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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
Hope Cottage: Peaceful and Quiet Island Getaway
3 bedrooms, 4 beds, 1 private bathroom
2–7 Nov
,
4.87 out of 5 average rating, 183 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 180 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 198 reviews
Guest favourite
Flat in South Portland
The Wild Yard Home
1 bedroom, 1 king bed, 1 bathroom
2–7 Nov
4.89 out of 5 average rating, 47 reviews
Guest favourite
Room in Standish
The Blue Dragonfly
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 43 reviews
Top guest favourite
Room in Freeport
Limoges - A short walk to shops and has Wifi
1 queen bed, 1.5 bathrooms
9–14 Sept
4.99 out of 5 average rating, 226 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
22–27 Oct
4.99 out of 5 average rating, 226 reviews
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms, 2 beds, No bathroom
16–21 Nov
4.92 out of 5 average rating, 1244 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 75 reviews
Top guest favourite
Tiny home in Durham
Crow’s Nest Tiny House at Old Crow Ranch
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
4.99 out of 5 average rating, 397 reviews
Top guest favourite
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
1 king bed, 1.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 126 reviews
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.89 out of 5 average rating, 753 reviews
Top guest favourite
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, 10 reviews
Top guest favourite
Guest house in Yarmouth
Private Guesthouse in the Woods
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.98 out of 5 average rating, 221 reviews
Room in Frye Island
Island Waterfront Yoga ~ #1
2 beds, 1 bathroom
27 Aug – 1 Sept
New place to stay
Top guest favourite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom, 1 bed, WC
7–12 Sept
4.98 out of 5 average rating, 123 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Room in Portland
The peaceful attic bedroom
1 queen bed, 2 bathrooms
23–28 Aug
4.88 out of 5 average rating, 726 reviews
Top guest favourite
Room in Maine
By the Sea Willard Beach
1 queen bed, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 465 reviews