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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Luxury Condo in Downtown Portland Old Port
Studio, 1 bed, 1 shared bathroom
22–27 Oct
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4.9 out of 5 average rating, 170 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
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
5.0 out of 5 average rating, 139 reviews
Home in Portland
Walton Home
3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
New place to stay
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 221 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
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
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
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
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
26–31 Aug
4.99 out of 5 average rating, 182 reviews
Top guest favourite
Home in Falmouth
The little blue cottage
2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed, 1 bathroom
23–28 Nov
4.96 out of 5 average rating, 475 reviews
Top guest favourite
Apartment in Portland
Charming 2-Bedroom Back Cove Retreat
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 96 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
8–13 Aug
4.92 out of 5 average rating, 217 reviews
Top 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, 362 reviews
Top guest favourite
Flat in Portland
Charming West End Victorian
1 bedroom, 3 beds, 1 bathroom
31 Oct – 5 Nov
4.95 out of 5 average rating, 450 reviews
Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.94 out of 5 average rating, 177 reviews
Home in Westbrook
Cozy Cape in the Brook
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
New place to stay
Top guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Oct
4.92 out of 5 average rating, 12 reviews