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Search results; Over 1,000 homes in Windham

Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 beds, 1 private bathroom
17–22 Oct
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4.96 out of 5 average rating, 202 reviews
Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
5 beds
11–16 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Windham
Maine Vacation Home on the Water
9 beds
12–17 Sept
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
5 beds
26 Sept – 1 Oct
4.93 out of 5 average rating, 55 reviews
Guest favourite
Home in Windham
Private Pool and Hot Tub! Mins to Sebago Lake.
5 beds
15–20 Oct
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 beds
12–17 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Windham
The Purple House by Pettingill Pond
4 beds
12–17 Oct
4.9 out of 5 average rating, 101 reviews
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
6 beds
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Windham
Cozy Camp on the lake
5 beds
22–27 Sept
4.98 out of 5 average rating, 60 reviews
Guest favourite
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
4 beds
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Windham
Lakeside Retreat | Lake Access | Grill & Fire Pit
9 beds
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Windham
Little Sebago Lake Cottage | Quiet & Close to Town
3 beds
5–10 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Raymond
Lake front home on Little Sebago
5 beds
7–12 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Windham
Windham Lake Retreat | Knotty Pine Cabin Fire pit
3 beds
5–10 Oct
4.94 out of 5 average rating, 67 reviews
Guest favourite
Cottage in Windham
Cozy Maine Lakefront Paradise
5 beds
21–26 Sept
4.95 out of 5 average rating, 20 reviews
Home in Windham
Quiet Garden Home near lakes & downtown Windham
2 beds
12–17 Oct
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Windham
Waterfront Home w/fenced yard 15 mins to Portland
7 beds
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Standish
Sebago Lake Retreat | Views, Fire Pit, Family Fun
4 beds
7–12 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
2 beds
18–23 Oct
4.97 out of 5 average rating, 68 reviews