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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 shared bathrooms
30 Aug – 4 Sept
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4.92 out of 5 average rating, 301 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
23–28 Aug
4.92 out of 5 average rating, 170 reviews
Top guest favourite
Room in Standish
The Blue Dragonfly
1 queen bed
30 Aug – 4 Sept
4.93 out of 5 average rating, 43 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
24–29 Oct
4.96 out of 5 average rating, 278 reviews
Guest favourite
Flat in South Portland
The Wild Yard Home
1 bedroom, 1 king bed
2–7 Nov
4.89 out of 5 average rating, 46 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed
1–6 Dec
4.95 out of 5 average rating, 552 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed
16–21 Aug
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Room in Freeport
Wedgwood- A short walk to shops and has Wifi
2 single beds
25–30 Aug
4.95 out of 5 average rating, 151 reviews
Guest favourite
Room in Orrs Island
Bay View Room
1 queen bed
28 Aug – 2 Sept
4.9 out of 5 average rating, 100 reviews
Camper van/Motorhome in Portland
Modern Camper Retreat Near Portland Jetport (PWM)
1 bed
16–21 Aug
New place to stay
Guest favourite
Room in Topsham
Home Away From Home II - with private bath
1 queen bed
16–21 Aug
4.92 out of 5 average rating, 227 reviews
Guest favourite
Room in Biddeford
Cozy Room in Big Bohemian House
1 double bed
8–13 Sept
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds
13–18 Nov
4.93 out of 5 average rating, 698 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed
29 Oct – 3 Nov
5.0 out of 5 average rating, 487 reviews
Top guest favourite
Home in Falmouth
The little blue cottage
2 beds
19–24 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds
3–8 Nov
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.98 out of 5 average rating, 195 reviews
Top guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
1 queen bed
15–20 Nov
4.94 out of 5 average rating, 765 reviews
Top guest favourite
Room in Portland
The peaceful attic bedroom
1 queen bed
23–28 Aug
4.88 out of 5 average rating, 723 reviews