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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
1 bedroom, 1 bed, 1 private bathroom
12–17 Oct
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4.95 out of 5 average rating, 373 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.91 out of 5 average rating, 85 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
4.97 out of 5 average rating, 185 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 121 reviews, 1 king bed, 1.5 bathrooms
1–6 Sept
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 160 reviews, 2 beds, 1 bathroom
8–13 Aug
Top guest favourite
Flat in Portland
Lovely 1 Bedroom West End Flat
4.97 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Oct
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
4.97 out of 5 average rating, 62 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
4.96 out of 5 average rating, 562 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Oct – 2 Nov
Guest favourite
Room in Portland
Private guest room in cheerful home near airport
4.91 out of 5 average rating, 104 reviews, 1 queen bed, 1.5 bathrooms
8–13 Oct
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Oct
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
4.96 out of 5 average rating, 224 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 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
27 Oct – 1 Nov
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
4.98 out of 5 average rating, 215 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
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
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
Room in Falmouth
Cozy bedroom and bath in a Falmouth house
4.94 out of 5 average rating, 102 reviews, 1 queen bed, 1 bathroom
9–14 Aug
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Cabin in Yarmouth
Woodland Cottage
5.0 out of 5 average rating, 8 reviews, 1 bed, 1 bathroom
4–9 Oct
Top guest favourite
Flat in South Portland
Willard Square - The View
4.91 out of 5 average rating, 245 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Sept