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Search results; Over 1,000 homes in Portland

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Top guest favourite
Flat in Portland
Captain Axel's Sophisticated Ocean View Getaway!
1 bedroom, 1 bed, 1 private bathroom
28 Oct – 2 Nov
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4.99 out of 5 average rating, 69 reviews
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Guest favourite
Room in Westbrook
Quiet neighborhood, great room
2 beds, 1 bathroom
21–26 Sept
4.91 out of 5 average rating, 353 reviews
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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, 226 reviews
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Guest favourite
Guest house in Falmouth
Garden Guesthouse in Falmouth, 5 mins to Portland
1 bedroom, 2 king beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 9 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, 608 reviews
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Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.97 out of 5 average rating, 76 reviews
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Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 209 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, 10 reviews
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Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
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, 485 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, 39 reviews
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Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 33 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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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
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
1 king bed, 1.5 bathrooms
21–26 Oct
4.98 out of 5 average rating, 131 reviews
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Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 86 reviews
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Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
4.93 out of 5 average rating, 326 reviews
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Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 235 reviews
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Superhost
Flat in South Portland
The Perch at Willard Square-Elegant Beach Getaway
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
New place to stay