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Search results; Over 1,000 homes in Portland

Guest favourite
Apartment in Portland
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, 2 beds, 2.5 private bathrooms
3–8 Oct
,
4.97 out of 5 average rating, 246 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 137 reviews
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 4 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
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 183 reviews
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 74 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 Falmouth
The little blue cottage
2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 7 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, 21 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
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
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 275 reviews
Guest favourite
Apartment in Gorham
The Maine Adventure
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 580 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 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, 13 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 297 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
Thompson's Point Studio
1 bedroom, 1 queen bed, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 117 reviews