filters

Search results; Over 1,000 homes in Windham

Photo 1 of 6
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 beds, 1 private bathroom
17–22 Oct
,
4.96 out of 5 average rating, 202 reviews
Photo 1 of 6
Home in Windham
Quiet Garden Home near lakes & downtown Windham
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Photo 1 of 6
Top guest favourite
Home in Windham
Maine Vacation Home on the Water
4 bedrooms, 9 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 66 reviews
Photo 1 of 6
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Photo 1 of 6
Top guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 13 reviews
Photo 1 of 6
Top guest favourite
Flat in Windham
The Roost - lovely one bedroom efficiency unit
1 bedroom, 1 bed, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 206 reviews
Photo 1 of 6
Superhost
Home in Windham
Waterfront Home w/fenced yard 15 mins to Portland
5 bedrooms, 7 beds, 3 bathrooms
3–8 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 6
Top guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
22–27 Sept
4.97 out of 5 average rating, 63 reviews
Photo 1 of 6
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 67 reviews
Photo 1 of 6
Room in Frye Island
Waterfront Island Yoga Shala ~ Room #1
1 double bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 6
Top guest favourite
Home in Raymond
Lake front home on Little Sebago
4 bedrooms, 5 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 14 reviews
Photo 1 of 6
Top guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds, 1 bathroom
3–8 Nov
4.93 out of 5 average rating, 219 reviews
Photo 1 of 6
Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 21 reviews
Photo 1 of 6
Top guest favourite
Home in Windham
Sebago Lake Beach Paradise
3 bedrooms, 8 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 28 reviews
Photo 1 of 6
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
3–8 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 6
Top guest favourite
Home in Cumberland
Forest Lake Cottage
2 bedrooms, 2 beds, 2 bathrooms
25–30 Oct
4.96 out of 5 average rating, 74 reviews
Photo 1 of 6
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom, 2 beds, 1 bathroom
14–19 Oct
4.96 out of 5 average rating, 238 reviews
Photo 1 of 6
Top guest favourite
Cabin in Windham
Own 50' Lake Front cozy Camp
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 13 reviews
Photo 1 of 6
Top guest favourite
Home in Standish
Sebago Lake Retreat | Views, Fire Pit, Family Fun
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 17 reviews