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Search results; Over 1,000 homes in Portland

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Top guest favourite
Flat in Portland
Light-Filled Getaway with Private Porch
1 bedroom, 1 bed, 1 private bathroom
8–13 Sept
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4.98 out of 5 average rating, 336 reviews
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Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
7–12 Sept
4.92 out of 5 average rating, 229 reviews
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Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
21–26 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, 1 bathroom
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, 1 bathroom
22–27 Oct
4.99 out of 5 average rating, 226 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
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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Superhost
Flat in Portland
Clean and Bright, Two Blocks to the Prom!
3 bedrooms, 3 queen beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 276 reviews
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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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Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds, 1 bathroom
24–29 Oct
4.97 out of 5 average rating, 144 reviews
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Home in Portland
Easy Old Port Access & Casco Bay View Craftsman
6 bedrooms, 10 beds, 3 bathrooms
26–31 Oct
4.97 out of 5 average rating, 264 reviews
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Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
12–17 Oct
4.92 out of 5 average rating, 302 reviews
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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, 19 reviews
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Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 237 reviews
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Guest favourite
Flat in Portland
🏵️ Renovated Owner's Unit 🏵️
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.88 out of 5 average rating, 146 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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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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Home in Portland
Home in Portland
4 bedrooms, 9 beds, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 33 reviews
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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