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Search results; Over 1,000 homes in Portland

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Guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
1 bedroom, 1 bed, 1 private bathroom
17–22 Oct
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4.96 out of 5 average rating, 381 reviews
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Guest favourite
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, 703 reviews
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Top guest favourite
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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Top guest favourite
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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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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Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 148 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
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Top guest favourite
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
Sophisticated Charm at an unbeatable price!
2 bedrooms, 2 beds, 1 bathroom
29 Oct – 3 Nov
4.92 out of 5 average rating, 650 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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Top guest favourite
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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Flat in Portland
Harborview - Curated East End Escape w/ Parking
2 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.99 out of 5 average rating, 153 reviews
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Superhost
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 321 reviews
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Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 191 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, 44 reviews
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Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
New place to stay
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Superhost
Rooms in Portland
c1800 Loft Downtown/Walk to Old Port
4 bedrooms, 6 beds, 1 bathroom
17–22 Oct
New place to stay
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Flat in Portland
Luxury Retreat In Back Cove | 10 Min to Downtown
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 113 reviews
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Top guest favourite
Flat in Portland
Rooftop Deck | 5 Min to Downtown | Parking
1 bedroom, 2 beds, 1 bathroom
28 Oct – 2 Nov
4.92 out of 5 average rating, 73 reviews