Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
Cozy, Central 2 Bd Apt, Parking with EV charger
2 bedrooms, 2 beds, 1 private bathroom
13–18 Jun
,
4.86 out of 5 average rating, 507 reviews
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom1 queen bed, 1 bathroom,
21–26 Oct
4.97 out of 5 average rating, 468 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed1 bathroom,
24–29 Aug
4.96 out of 5 average rating, 265 reviews
Top guest favourite
Tiny home in Hollis
Tiny Home on Organic Farm
1 bedroom1 single bed, 1 bathroom,
14–19 Jul
4.98 out of 5 average rating, 47 reviews
Superhost
Home in Old Orchard Beach
Serenity
3 bedrooms3 beds, 1.5 bathrooms,
14–19 Jun
New place to stay
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed1 bathroom,
28 Jun – 3 Jul
5.0 out of 5 average rating, 468 reviews
Top guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom1 queen bed, 1 bathroom,
24–29 Aug
4.99 out of 5 average rating, 287 reviews
Guest favourite
Tiny home in Biddeford
Tiny house near the beach!
2 bedrooms1 queen bed, 1 bathroom,
12–17 Sept
4.96 out of 5 average rating, 238 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom1 double bed, 1.5 bathrooms,
12–17 Sept
4.95 out of 5 average rating, 528 reviews
Top guest favourite
Room in Scarborough
Dog friendly quiet room and full bath.
1 queen bed1 bathroom,
16–21 Jul
4.96 out of 5 average rating, 271 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom1 bed, 1 bathroom,
14–19 Jul
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms3 beds, 2 bathrooms,
2–7 Jul
4.96 out of 5 average rating, 342 reviews
Top guest favourite
Loft in Falmouth
Loft Apartment on Tree-Lined Street in Falmouth
3 beds1 bathroom,
8–13 Jun
4.95 out of 5 average rating, 687 reviews
Guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms2 beds, 1.5 bathrooms,
8–13 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Hotel in Westbrook
The Elms - Mill Room
1 bedroom2 beds, 2 bathrooms,
13–18 Jun
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed1.5 bathrooms,
8–13 Jun
4.98 out of 5 average rating, 100 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed1 bathroom,
14–19 Jun
5.0 out of 5 average rating, 55 reviews
Superhost
Home in Portland
Urban Ease/By Downtown/Parking
3 bedrooms4 beds, 2.5 bathrooms,
9–14 Jun
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Lisbon Falls
Charming Victorian farmhouse 1880's bedrooms-2
2 bedrooms2 queen beds, 1 bathroom,
24–29 Oct
4.94 out of 5 average rating, 527 reviews