Search results; Over 1,000 homes in Windham

Superhost
Cottage in Windham
Sebago Lake, the way life should be: lake cottage
2 bedrooms, 6 beds, 1 shared bathroom
20–25 Sept
,
4.75 out of 5 average rating, 69 reviews
Top guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom, 1 queen bed, 1 bathroom
11–16 Sept
4.99 out of 5 average rating, 289 reviews
Home in Windham
Lakeside escape in a family-friendly neighborhood.
2 bedrooms, 3 beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Windham
Maple Brook
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 queen beds, 1 bathroom
26 Sept – 1 Oct
4.95 out of 5 average rating, 192 reviews
Guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 44 reviews
Top guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
2 bedrooms, 2 king beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 28 reviews
Home in Raymond
Cozy 4BR Lakeside House, Fireplace, Garage
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Jul
Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Cottage in Windham
The Purple House by Pettingill Pond
3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
4.9 out of 5 average rating, 96 reviews
Top guest favourite
Home in Gray
Remodeled Lakefront on Little Sebago w dock+kayaks
4 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Gorham
Pond View Cottage
2 bedrooms, 2 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Windham
Christmas Tree Farm apartment
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Standish
Sebago Lake Cottage | Rare Private Beach & Views
3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
4.98 out of 5 average rating, 81 reviews
Guest favourite
Home in Windham
Peaceful Garden Retreat
1 bedroom, 2 beds, 1 bathroom
17–22 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Windham
Stunning, pets ok, private lake-house with dock.
3 bedrooms, 5 beds, 1 bathroom
15–22 Aug
5.0 out of 5 average rating, 24 reviews
Guest favourite
Guest house in Raymond
Raymond Sebago Cabin | Private EV+ Fire Pit
2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Aug
4.91 out of 5 average rating, 144 reviews
Top guest favourite
Guest house in Gorham
Cozy 2BR retreat min toUSM&Sebago
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 52 reviews