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Top guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
Free cancellation
Aug 19 – 24
ﺩ.ﺇ2,906 for 5 nights
for 5 nights
4.99 out of 5 average rating, 257 reviews
Top guest favorite
Home in Windham
Modern Chic Home in Windham
3 beds
Jun 9 – 14
ﺩ.ﺇ4,714 for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Guest favorite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
Jul 15 – 20
ﺩ.ﺇ4,924 for 5 nights
for 5 nights
4.82 out of 5 average rating, 139 reviews
Top guest favorite
Apartment in Windham
The Roost - lovely one bedroom efficiency unit
Free cancellation
Jun 1 – 6
ﺩ.ﺇ2,368 for 5 nights
for 5 nights
4.99 out of 5 average rating, 136 reviews
Superhost
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
Free cancellation
Aug 28 – Sep 2
ﺩ.ﺇ13,586 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
Free cancellation
Sep 2 – 7
ﺩ.ﺇ2,583 for 5 nights
for 5 nights
4.92 out of 5 average rating, 183 reviews
Top guest favorite
Cottage in Falmouth
Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug
Free cancellation
Sep 15 – 20
ﺩ.ﺇ11,408 for 5 nights
for 5 nights
5.0 out of 5 average rating, 42 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
Cozy Camp on the lake
Free cancellation
Sep 3 – 8
ﺩ.ﺇ6,260 for 5 nights
for 5 nights
5.0 out of 5 average rating, 34 reviews
Top guest favorite
Home in Windham
Stunning, pets ok, private lake-house with dock.
5 beds
Jul 5 – 12
ﺩ.ﺇ17,650 for 7 nights
for 7 nights
5.0 out of 5 average rating, 18 reviews
Top guest favorite
Guesthouse in Falmouth
The Herons Nest at The Mill
Free cancellation
Jun 7 – 12
ﺩ.ﺇ3,633 for 5 nights
for 5 nights
4.98 out of 5 average rating, 47 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
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
1 bed
Jun 1 – 6
ﺩ.ﺇ3,660 for 5 nights
for 5 nights
4.93 out of 5 average rating, 29 reviews
Superhost
Hotel in Portland
Eateries, nightlife, galleries – walk to it all
1 double bed
Jun 1 – 6
ﺩ.ﺇ3,120 for 5 nights
for 5 nights
4.87 out of 5 average rating, 441 reviews
Superhost
Home in Windham
Lakefront | Dock + Fire Pit Near Sebago & Portland
5 beds
Jun 1 – 6
ﺩ.ﺇ8,182 for 5 nights
for 5 nights
New place to stay
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, 78 reviews
Home in Raymond
Lake front home on Little Sebago
5 beds
Jun 1 – 6
ﺩ.ﺇ6,750 for 5 nights
for 5 nights
New place to stay
Guest favorite
Home in Windham
Woodland with Fireplace Home
Free cancellation
Jun 1 – 6
ﺩ.ﺇ8,825 for 5 nights
for 5 nights
5.0 out of 5 average rating, 12 reviews