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Search results; Over 1,000 homes in New Gloucester

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Guest house in New Gloucester
On the water Boathouse!
1 bedroom, 2 beds, 1 private bathroom
18–23 Oct
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4.9 out of 5 average rating, 179 reviews
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Flat in New Gloucester
Cozy Winter Suite & Hot Tub
1 bedroom, 3 beds, 1 bathroom
4–9 Oct
4.9 out of 5 average rating, 70 reviews
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Flat in New Gloucester
Fresh Spring Suite & Hot Tub
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.9 out of 5 average rating, 72 reviews
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Flat in New Gloucester
Golden Summer Suite & Hot Tub
1 bedroom, 3 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 51 reviews
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Home in New Gloucester
The Old Bell Tavern - Luxurious Historical Home
3 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
4.98 out of 5 average rating, 40 reviews
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Cabin in New Gloucester
Sabbathday Pond Cozy cabin
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 62 reviews
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Cottage in Raymond
Waterfront House - Sleeps 12. 30 mins to Portland
4 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 21 reviews
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Home in Raymond
Cozy Modern Lakefront — Foliage, Skiing, Skating
2 bedrooms, 2 beds, 1.5 bathrooms
21–28 Jun
New place to stay
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Home in Gray
cozy 3 bedroom ranch with deck and screen porch
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.98 out of 5 average rating, 91 reviews
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Home in Raymond
Easy Living on Little Sebago
4 bedrooms, 8 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 25 reviews
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Home in Gray
La Casita: Little Sebago Lake with hot tub!
3 bedrooms, 4 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 34 reviews
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Home in Raymond
Lake front home on Little Sebago
4 bedrooms, 5 beds, 1.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 16 reviews
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Home in Gray
Beautiful lakefront home on Little Sebago Lake
4 bedrooms, 8 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 64 reviews
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Room in Naples
FernHill Farm Bed & Breakfast- Mt Washington Room
2 beds, 1 bathroom
12–17 Oct
4.9 out of 5 average rating, 62 reviews
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Flat in Cumberland
Brand new 1 Bedroom. Close to Portland
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 6 reviews
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Home in Poland
Sunset Cove I
4 bedrooms, 7 beds, 3 bathrooms
4–9 Oct
4.92 out of 5 average rating, 113 reviews
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Home in Gray
Waterfront Gray Home w/ Furnished Deck & Fire Pit!
1 bedroom, 5 beds, 1 bathroom
3–10 Oct
4.8 out of 5 average rating, 5 reviews
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Cottage in Raymond
Lovely Lakefront Cottage - Book Your Fall GetAway!
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 98 reviews
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Guest suite in Freeport
Waterfront Coastal Apartment | 5 Min to LLBean
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.97 out of 5 average rating, 287 reviews