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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
13–18 Jul
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4.96 out of 5 average rating, 369 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
3–8 Jul
4.93 out of 5 average rating, 106 reviews
Flat in Portland
Studio on Old Farm
1 bedroom, 1 bed, 1 bathroom
24–29 Aug
New place to stay
Top guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
1 queen bed, 1 bathroom
17–22 Oct
4.94 out of 5 average rating, 749 reviews
Home in Windham
Lakeside escape in a family-friendly neighborhood.
2 bedrooms, 3 beds, 1 bathroom
21–26 Jun
New place to stay
Top guest favourite
Flat in Portland
Garden Apartment Close to Everything
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.95 out of 5 average rating, 223 reviews
Guest favourite
Flat in Portland
Cozy Two Bedroom West End
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Jun
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in Falmouth
Swedish Room in Foreside Farmhouse
1 queen bed, 1 bathroom
28 Jun – 3 Jul
4.93 out of 5 average rating, 108 reviews
Guest favourite
Room in Portland
The peaceful attic bedroom
1 queen bed, 2 bathrooms
21–26 Jun
4.87 out of 5 average rating, 694 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 267 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.96 out of 5 average rating, 346 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 171 reviews
Top guest favourite
Place to stay in Portland
Carrabassett Lodge
2 bedrooms, 3 beds, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 130 reviews
Top guest favourite
Room in Biddeford
Queen Suite at Thistle Pond. Close to UNE & Beach
2 queen beds, 1 bathroom
21–26 Jun
5.0 out of 5 average rating, 37 reviews
Home in Old Orchard Beach
Entire home in Old Orchard Beach
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
New place to stay
Guest favourite
Home in Naples
LUX Designer Private Waterfront Hot Tub - Secluded
1 king bed, 1 bathroom
21–26 Jun
4.98 out of 5 average rating, 187 reviews
Top guest favourite
Flat in Portland
Thompson's Point Studio
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 101 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Top guest favourite
Flat in Portland
*Serene* West End 2BR w/ Balcony: The Mermaid Cove
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 698 reviews