House holiday 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.
Holiday 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 Fryeburg
4.96 out of 5 average rating, 24 reviewsThe Lodge at Hidden Pines
Home in Bartlett
4.81 out of 5 average rating, 117 reviewsWalk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC
Home in Windham
4.73 out of 5 average rating, 11 reviewsGorgeous Maine House Close to Sebago Lake
Home in Portland
4.82 out of 5 average rating, 109 reviewsThere's No Place Like Home
Home in Bartlett
4.92 out of 5 average rating, 171 reviewsFireplaced Mountain King Suite w/Hot Tubs & Pools
Home in Barnstead
4.89 out of 5 average rating, 115 reviewsLakefront home /3BR 2BA/ Dock/ Game room/ Garage
Home in Conway
4.91 out of 5 average rating, 207 reviewsThe Sugar Shack - A sweet spot in the Village
Home in Old Orchard Beach
5 out of 5 average rating, 77 reviewsOOB Oasis - 5BR private Retreat w/ Pool
Weekly house rentals
Home in Standish
4.97 out of 5 average rating, 65 reviewsSebago Lake, ME *Lakeside*Hot Tub* just renovated
Home in Gorham
4.96 out of 5 average rating, 57 reviewsBeautifully, Gambrel style home
Home in Windham
5 out of 5 average rating, 20 reviewsMaine Vacation Home on the Water
Home in Gray
4.97 out of 5 average rating, 62 reviewscozy 3 bedroom ranch with deck and screen porch
Home in Cumberland
4.94 out of 5 average rating, 32 reviewsForest Lake Cottage
Home in Windham
4.89 out of 5 average rating, 37 reviewsThe Lake House
Home in Raymond
5 out of 5 average rating, 13 reviewsCozy Cottage on Big Sebago Lake
Home in Windham
4.92 out of 5 average rating, 25 reviewsLakehouse on Highland Lake
Private house rentals
Home in Falmouth
4.95 out of 5 average rating, 76 reviewsBeautiful lake-side home close to Portland Maine
Home in Gray
4.93 out of 5 average rating, 56 reviewsYear Round Lake House!
Home in Windham
4.9 out of 5 average rating, 41 reviewsEnjoy Sunsets at Welcoming Lake Front Property
Home in Westbrook
4.9 out of 5 average rating, 69 reviewsQuaint farmhouse master suite w/private bath
Home in Naples
4.99 out of 5 average rating, 89 reviewsLUX Designer Private Waterfront
Home in Windham
4.8 out of 5 average rating, 5 reviewsLakeside Modern Retreat
Home in New Gloucester
5 out of 5 average rating, 17 reviewsThe Old Bell Tavern - Luxury in the Country
Home in Falmouth
5 out of 5 average rating, 27 reviewsModern Maine Lake House near Portland
Quick stats about house rentals in Windham
Total rentals
80 properties
Nightly prices starting at
$100 NZD before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Portland Holiday rentals
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