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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
1875 West End Victorian | EV Charging + Parking
2 bedrooms, 2 beds, 1 private bathroom
2–7 Aug
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4.86 out of 5 average rating, 512 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
4.92 out of 5 average rating, 1229 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Nov
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
23–28 Oct
Top guest favourite
Cabin in Gray
Chickadee Cottage
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 4 beds, 1 bathroom
2–7 Jun
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
4.96 out of 5 average rating, 143 reviews, 1 bedroom, 3 beds, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Portland
Charming Modern West End Gem
4.93 out of 5 average rating, 312 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
4.97 out of 5 average rating, 319 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 214 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Home in Portland
Charming house near downtown and comfortable.
New place to stay, 3 bedrooms, 3 beds, 1.5 bathrooms
29 Aug – 3 Sept
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Portland
Compact & Complete in residential neighborhood
4.97 out of 5 average rating, 236 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 Jan
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
5.0 out of 5 average rating, 13 reviews, 1 bed, 1 bathroom
20–25 Dec
Home in Kennebunk
Private, family friendly getaway.
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 8 beds, 2 bathrooms
28 Sept – 3 Oct
Top guest favourite
Flat in Portland
Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
4.97 out of 5 average rating, 507 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
4.92 out of 5 average rating, 217 reviews, 1 bedroom, 8 beds, 3.5 bathrooms
8–13 Aug
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 357 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Guest favourite
Cottage in Portland
Peaks Island Waterfront
4.93 out of 5 average rating, 118 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Flat in Portland
A quintessential Portland getaway.
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug