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Search results; Over 1,000 homes in Portland

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Top guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
2 bedrooms, 2 beds, 1 bathroom
30 Oct – 4 Nov
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4.97 out of 5 average rating, 595 reviews
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Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
4.93 out of 5 average rating, 328 reviews
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Guest favourite
Guest house in Falmouth
Garden Guesthouse in Falmouth, 5 mins to Portland
1 bedroom, 2 king beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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Hotel room in Portland
Peaceful Room in Portland Near Old Port District
1 bedroom, 2 queen beds, 1 bathroom
16–21 Oct
5.0 out of 5 average rating, 4 reviews
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Superhost
Rooms in Portland
Two Historic Downtown King Rooms w/Private Bath
2 bedrooms, 2 king beds, 1 bathroom
25–30 Oct
New place to stay
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Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 86 reviews
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Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.97 out of 5 average rating, 77 reviews
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Guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 67 reviews
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Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 524 reviews
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Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
18–23 Oct
4.92 out of 5 average rating, 230 reviews
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Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
3 bedrooms, 3 queen beds, 2 bathrooms
8–13 Nov
4.89 out of 5 average rating, 647 reviews
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Guest favourite
Room in Falmouth
Cozy bedroom and bath in a Falmouth house
1 queen bed, 1 bathroom
12–17 Oct
4.95 out of 5 average rating, 112 reviews
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Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 210 reviews
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Guest favourite
Flat in Cape Elizabeth
Portland + Cape Elizabeth + Beaches + luxurious!
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
4.92 out of 5 average rating, 699 reviews
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Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 77 reviews
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Top guest favourite
Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds, 1 bathroom
18–23 Oct
4.93 out of 5 average rating, 654 reviews
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Top guest favourite
Cottage in Harpswell
Updated Historic Cottage, Private Waterfront, 5BR
5 bedrooms, 7 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Flat in Portland
Charming and Bright 2-Bedroom Portland Apartment
2 bedrooms, 2 beds, 1 bathroom
1–6 Mar
4.92 out of 5 average rating, 64 reviews