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Search results; Over 1,000 homes in Portland

Guest favourite
Cottage in Portland
Cozy Urban Cottage on Munjoy Hill
2 bedrooms, 2 beds, 1.5 private bathrooms
19–24 Sept
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4.92 out of 5 average rating, 356 reviews
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Oct
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.9 out of 5 average rating, 82 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, 184 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
4.94 out of 5 average rating, 755 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 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
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 109 reviews, 1 queen bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Portland
PRlVATE SUlTE in the Heart of East End Portland
4.97 out of 5 average rating, 743 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
Guest favourite
Flat in Portland
Lovely studio in downtown Portland
4.89 out of 5 average rating, 295 reviews, 1 bed, 1 bathroom
1–6 Nov
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
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
Charming Modern West End Gem
4.93 out of 5 average rating, 312 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in South Portland
Willard Square - The View
4.91 out of 5 average rating, 244 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Top guest favourite
Room in Portland
Waterview loft w/balcony/king/pr bath/spacious
4.97 out of 5 average rating, 357 reviews, 1 king bed, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Loft in Freeport
Cozy & Private Studio Apartment
4.97 out of 5 average rating, 269 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Portland
*Serene* West End 2BR w/ Balcony: The Mermaid Cove
4.99 out of 5 average rating, 705 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
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
Top guest favourite
Home in Portland
East End Unit
4.94 out of 5 average rating, 179 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov