House vacation rentals in Windham
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Top-rated house rentals in Windham
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Scarborough
4.98 out of 5 average rating, 229 reviewsSwim spa under the starry night pool/hot tub/sauna
Apr 18 – 25
Home in Bartlett
4.86 out of 5 average rating, 125 reviewsAttitash Mountain Village Condo (Sleeps 5!)
Aug 17 – 24
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Sep 23 – 30
Home in Kittery
4.92 out of 5 average rating, 100 reviewsQuiet Home with heated inground pool, waterfront
Jun 5 – 12
Home in Barnstead
4.9 out of 5 average rating, 103 reviewsLakefront home /3BR 2BA/ Dock/ Game room/ Garage
Mar 22 – 29
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
Sep 29 – Oct 6
Home in Bartlett
4.94 out of 5 average rating, 139 reviewsFireplaced Mountain King Suite w/Hot Tubs & Pools
Jul 15 – 22
Home in Conway
4.92 out of 5 average rating, 200 reviewsThe Sugar Shack - A sweet spot in the Village
Weekly house rentals
Home in Edgecomb
4.95 out of 5 average rating, 405 reviewsSheepscot Harbour Cottage/waterview
Apr 19 – 26
Home in Biddeford
4.97 out of 5 average rating, 381 reviewsPrivate, spacious, colorful, fun & unique space
Oct 29 – Nov 5
Home in Westbrook
4.88 out of 5 average rating, 446 reviewsReno Barn w/ a lot of Charm! Breweries & Airport
Mar 19 – 26
Home in Naples
4.99 out of 5 average rating, 135 reviewsKayak to the Causeway-50s cottage with modern vibe
Oct 18 – 25
Home in Windham
4.88 out of 5 average rating, 104 reviewsHouse in the Oaks at Highland Lake
Jul 20 – 27
Home in Yarmouth
4.92 out of 5 average rating, 486 reviewsBeautiful Coastal Maine Getaway
Nov 12 – 19
Home in Portland
4.95 out of 5 average rating, 292 reviewsExplore Portland from a 18th-Century Victorian
Oct 31 – Nov 7
Home in Center Harbor
4.98 out of 5 average rating, 235 reviewsGuest House in the Woods
Dec 18 – 25
Private house rentals
Home in Bridgton
4.96 out of 5 average rating, 161 reviewsDreamy Mountain Home w/ Hot Tub Near Pleasant Mtn
Jun 17 – 24
Home in Auburn
4.99 out of 5 average rating, 123 reviewsCozy getaway near Bates & the best spots in Maine
Dec 14 – 21
Home in Standish
4.8 out of 5 average rating, 108 reviewsLoon's Nest on Watchic Lake
Dec 2 – 9
Home in Saco
5.0 out of 5 average rating, 124 reviewsOceanfront w/ Stunning views and Private Deck☀️🏖
Apr 6 – 13
Home in Windham
4.95 out of 5 average rating, 66 reviewsWaterfront Gem walkable to Restaurants!
Feb 21 – 28
Home in Windham
4.96 out of 5 average rating, 27 reviewsPrivate 3BR Ranch
Oct 3 – 10
Home in Windham
5.0 out of 5 average rating, 14 reviewsCozy Camp on the lake
Jan 23 – 30
Home in Gray
4.95 out of 5 average rating, 43 reviewscozy 3 bedroom ranch with deck and screen porch
Feb 9 – 16
Quick stats about house rentals in Windham
Total rentals
80 properties
Wifi availability
80 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
2.6K reviews
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