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Search results; Over 1,000 homes in Portland

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Luxe
Apartment in Portland
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, 2 beds, 2.5 private bathrooms
1–6 Nov
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4.96 out of 5 average rating, 256 reviews
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Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
1–7 Apr
5.0 out of 5 average rating, 40 reviews
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Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
2–7 Oct
4.96 out of 5 average rating, 178 reviews
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Top guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.95 out of 5 average rating, 154 reviews
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Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.96 out of 5 average rating, 522 reviews
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Superhost
Room in Portland
The Hope Island Room in Historic Downtown-Old Port
1 king bed
25–30 Oct
New place to stay
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Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed
27 Nov – 2 Dec
4.94 out of 5 average rating, 768 reviews
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Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 86 reviews
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Top guest favourite
Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds
25–30 Oct
5.0 out of 5 average rating, 244 reviews
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Guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds
25–30 Oct
4.97 out of 5 average rating, 67 reviews
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Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds
20–25 Oct
4.96 out of 5 average rating, 379 reviews
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Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds
7–12 Nov
4.94 out of 5 average rating, 192 reviews
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Top guest favourite
Flat in Portland
Amazing Views! Perfect Location. Loft style feel.
1 bedroom, 1 king bed
16–21 Nov
4.98 out of 5 average rating, 657 reviews
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Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 queen beds
26–31 Oct
4.97 out of 5 average rating, 327 reviews
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Top guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking
3 bedrooms, 4 beds
22–27 Nov
4.97 out of 5 average rating, 691 reviews
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Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.96 out of 5 average rating, 226 reviews
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Hotel room in Portland
Peaceful Room in Portland Near Old Port District
1 bedroom, 2 queen beds
16–21 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Flat in Cape Elizabeth
Portland + Cape Elizabeth + Beaches + luxurious!
2 bedrooms, 3 beds
17–22 Oct
4.92 out of 5 average rating, 700 reviews