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Search results; Over 1,000 homes in Freeport

Top guest favourite
Home in Freeport
The Outlet Studio, Rustic Comfort w Fireplace
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.97 out of 5 average rating, 146 reviews
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, 89 reviews
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
Top guest favourite
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, 209 reviews
Top guest favourite
Home in Freeport
Coastal cottage
2 bedrooms, 4 beds, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Home in Freeport
Waterfront 5 BR Home | On Casco Bay in Freeport!
5 bedrooms, 9 beds, 3 bathrooms
16–21 Sept
4.96 out of 5 average rating, 147 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
24–29 Oct
4.96 out of 5 average rating, 284 reviews
Superhost
Home in Freeport
The Lantern - Downtown Freeport
3 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Freeport
9 Mechanic. 3-Bed 2.5 bath in downtown Freeport
3 bedrooms, 6 beds, 2.5 bathrooms
15–20 Sept
4.98 out of 5 average rating, 60 reviews
Guest favourite
Home in Freeport
Waterfront Bay + Kayak & Sailboat
7 bedrooms, 10 beds, 5 bathrooms
15–20 Sept
4.79 out of 5 average rating, 14 reviews
Top guest favourite
Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 18 reviews
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
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
Top guest favourite
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, 248 reviews
Top guest favourite
Flat in Brunswick
Cozy Post & Beam Farmhouse
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
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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Flat in Freeport
Lovely country apt. near L L Bean & hiking trails
2 queen beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 104 reviews
Top guest favourite
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
Top guest favourite
Flat in Freeport
The Nest, Freeport, ME
1 bedroom, 3 beds, 1 bathroom
13–18 Oct
4.99 out of 5 average rating, 89 reviews