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Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
25–30 Oct
4.92 out of 5 average rating, 305 reviews
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Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
15–20 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 24 reviews
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Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.95 out of 5 average rating, 377 reviews
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Guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
18–23 Dec
4.98 out of 5 average rating, 90 reviews
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Guest favourite
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
21–27 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Chalet in Standish
Blueberry Hill
5 bedrooms, 10 beds, 2.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 263 reviews
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Top guest favourite
Cottage in Windham
Cozy Maine Lakefront Paradise
3 bedrooms, 5 beds, 1 bathroom
24–29 Sept
4.96 out of 5 average rating, 24 reviews
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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
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Top guest favourite
Home in Old Orchard Beach
Unique and Stunning Beachfront property Greygoose
4 bedrooms, 9 beds, 3 bathrooms
8–13 Nov
4.92 out of 5 average rating, 189 reviews
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Superhost
Home in Windham
Lakeside Retreat | Lake Access | Grill & Fire Pit
4 bedrooms, 9 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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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
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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
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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, 178 reviews
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Home in Yarmouth
Luxe 5 Bed/ 3 Bath with Game Room, AC
5 bedrooms, 5 beds, 3 bathrooms
11–16 Oct
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 32 reviews
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Top guest favourite
Holiday home in Raymond
Cedar Lane Lodge - Luxury Lake House
4 bedrooms, 11 beds, 3.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 73 reviews