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Search results; Over 1,000 homes in Freeport

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Guest favourite
Home in Freeport
Charming Historic Freeport House
4 bedrooms, 5 beds, 2 shared bathrooms
20–25 Sept
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4.89 out of 5 average rating, 114 reviews
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Top guest favourite
Home in Freeport
Waterfront Cottage in Freeport
3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 93 reviews
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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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Home in Freeport
Waterfront Bay + Kayak & Sailboat
7 bedrooms, 10 beds, 5 bathrooms
28 Sept – 3 Oct
4.79 out of 5 average rating, 14 reviews
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Tiny home in Freeport
Cozy Rock Cabin #thewaylifeshouldbe
2 bedrooms, 2 beds, 1 bathroom
2–8 Nov
4.99 out of 5 average rating, 392 reviews
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Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
24–29 Oct
4.96 out of 5 average rating, 285 reviews
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Top guest favourite
Guest suite in Freeport
Waterfront Coastal Apartment | 5 Min to LLBean
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 285 reviews
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Home in Freeport
Waterfront 5 BR Home | On Casco Bay in Freeport!
5 bedrooms, 9 beds, 3 bathrooms
19–24 Sept
4.96 out of 5 average rating, 147 reviews
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Home in Freeport
Spectacular Oceanfront Home w/ Private Cove
6 bedrooms, 8 beds, 4.5 bathrooms
5–10 Oct
4.97 out of 5 average rating, 61 reviews
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Home in Freeport
Coastal cottage
2 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 38 reviews
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Home in Freeport
Book 3 Nights get 4th FREE Hot Tub & Sauna 2026
4 bedrooms, 7 beds, 5 bathrooms
18–23 Oct
4.89 out of 5 average rating, 19 reviews
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Top guest favourite
Flat in Brunswick
Cozy Post & Beam Farmhouse
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 16 reviews
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Superhost
Home in Freeport
The Lantern - Downtown Freeport
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 4 reviews
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Home in Freeport
Tripping Gnome Farm Guest House
4 bedrooms, 7 beds, 2.5 bathrooms
4–9 Nov
5.0 out of 5 average rating, 11 reviews
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Guest house in Freeport
Cozy Maine Barn Hideaway- 2nd Floor Guesthouse
2 bedrooms, 2 beds, 1 bathroom
9–14 Nov
5.0 out of 5 average rating, 249 reviews
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Home in Freeport
Spacious Costal Home in Freeport, ME
4 bedrooms, 5 beds, 2 bathrooms
24–29 Oct
4.96 out of 5 average rating, 210 reviews
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Guest house in Harpswell
The Bird House
2 bedrooms, 2 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Freeport
Freeport Retreat
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.88 out of 5 average rating, 33 reviews
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Guest suite in Freeport
Solar Suite surrounded by Nature
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.98 out of 5 average rating, 209 reviews