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Search results; Over 1,000 homes

Top guest favourite
Home in Cumberland
Rustic charm close to Portland
2 bedrooms, 3 beds, 2 shared bathrooms
1–6 Nov
,
4.96 out of 5 average rating, 338 reviews
Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 18 reviews
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
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 234 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
Top guest favourite
Cabin in Windham
Updated Cabin Little Sebago Lake
4 bedrooms, 5 beds, 1.5 bathrooms
8–13 Jul
5.0 out of 5 average rating, 30 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
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, 302 reviews
Top guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
2 bedrooms, 2 king beds, 2 bathrooms
24–29 Oct
4.97 out of 5 average rating, 32 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 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
Cabin in Raymond
Luxurious Sebago Lake Cabin
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
4.91 out of 5 average rating, 35 reviews
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 144 reviews
Top guest favourite
Home in Long Island
Ocean Side Cottage, Steps from the Beach
3 bedrooms, 5 beds, 1 bathroom
1–6 May
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
12–17 Oct
4.96 out of 5 average rating, 176 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
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