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Search results; Over 1,000 homes in Windham

Top guest favourite
Home in Windham
Maine Vacation Home on the Water
4 bedrooms, 9 beds, 3 private bathrooms
12–17 Sept
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5.0 out of 5 average rating, 66 reviews
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
Top guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 221 reviews
Top guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 64 reviews
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, 14 reviews
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, 68 reviews
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 203 reviews
Top guest favourite
Flat in Gray
Two bedroom duplex across st from crystal lake
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 182 reviews
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, 15 reviews
Top guest favourite
Home in Gray
Beautiful lakefront home on Little Sebago Lake
4 bedrooms, 8 beds, 2 bathrooms
21–26 Sept
4.97 out of 5 average rating, 63 reviews
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, 22 reviews
Superhost
Home in Windham
Waterfront Home w/fenced yard 15 mins to Portland
5 bedrooms, 7 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Windham
Maple Brook
2 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 23 reviews
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
Top guest favourite
Home in Gray
The Lazy Hummingbird - Little Sebago Home w/ Sauna
3 bedrooms, 4 beds, 1.5 bathrooms
22–27 Oct
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Home in Falmouth
Family Lakehouse with Private Beach near Portland
3 bedrooms, 7 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
2 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.93 out of 5 average rating, 55 reviews
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
Top guest favourite
Cottage in Windham
Cozy cottage
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 57 reviews