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, 230 reviewsSwim spa under the starry night pool/hot tub/sauna
Jan 9 – 16
Home in Bartlett
4.86 out of 5 average rating, 125 reviewsAttitash Mountain Village Condo (Sleeps 5!)
Oct 25 – Nov 1
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Sep 16 – 23
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
Feb 28 – Mar 7
Home in Bartlett
4.94 out of 5 average rating, 140 reviewsFireplaced Mountain King Suite w/Hot Tubs & Pools
Jul 19 – 26
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
Nov 27 – Dec 4
Home in Conway
4.92 out of 5 average rating, 200 reviewsThe Sugar Shack - A sweet spot in the Village
Jun 3 – 8
Weekly house rentals
Home in Westbrook
4.88 out of 5 average rating, 446 reviewsReno Barn w/ a lot of Charm! Breweries & Airport
Nov 26 – Dec 3
Home in Standish
4.97 out of 5 average rating, 99 reviewsLake House with a View!
Oct 22 – 29
Home in Edgecomb
4.95 out of 5 average rating, 406 reviewsSheepscot Harbour Cottage/waterview
Nov 28 – Dec 5
Home in Portland
4.95 out of 5 average rating, 292 reviewsExplore Portland from a 18th-Century Victorian
Nov 4 – 11
Home in Freeport
4.85 out of 5 average rating, 249 reviewsHome On Pond in Woods - Guest Suite
Oct 21 – 28
Home in Brunswick
4.93 out of 5 average rating, 212 reviewsA cozy, cute and comfortable house.
Oct 1 – 8
Home in Naples
4.99 out of 5 average rating, 136 reviewsKayak to the Causeway-50s cottage with modern vibe
Sep 30 – Oct 7
Home in Bridgton
4.96 out of 5 average rating, 163 reviewsDreamy Mountain Home w/ Hot Tub Near Pleasant Mtn
Feb 6 – 13
Private house rentals
Home in Standish
4.8 out of 5 average rating, 108 reviewsLoon's Nest on Watchic Lake
Jan 7 – 14
Home in Freeport
4.96 out of 5 average rating, 102 reviewsSpacious costal home in Freeport, ME
May 30 – Jun 6
Home in Saco
5.0 out of 5 average rating, 124 reviewsOceanfront w/ Stunning views and Private Deck☀️🏖
Sep 17 – 24
Home in Windham
4.96 out of 5 average rating, 67 reviewsWaterfront Gem walkable to Restaurants!
Mar 25 – Apr 1
Home in Windham
4.96 out of 5 average rating, 27 reviewsPrivate 3BR Ranch
Mar 26 – Apr 2
Home in Raymond
5.0 out of 5 average rating, 29 reviewsCheerful 3 Bedroom Home for your Maine Getaway
Jul 28 – Aug 4
Home in Windham
5.0 out of 5 average rating, 14 reviewsCozy Camp on the lake
Jan 27 – Feb 3
Home in Gray
4.95 out of 5 average rating, 43 reviewscozy 3 bedroom ranch with deck and screen porch
Apr 14 – 21
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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