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Search results; Over 1,000 homes in Portland

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Guest favourite
Flat in Portland
Top of the Old Port-1 BR APT
1 bedroom, 2 beds, 1 private bathroom
18–23 Oct
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4.83 out of 5 average rating, 388 reviews
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Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds
7–12 Sept
4.92 out of 5 average rating, 229 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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Top guest favourite
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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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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Top guest favourite
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
Old Port Loft -400
4 bedrooms, 5 beds
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
6–11 Sept
4.91 out of 5 average rating, 209 reviews
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Flat in Portland
Small cozy downtown loft
1 bedroom, 1 queen bed
8–13 Nov
4.92 out of 5 average rating, 377 reviews
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Top guest favourite
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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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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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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Guest suite in Portland
Sunflower Retreat in North Back Cove
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 318 reviews
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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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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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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 South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
7–12 Nov
5.0 out of 5 average rating, 23 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