filters

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
,
4.96 out of 5 average rating, 200 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, 13 reviews
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 66 reviews
Top guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 300 reviews
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom, 2 beds, 1 bathroom
24–29 Sept
4.96 out of 5 average rating, 237 reviews
Guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
2 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.92 out of 5 average rating, 52 reviews
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, 65 reviews
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
4.97 out of 5 average rating, 62 reviews
Top guest favourite
Cottage in Windham
The Purple House by Pettingill Pond
3 bedrooms, 4 beds, 1 bathroom
25–30 Sept
4.9 out of 5 average rating, 100 reviews
Superhost
Home in Windham
Lakeside Retreat | Lake Access | Grill & Fire Pit
4 bedrooms, 9 beds, 2.5 bathrooms
1–6 Sept
New place to stay
Room in Frye Island
Waterfront Island Yoga #3
1 bed, 1 bathroom
11–16 Sept
New place to stay
Top guest favourite
Flat in Windham
The Nest
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 188 reviews
Superhost
Treehouse in Casco
Nestled Treehouse | 65 Acres, Pond + Kayak
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
New place to stay
Guest favourite
Room in Standish
The Blue Dragonfly
1 queen bed, 1 bathroom
8–13 Sept
4.93 out of 5 average rating, 43 reviews
Top guest favourite
Home in Cumberland
Forest Lake Cottage
2 bedrooms, 2 beds, 2 bathrooms
6–11 Oct
4.96 out of 5 average rating, 72 reviews
Guest favourite
Home in Windham
Peaceful River House - 20 minutes from Portland!
3 bedrooms, 4 beds, 3 bathrooms
15–20 Oct
4.88 out of 5 average rating, 43 reviews