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Search results; Over 1,000 homes in Portland

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Guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
1 bedroom, 1 bed, 1 private bathroom
17–22 Oct
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4.96 out of 5 average rating, 381 reviews
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Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds
20–25 Oct
4.96 out of 5 average rating, 369 reviews
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Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
26–31 Oct
4.96 out of 5 average rating, 520 reviews
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Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
6–11 Sept
4.96 out of 5 average rating, 55 reviews
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Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
22–27 Oct
4.99 out of 5 average rating, 226 reviews
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Guest favourite
Flat in Portland
Clean and Bright, Two Blocks to the Prom!
3 bedrooms, 3 queen beds
13–18 Sept
4.89 out of 5 average rating, 276 reviews
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Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 224 reviews
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Top guest favourite
Flat in Portland
Private Hill Top Apartment/w One Car Driveway
2 bedrooms, 2 beds
22–27 Aug
4.88 out of 5 average rating, 1147 reviews
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Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds
12–17 Oct
4.92 out of 5 average rating, 302 reviews
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Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.96 out of 5 average rating, 148 reviews
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Guest favourite
Flat in Portland
Freedom Trail Apartment
1 bedroom, 2 beds
25–30 Oct
4.81 out of 5 average rating, 338 reviews
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Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
8–14 Nov
5.0 out of 5 average rating, 36 reviews
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Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds
24–29 Oct
4.97 out of 5 average rating, 144 reviews
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Top guest favourite
Flat in Portland
Charming West End Victorian
1 bedroom, 3 beds
31 Oct – 5 Nov
4.95 out of 5 average rating, 456 reviews
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Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 33 reviews
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Superhost
Flat in Portland
Historic Home in the West End. Private Parking.
1 bedroom, 2 beds
1–6 Nov
4.94 out of 5 average rating, 696 reviews
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Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
18–23 Sept
4.97 out of 5 average rating, 174 reviews
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Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds
25–30 Oct
4.93 out of 5 average rating, 648 reviews
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Flat in Portland
2Br+ Office • Victorian • Private Entry • West End
3 bedrooms, 3 beds
13–18 Sept
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