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Search results; Over 1,000 homes in Portland

Luxe
Apartment in Portland
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, 2 beds, 2.5 private bathrooms
9–14 Oct
,
4.96 out of 5 average rating, 254 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 56 reviews
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, 66 reviews
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Flat in Portland
PortJoy Living
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 223 reviews
Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
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, 322 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, 31 reviews
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Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed, 1 bathroom
1–6 Dec
4.96 out of 5 average rating, 483 reviews
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Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 89 reviews
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Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed, 1 bathroom
14–19 Nov
4.88 out of 5 average rating, 373 reviews
Guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms, 2 king beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 64 reviews
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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, 653 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, 493 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, 48 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, 154 reviews
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Home in Portland
Easy Old Port Access & Casco Bay View Craftsman
6 bedrooms, 10 beds, 3 bathrooms
26–31 Oct
4.97 out of 5 average rating, 264 reviews
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Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
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