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Search results; Over 1,000 homes in Portland

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Cottage in Portland
Captain's Quarters on Peaks Island
1 bedroom, 1 bed, 1 shared bathroom
1–6 Jan
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4.98 out of 5 average rating, 40 reviews
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Home in Cape Elizabeth
Crescent Meadows
3 bedrooms, 5 beds
7–12 Sept
New place to stay
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Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
6–11 Sept
4.96 out of 5 average rating, 55 reviews
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Home in Portland
Modern Portland House - Minutes to the Old Port!
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 16 reviews
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Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds
4–9 Oct
5.0 out of 5 average rating, 9 reviews
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Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds
20–25 Sept
New place to stay
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Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds
20–25 Sept
4.99 out of 5 average rating, 83 reviews
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Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
18–23 Sept
4.97 out of 5 average rating, 174 reviews
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Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 39 reviews
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Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
7–12 Nov
5.0 out of 5 average rating, 23 reviews
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Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 85 reviews
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Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds
25–30 Oct
4.93 out of 5 average rating, 650 reviews
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Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds
11–16 Oct
5.0 out of 5 average rating, 238 reviews
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Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.96 out of 5 average rating, 148 reviews
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Flat in Portland
2 Floor 4 Bed/2 Bath Unit STHR0037112021
4 bedrooms, 6 beds
7–12 Sept
5.0 out of 5 average rating, 86 reviews
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Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds
9–14 Sept
5.0 out of 5 average rating, 16 reviews
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Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed
30 Oct – 4 Nov
4.95 out of 5 average rating, 857 reviews
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Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed
20–25 Nov
4.96 out of 5 average rating, 483 reviews
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Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
8–14 Nov
5.0 out of 5 average rating, 36 reviews