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Guest favorite
Apartment in Windham
The Roost - lovely one bedroom efficiency unit
2 guests1 bedroom1 bed1 bath
Jun 1 – 6
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Jun 1 – 6
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ﺩ.ﺇ2,368 for 5 nights
for 5 nights

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Top guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
Free cancellation
Jul 26 – 31
ﺩ.ﺇ2,906 for 5 nights
for 5 nights
4.99 out of 5 average rating, 256 reviews
Guest favorite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
May 19 – 24
ﺩ.ﺇ2,945 for 5 nights
for 5 nights
4.82 out of 5 average rating, 139 reviews
Top guest favorite
Home in Windham
Modern Chic Home in Windham
3 beds
May 18 – 23
ﺩ.ﺇ4,714 for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Top guest favorite
Apartment in Westbrook
King bed apartment near Portland with free parking
Free cancellation
May 31 – Jun 5
ﺩ.ﺇ2,173 for 5 nights
for 5 nights
4.95 out of 5 average rating, 64 reviews
Guest favorite
Tiny home in Windham
The Chickadee House on Pettingill Pond
Free cancellation
Aug 28 – Sep 2
ﺩ.ﺇ3,889 for 5 nights
for 5 nights
4.96 out of 5 average rating, 203 reviews
Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds
May 27 – Jun 1
ﺩ.ﺇ2,583 for 5 nights
for 5 nights
4.92 out of 5 average rating, 182 reviews
Guest favorite
Guest suite in Gorham
Farmhouse stay, near lakes and St. Joe's College
2 beds
May 13 – 18
ﺩ.ﺇ3,767 for 5 nights
for 5 nights
4.97 out of 5 average rating, 128 reviews
Guest favorite
Home in Windham
The Lake House
4 beds
May 13 – 18
ﺩ.ﺇ3,874 for 5 nights
for 5 nights
4.9 out of 5 average rating, 42 reviews
Top guest favorite
Home in Windham
Maine Vacation Home on the Water
9 beds
May 18 – 23
ﺩ.ﺇ11,021 for 5 nights
for 5 nights
5.0 out of 5 average rating, 28 reviews
Guest favorite
Room in Gorham
Stay with WandaRetired manager,
Cozy bedroom in Gorham
May 13 – 18
ﺩ.ﺇ1,377 for 5 nights
for 5 nights
4.88 out of 5 average rating, 240 reviews
Superhost
Home in Windham
Sunny Chalet on Little Sebago with hot tub
4 beds
May 13 – 18
ﺩ.ﺇ5,575 for 5 nights
for 5 nights
4.67 out of 5 average rating, 6 reviews
Superhost
Cabin in Raymond
Rustic, cozy cabin on Sebago Lake. A hidden gem.
Free cancellation
Jun 1 – 6
ﺩ.ﺇ3,660 for 5 nights
for 5 nights
4.93 out of 5 average rating, 154 reviews
Guest favorite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
Free cancellation
Aug 3 – 8
ﺩ.ﺇ2,793 for 5 nights
for 5 nights
4.89 out of 5 average rating, 608 reviews
Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
Free cancellation
May 26 – 31
ﺩ.ﺇ3,668 for 5 nights
for 5 nights
4.93 out of 5 average rating, 28 reviews
Guest favorite
Cottage in Windham
Cozy Cottage on Highland Lake
Free cancellation
Sep 7 – 12
ﺩ.ﺇ4,305 for 5 nights
for 5 nights
4.93 out of 5 average rating, 106 reviews
Top guest favorite
Home in Windham
Waterfront Gem walkable to Restaurants!
Free cancellation
Sep 21 – 26
ﺩ.ﺇ4,731 for 5 nights
for 5 nights
4.94 out of 5 average rating, 131 reviews
Top guest favorite
Cottage in Windham
Romantic waterfront cottage for two in Maine
Free cancellation
Sep 2 – 7
ﺩ.ﺇ5,963 for 5 nights
for 5 nights
5.0 out of 5 average rating, 77 reviews
Superhost
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
Free cancellation
Jul 29 – Aug 3
ﺩ.ﺇ13,134 for 5 nights
for 5 nights
New place to stay