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Search results; Over 1,000 homes in Portland

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Top guest favourite
Flat in Portland
Harborview - Curated East End Escape w/ Parking
2 bedrooms, 4 beds, 2 private bathrooms
25–30 Oct
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4.99 out of 5 average rating, 155 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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Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.99 out of 5 average rating, 85 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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Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 4 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
12–17 Oct
4.96 out of 5 average rating, 178 reviews
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Guest favourite
Flat in Portland
Lovely 4 Bedroom with free parking
4 bedrooms, 5 beds, 1.5 bathrooms
4–9 Oct
4.86 out of 5 average rating, 206 reviews
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Superhost
Rooms in Portland
Two Historic Downtown King Rooms w/Private Bath
2 bedrooms, 2 king beds, 1 bathroom
25–30 Oct
New place to stay
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Top guest favourite
Cottage in Harpswell
Updated Historic Cottage, Private Waterfront, 5BR
5 bedrooms, 7 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
1 bedroom, 1 queen bed, 1 bathroom
7–12 Dec
4.9 out of 5 average rating, 469 reviews
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Top guest favourite
Flat in Portland
Safe, Quiet, Friendly area
2 bedrooms, 2 beds, 1 bathroom
23–28 Oct
4.91 out of 5 average rating, 285 reviews
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Guest favourite
Flat in Portland
Clean and Bright, Two Blocks to the Prom!
3 bedrooms, 3 queen beds, 1 bathroom
25–30 Oct
4.89 out of 5 average rating, 285 reviews
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Guest favourite
Holiday home in Portland
The Portland Getaway - 3 Bed Apt w Historic Charm
3 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
4.93 out of 5 average rating, 166 reviews
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Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.96 out of 5 average rating, 378 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
5.0 out of 5 average rating, 3 reviews
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Superhost
Flat in Portland
Prom Queen
2 bedrooms, 2 queen beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Portland
The East End
4 bedrooms, 4 beds, 3 bathrooms
10–15 Nov
4.93 out of 5 average rating, 200 reviews
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Superhost
Flat in South Portland
The Perch at Willard Square-Elegant Beach Getaway
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
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, 192 reviews