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Search results; Over 1,000 homes in Portland

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Top guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
Studio, 1 bed, 1 shared bathroom
25–30 Oct
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4.94 out of 5 average rating, 777 reviews
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Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds
8–13 Nov
4.93 out of 5 average rating, 326 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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Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Hotel room in Portland
Peaceful Room in Portland Near Old Port District
1 bedroom, 2 queen beds
20–25 Sept
5.0 out of 5 average rating, 4 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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Superhost
Rooms in Portland
Two Historic Downtown King Rooms w/Private Bath
2 bedrooms, 2 king beds
25–30 Oct
New place to stay
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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
4.95 out of 5 average rating, 377 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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Top guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking
3 bedrooms, 3 beds
8–13 Nov
4.96 out of 5 average rating, 670 reviews
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Top guest favourite
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed
30 Oct – 4 Nov
5.0 out of 5 average rating, 13 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
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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Guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds
25–30 Oct
4.92 out of 5 average rating, 305 reviews
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Guest favourite
Guest house in Falmouth
Garden Guesthouse in Falmouth, 5 mins to Portland
1 bedroom, 2 king beds
20–25 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Guest house in Harpswell
The Bird House
2 bedrooms, 2 beds
21–26 Oct
5.0 out of 5 average rating, 11 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, 690 reviews
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Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
12–17 Oct
4.96 out of 5 average rating, 178 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