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Search results; Over 1,000 homes in Portland

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Top guest favourite
Holiday home in Portland
Bright and Spacious West End Charmer
3 bedrooms, 4 beds, 2 private bathrooms
27 Oct – 1 Nov
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4.91 out of 5 average rating, 140 reviews
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Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 238 reviews
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Home in Portland
East End Unit
1 bedroom, 2 beds, 1 bathroom
7–12 Nov
4.94 out of 5 average rating, 186 reviews
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Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.88 out of 5 average rating, 372 reviews
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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, 74 reviews
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Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.97 out of 5 average rating, 221 reviews
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Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
7–12 Nov
4.98 out of 5 average rating, 130 reviews
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Flat in Portland
The Aerie
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.77 out of 5 average rating, 279 reviews
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Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds, 1 bathroom
15–20 Nov
4.93 out of 5 average rating, 705 reviews
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Flat in Portland
Charming West End Victorian
1 bedroom, 3 beds, 1 bathroom
31 Oct – 5 Nov
4.95 out of 5 average rating, 457 reviews
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Flat in Portland
Small cozy downtown loft
1 bedroom, 1 queen bed, 1 bathroom
15–20 Nov
4.92 out of 5 average rating, 377 reviews
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Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed, 1 bathroom
2–7 Nov
4.95 out of 5 average rating, 788 reviews
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Flat in Portland
West End Private One Bed/Bath
1 bedroom, 1 king bed, 1 bathroom
8–13 Nov
4.95 out of 5 average rating, 250 reviews
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Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 30 reviews
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Flat in Portland
Captain Axel's Sophisticated Ocean View Getaway!
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 65 reviews
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Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 16 reviews
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Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 46 reviews
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Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 224 reviews
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Barn in Portland
Garrison Cove Studio
1 bed, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 490 reviews