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Top guest favourite
Home in Cumberland
Rustic charm close to Portland
2 bedrooms, 3 beds, 2 shared bathrooms
1–6 Nov
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4.96 out of 5 average rating, 339 reviews
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Home in Windham
Maine Vacation Home on the Water
4 bedrooms, 9 beds
22–27 Sept
5.0 out of 5 average rating, 67 reviews
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Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds
15–20 Oct
5.0 out of 5 average rating, 7 reviews
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Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds
25–30 Oct
4.96 out of 5 average rating, 235 reviews
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Home in Gray
Coveside on Little Sebago
3 bedrooms, 3 beds
15–20 May
5.0 out of 5 average rating, 26 reviews
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Flat in Brunswick
Hidden Lane 2BR | Charming Apartment Near Bowdoin
2 bedrooms, 2 beds
27 Sept – 2 Oct
New place to stay
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Top guest favourite
Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds
16–21 Oct
5.0 out of 5 average rating, 18 reviews
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Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
2 bedrooms, 2 queen beds
22–27 Nov
4.91 out of 5 average rating, 604 reviews
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Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds
1–6 Nov
5.0 out of 5 average rating, 24 reviews
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Cottage in Windham
Cozy Maine Lakefront Paradise
3 bedrooms, 5 beds
23–28 Sept
4.96 out of 5 average rating, 24 reviews
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Home in Gray
cozy 3 bedroom ranch with deck and screen porch
3 bedrooms, 4 beds
5–10 Oct
4.98 out of 5 average rating, 90 reviews
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Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Old Orchard Beach
Unique and Stunning Beachfront property Greygoose
4 bedrooms, 9 beds
8–13 Nov
4.92 out of 5 average rating, 189 reviews
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Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds
17–22 Oct
4.97 out of 5 average rating, 146 reviews
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Home in Oxford
Exclusive Waterfront Cabin | Sauna | Private Beach
3 bedrooms, 7 beds
20–25 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Bridgton
Lake Front Cabin on Desirable Highland Lake
3 bedrooms, 8 beds
20–25 Sept
4.98 out of 5 average rating, 63 reviews
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Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
2 bedrooms, 2 king beds
24–29 Oct
4.97 out of 5 average rating, 32 reviews
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Guest favourite
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds
21–27 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Long Island
Ocean Side Cottage, Steps from the Beach
3 bedrooms, 5 beds
1–6 May
5.0 out of 5 average rating, 13 reviews