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Search results; Over 1,000 homes in Portland

Guest favourite
Boutique hotel in Portland
Congress Queen | ADA Accessible
1 bedroom, 1 bed, 1 private bathroom
11–16 Oct
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4.94 out of 5 average rating, 146 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
4.91 out of 5 average rating, 85 reviews
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed, 1 bathroom
24–29 Oct
4.94 out of 5 average rating, 755 reviews
Guest favourite
Flat in Portland
Lovely studio in downtown Portland
1 king bed, 1 bathroom
1–6 Nov
4.89 out of 5 average rating, 297 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, 121 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 15 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
8–13 Aug
4.92 out of 5 average rating, 160 reviews
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
1 bedroom, 1 queen bed, 1 bathroom
28 Oct – 2 Nov
4.96 out of 5 average rating, 562 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
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, 24 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
Flat in Portland
Lovely 1 Bedroom West End Flat
1 bedroom, 1 queen bed, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 95 reviews
Guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 8 reviews
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, 215 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
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
4.93 out of 5 average rating, 313 reviews
Top guest favourite
Room in Falmouth
Cozy bedroom and bath in a Falmouth house
1 queen bed, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 102 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
Flat in Portland
Downtown Historical Victorian 2 BR APT
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 228 reviews