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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
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms, 4 beds, 1 bathroom
14–19 May
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
23–28 Oct
5.0 out of 5 average rating, 15 reviews
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, 143 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
14–19 Aug
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.96 out of 5 average rating, 357 reviews
Top guest favourite
Flat in Portland
Compact & Complete in residential neighborhood
1 bedroom, 4 beds, 1 bathroom
1–6 Jan
4.97 out of 5 average rating, 236 reviews
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 214 reviews
Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
4.93 out of 5 average rating, 312 reviews
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
1 king bed, 1 bathroom
20–25 Dec
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Nov
4.96 out of 5 average rating, 224 reviews
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms, 2 beds, 1 bathroom
16–21 Nov
4.92 out of 5 average rating, 1229 reviews
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 275 reviews
Home in Kennebunk
Private, family friendly getaway.
3 bedrooms, 8 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 191 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.98 out of 5 average rating, 126 reviews