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Search results; Over 1,000 homes in Portland

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Guest favourite
Holiday home in Portland
The Portland Getaway - 3 Bed Apt w Historic Charm
3 bedrooms, 4 beds, 2 private bathrooms
25–30 Oct
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4.93 out of 5 average rating, 164 reviews
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Guest favourite
Home in Portland
Modern Portland House - Minutes to the Old Port!
3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 15 reviews
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Home in Cape Elizabeth
Crescent Meadows
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
New place to stay
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Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
4.96 out of 5 average rating, 55 reviews
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Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 190 reviews
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Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 38 reviews
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Guest favourite
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 7 reviews
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Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
New place to stay
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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, 186 reviews
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Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds, 2 bathrooms
6–11 Sept
4.91 out of 5 average rating, 54 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
18–23 Sept
4.97 out of 5 average rating, 174 reviews
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Top guest favourite
Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds, 1 bathroom
18–23 Oct
4.93 out of 5 average rating, 648 reviews
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Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 83 reviews
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Top guest favourite
Flat in Portland
Charming and Bright 2-Bedroom Portland Apartment
2 bedrooms, 2 beds, 1 bathroom
21–26 Oct
4.96 out of 5 average rating, 55 reviews
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Top guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 148 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, 232 reviews
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Superhost
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed, 1 bathroom
30 Oct – 4 Nov
4.95 out of 5 average rating, 857 reviews
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Top guest favourite
Home in Portland
Fore River Getaway
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 104 reviews
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Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 32 reviews