Search results; Over 1,000 places in Windham

Explore more homes

Top guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
Free cancellation
Sep 15 – 20
R14,270 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
R21,140 ZAR for 5 nights
4.93 out of 5 average rating, 106 reviews
Home in Windham
Magical Lakefront Getaway- 20 Min from Portland
4 beds
Jul 21 – 26
R43,288 ZAR for 5 nights
New place to stay
Top guest favorite
Cottage in Falmouth
Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug
Free cancellation
Sep 20 – 25
R56,020 ZAR for 5 nights
5.0 out of 5 average rating, 47 reviews
Top guest favorite
Home in Windham
Stunning, pets ok, private lake-house with dock.
5 beds
Jul 19 – 26
R86,672 ZAR for 7 nights
5.0 out of 5 average rating, 18 reviews
Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
1 bed
Jul 6 – 11
R18,054 ZAR for 5 nights
4.94 out of 5 average rating, 33 reviews
Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
Free cancellation
Sep 2 – 7
R12,684 ZAR for 5 nights
4.92 out of 5 average rating, 188 reviews
Top guest favorite
Home in Windham
Woodland with Fireplace Home
Free cancellation
Jul 13 – 18
R43,336 ZAR for 5 nights
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Windham
Vista Lake House- Beachfront on Highland Lake
4 beds
Sep 12 – 17
R29,310 ZAR for 5 nights
New place to stay
Top guest favorite
Home in Windham
Waterfront Gem walkable to Restaurants!
Free cancellation
Oct 20 – 25
R20,569 ZAR for 5 nights
4.94 out of 5 average rating, 145 reviews
Guest favorite
Guest suite in Gorham
Farmhouse stay, near lakes and St. Joe's College
Free cancellation
Aug 24 – 29
R19,935 ZAR for 5 nights
4.97 out of 5 average rating, 132 reviews
Top guest favorite
Home in Windham
Maine Vacation Home on the Water
Free cancellation
Aug 20 – 25
R91,111 ZAR for 5 nights
5.0 out of 5 average rating, 31 reviews
Top guest favorite
Guesthouse in Falmouth
The Herons Nest at The Mill
Free cancellation
Jul 19 – 24
R20,189 ZAR for 5 nights
4.96 out of 5 average rating, 50 reviews
Guest favorite
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
Free cancellation
Aug 28 – Sep 2
R62,573 ZAR for 5 nights
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Room in Falmouth
Stay with Jack & LaurieRetired & loving it!,
Private suite in lovely 1793 farmhouse on 10 acres
Aug 15 – 20
R14,270 ZAR for 5 nights
4.98 out of 5 average rating, 177 reviews
Guest favorite
Shared room in Gorham
Cozy bedroom in Gorham
Free cancellation
Jul 7 – 12
R6,765 ZAR for 5 nights
4.88 out of 5 average rating, 246 reviews
Top guest favorite
Home in Raymond
Lake front home on Little Sebago
Free cancellation
Aug 30 – Sep 4
R64,159 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Room in Falmouth
Stay with MarkHosting for 10 years,
Cozy bedroom and private bath in a Falmouth house
Jul 29 – Aug 3
R12,473 ZAR for 5 nights
4.93 out of 5 average rating, 73 reviews