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Search results; Over 1,000 homes in Portland

Guest favourite
Boutique hotel in Portland
Historic King Room in Boutique Hotel
1 bedroom, 1 bed, 1 shared bathroom
8–13 Sept
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4.93 out of 5 average rating, 61 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 82 reviews
Top guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 185 reviews
Top guest favourite
Cottage in Yarmouth
Buoys on Bates | Couples' Cottage near Portland
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 175 reviews
Top guest favourite
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
1 king bed, 1.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 120 reviews
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
1 bedroom, 1 queen bed, 1 bathroom
7–12 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Portland
Peaceful Munjoy Hill | Walkable + Charming
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 280 reviews
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.97 out of 5 average rating, 62 reviews
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
1 bedroom, 2 beds, 1 bathroom
11–16 Nov
4.96 out of 5 average rating, 224 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 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
Superhost
Flat in Portland
Cozy 2 bdrm attic apartment
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 214 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 9 reviews
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 198 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, 216 reviews
Top guest favourite
Flat in Portland
*Serene* West End 2BR w/ Balcony: The Mermaid Cove
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 707 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 159 reviews