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Home in Windham
Magical Lakefront Getaway- 20 Min from Portland
4 beds
Jul 14 – 19
R46,771 ZAR for 5 nights
New place to stay
Top guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
Free cancellation
Sep 15 – 20
R14,334 ZAR for 5 nights
4.99 out of 5 average rating, 260 reviews
Guest favorite
Cottage in Windham
Cozy Cottage on Highland Lake
Free cancellation
Sep 29 – Oct 4
R21,236 ZAR for 5 nights
4.93 out of 5 average rating, 106 reviews
Top guest favorite
Home in Windham
Stunning, pets ok, private lake-house with dock.
5 beds
Jul 19 – 26
R87,065 ZAR for 7 nights
5.0 out of 5 average rating, 18 reviews
Superhost
Home in Windham
Vista Lake House- Beachfront on Highland Lake
4 beds
Sep 12 – 17
R29,443 ZAR for 5 nights
New place to stay
Top guest favorite
Home in Windham
Woodland with Fireplace Home
Free cancellation
Jul 13 – 18
R43,533 ZAR for 5 nights
5.0 out of 5 average rating, 16 reviews
Top guest favorite
Home in Windham
Cozy Camp on the lake
Free cancellation
Sep 29 – Oct 4
R28,392 ZAR for 5 nights
5.0 out of 5 average rating, 39 reviews
Top guest favorite
Cottage in Falmouth
Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug
Free cancellation
Sep 20 – 25
R56,274 ZAR for 5 nights
5.0 out of 5 average rating, 46 reviews
Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
Free cancellation
Sep 2 – 7
R12,742 ZAR for 5 nights
4.92 out of 5 average rating, 188 reviews
Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
Free cancellation
Jul 6 – 11
R18,050 ZAR for 5 nights
4.94 out of 5 average rating, 32 reviews
Top guest favorite
Home in Windham
Maine Vacation Home on the Water
Free cancellation
Aug 20 – 25
R91,525 ZAR for 5 nights
5.0 out of 5 average rating, 31 reviews
Guest favorite
Room in Portland
Stay with AnnaHosting for 4 years,
Grey room with private bathroom.
Aug 3 – 8
R11,149 ZAR for 5 nights
4.95 out of 5 average rating, 22 reviews
Guest favorite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
Aug 11 – 16
R27,309 ZAR for 5 nights
4.82 out of 5 average rating, 143 reviews
Guest favorite
Apartment in Windham
The Nest
Free cancellation
Jul 6 – 11
R34,508 ZAR for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
Free cancellation
Aug 28 – Sep 2
R61,583 ZAR for 5 nights
5.0 out of 5 average rating, 6 reviews
Cabin in Windham
Cozy Lakefront Cabin Portland - Windham area
Free cancellation
Jul 7 – 12
R56,911 ZAR for 5 nights
4.95 out of 5 average rating, 41 reviews
Home in Raymond
Lake front home on Little Sebago
Free cancellation
Aug 30 – Sep 4
R64,450 ZAR for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Apartment in Windham
The Roost - lovely one bedroom efficiency unit
Free cancellation
Sep 2 – 7
R11,680 ZAR for 5 nights
4.99 out of 5 average rating, 140 reviews