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Search results; Over 1,000 homes in Portland

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Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
Studio, 2 beds, 1 private bathroom
31 Oct – 5 Nov
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4.94 out of 5 average rating, 804 reviews
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Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed, 1 bathroom
20–25 Nov
4.96 out of 5 average rating, 482 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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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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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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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
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
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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Top guest favourite
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
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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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
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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Superhost
Flat in Portland
Stylish 3BR/2BA Close to Downtown with Parking
3 bedrooms, 3 queen beds, 2 bathrooms
25–30 Oct
4.92 out of 5 average rating, 314 reviews
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Superhost
Flat in Portland
PortJoy Living
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 55 reviews
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Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 648 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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Superhost
Hotel room in Portland
Old Port Private Room for 2: Black Elephant Hostel
1 bedroom, 1 queen bed, 3.5 bathrooms
19–24 Oct
4.84 out of 5 average rating, 55 reviews
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Top guest favourite
Flat in Portland
Chic Portland Penthouse, 2BR
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 154 reviews