Search results; Over 1,000 places in Windham

Explore more homes

Guest favorite
Cottage in Windham
Cozy Cottage on Highland Lake
Free cancellation
Sep 16 – 21
R21,412 ZAR 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 29 – Oct 4
R28,371 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 39 reviews
Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
Free cancellation
Sep 2 – 7
R12,847 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 186 reviews
Guest favorite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
Aug 11 – 16
R26,786 ZAR for 5 nights
for 5 nights
4.82 out of 5 average rating, 142 reviews
Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
Free cancellation
Aug 24 – 29
R19,292 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 31 reviews
Top guest favorite
Home in Windham
Modern Chic Home in Windham
Free cancellation
Sep 1 – 6
R30,640 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 46 reviews
Guest favorite
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
Free cancellation
Aug 28 – Sep 2
R61,666 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Windham
Lakehouse on Highland Lake
Free cancellation
Sep 14 – 19
R47,106 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 45 reviews
Top guest favorite
Apartment in Windham
The Roost - lovely one bedroom efficiency unit
Free cancellation
Sep 2 – 7
R11,777 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 138 reviews
Top guest favorite
Cottage in Falmouth
Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug
Free cancellation
Sep 20 – 25
R56,741 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Top guest favorite
Home in Windham
Stunning, pets ok, private lake-house with dock.
5 beds
Jul 19 – 26
R87,788 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 18 reviews
Apartment in Windham
Maple Brook
Free cancellation
Aug 11 – 16
R22,483 ZAR for 5 nights
for 5 nights
Guest favorite
Shared room in Gorham
Cozy bedroom in Gorham
Free cancellation
Jul 6 – 11
R6,852 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 246 reviews
Home in Gray
Coveside on Little Sebago
Free cancellation
Aug 22 – 29
R74,706 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Place to stay in Falmouth
The River Loft at The Mill
Free cancellation
Jul 13 – 18
R17,665 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 26 reviews
Guest favorite
Apartment in Windham
The Nest
Free cancellation
Jul 6 – 11
R34,794 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Yurt in Windham
Sebago Sunrise Yurt - Trail Access!
Free cancellation
Aug 29 – Sep 3
R9,657 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 97 reviews
Top guest favorite
Home in Windham
Woodland with Fireplace Home
Free cancellation
Jul 13 – 18
R43,894 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 16 reviews