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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds, 1 private bathroom
30 Aug – 4 Sept
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4.93 out of 5 average rating, 688 reviews
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
2–7 Jul
4.92 out of 5 average rating, 213 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.96 out of 5 average rating, 352 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
5–10 Jul
4.93 out of 5 average rating, 126 reviews
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 663 reviews
Top guest favourite
Flat in Portland
Quiet Cozy Victorian Delight
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Jul
4.91 out of 5 average rating, 302 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 140 reviews
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
10–15 Jul
New place to stay
Guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed, 1 bathroom
4–9 Nov
4.88 out of 5 average rating, 356 reviews
Flat in Portland
Studio on Old Farm
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
New place to stay
Top guest favourite
Place to stay in Portland
Spacious Room in Woodford Corner
1 bedroom, 1 queen bed, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Scarborough
Guesthouse Retreat just minutes from the Beaches!
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 75 reviews
Guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
1 queen bed, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 754 reviews
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.98 out of 5 average rating, 186 reviews
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed, 1.5 bathrooms
16–21 Jul
4.98 out of 5 average rating, 105 reviews