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Search results; Over 1,000 homes in Portland

Guest favourite
Hotel room in Portland
Luxurious Two Bedroom Loft Adorned with Local Art
1 bedroom, 1 bed, 1 private bathroom
23–28 Aug
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4.97 out of 5 average rating, 86 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 175 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, 73 reviews
Camper van/Motorhome in Portland
Modern Camper Retreat Near Portland Jetport (PWM)
1 bed, WC
16–21 Aug
New place to stay
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
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, 1240 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
24–29 Oct
4.96 out of 5 average rating, 279 reviews
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, 120 reviews
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
1 bedroom, 1 queen bed, No bathroom
16–21 Aug
4.93 out of 5 average rating, 190 reviews
Top guest favourite
Room in Freeport
Aynsley-A short walk to shops and has Wifi
1 queen bed, 1.5 bathrooms
17–22 Aug
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 555 reviews
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 203 reviews
Guest house in Falmouth
Charming Guest House in the heart of Falmouth
1 bedroom, 2 queen beds, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 4 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, 46 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, 8 reviews
Top guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 60 reviews
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
2 bedrooms, 1 single bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 4 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