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Search results; Over 1,000 homes in Portland

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Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 beds, 2 private bathrooms
26–31 Oct
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4.97 out of 5 average rating, 327 reviews
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Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Apr
5.0 out of 5 average rating, 40 reviews
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Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed, 1 bathroom
27 Nov – 2 Dec
4.94 out of 5 average rating, 768 reviews
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Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
2–7 Oct
4.96 out of 5 average rating, 179 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, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 522 reviews
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Superhost
Rooms in Portland
c1800 Loft Downtown/Walk to Old Port
4 bedrooms, 6 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 244 reviews
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Superhost
Room in Portland
The Hope Island Room in Historic Downtown-Old Port
1 king bed, 1 bathroom
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, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
25–30 Oct
4.92 out of 5 average rating, 305 reviews
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Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds, 1 bathroom
7–12 Nov
4.94 out of 5 average rating, 193 reviews
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Hotel room in Portland
Peaceful Room in Portland Near Old Port District
1 bedroom, 2 queen beds, 1 bathroom
16–21 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 67 reviews
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Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 86 reviews
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Top guest favourite
Room in South Portland
Private Suite with deck/view/ocean access!
1 bed, 1 bathroom
1–6 Nov
4.88 out of 5 average rating, 610 reviews
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Top guest favourite
Flat in Portland
Amazing Views! Perfect Location. Loft style feel.
1 bedroom, 1 king bed, 1 bathroom
16–21 Nov
4.98 out of 5 average rating, 657 reviews
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Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
18–23 Oct
4.92 out of 5 average rating, 230 reviews
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Top guest favourite
Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds, 1 bathroom
16–21 Nov
4.97 out of 5 average rating, 150 reviews
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Top guest favourite
Guest house in Harpswell
The Bird House
2 bedrooms, 2 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 11 reviews