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Search results; Over 1,000 homes

Top guest favourite
Home in Cumberland
Water views, privacy, decks, minutes to Portland
4 bedrooms, 4 beds, 3.5 private bathrooms
31 Jan – 5 Feb
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4.99 out of 5 average rating, 106 reviews
Top guest favourite
Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 18 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
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
4.98 out of 5 average rating, 88 reviews
Guest favourite
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 177 reviews
Superhost
Home in Windham
Lakeside Retreat | Lake Access | Grill & Fire Pit
4 bedrooms, 9 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 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, 15 reviews
Top guest favourite
Home in Oxford
Exclusive Waterfront Cabin | Sauna | Private Beach
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms, 4 beds, 2 bathrooms
30 Nov – 5 Dec
4.97 out of 5 average rating, 303 reviews
Top guest favourite
Home in Bridgton
Lake Front Cabin on Desirable Highland Lake
3 bedrooms, 8 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Home in Gray
La Casita: Little Sebago Lake with hot tub!
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Chalet in Standish
Blueberry Hill
5 bedrooms, 10 beds, 2.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 261 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, 183 reviews
Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds, 1.5 bathrooms
11–16 Dec
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Holiday home in Raymond
Cedar Lane Lodge - Luxury Lake House
4 bedrooms, 11 beds, 3.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 73 reviews
Guest favourite
Home in Windham
Private Pool and Hot Tub! Mins to Sebago Lake.
4 bedrooms, 5 beds, 2 bathrooms
15–20 Oct
4.97 out of 5 average rating, 33 reviews