in Hampton Beach
4.81 out of 5 average rating, 26 reviewsSteps to Beach|Porch|Grill - The Sister Cottages

Home in Kennebunkport
4.91 out of 5 average rating, 212 reviewsUnique Home w/ Pizza Oven, Minutes from the Beach

Home in Lebanon
4.96 out of 5 average rating, 234 reviewsTranquility, Relaxation, Family, Romance

Home in Sandown
4.92 out of 5 average rating, 13 reviewsSunrise Beach Escape

Apartment in Downtown Boston
4.71 out of 5 average rating, 31 reviews(42L2) Celtics, Bruins! Lets GO!

Home in Shapleigh
4.96 out of 5 average rating, 138 reviewsSecluded Lakehouse/2 private docks*Hottub*big yard

Apartment in Old Orchard Beach
5 out of 5 average rating, 50 reviewsHorizon View Hideaway with Deck
Quick stats about vacation rentals in Windham
Total rentals
50 properties
Total number of reviews
3.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Frequently Asked Questions
Where should I stay in Windham?
Make yourself at home in Windham by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in West Windham, and over 20 vacation rentals in Windham Depot.
Are there pet-friendly vacation rentals in Windham?
Four-legged friends are welcome in Windham. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Windham?
Yes! Work meets play with ease at over 20 vacation rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in cottage rentals in Windham?
Experience the best of Windham with our cottage rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly cottage rentals in Windham?
Windham has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Windham have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet 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 10 house rentals with a bbq area in Windham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windham have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Windham. Enjoy a tailored experience with all the comforts you desire.
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