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Search results; Over 1,000 homes in Portland

Home in Portland
NEW Luxe Coastal Retreat | Hot Tub & Fire Pit
4 bedrooms, 4 beds, 3 private bathrooms
19–24 Sept
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4.81 out of 5 average rating, 112 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, 47 reviews
Top guest favourite
Room in Freeport
Minton-A short walk to shops and has WiFi
1 queen bed
1–6 Sept
4.94 out of 5 average rating, 106 reviews
Flat in Portland
Back Cove Retreat | Walk, Relax, Explore
2 bedrooms, 2 beds
26–31 Oct
New place to stay
Guest favourite
Room in Orrs Island
Bay View Room
1 queen bed
1–6 Sept
4.89 out of 5 average rating, 103 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
6–11 Sept
4.91 out of 5 average rating, 188 reviews
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms, 2 beds
16–21 Nov
4.92 out of 5 average rating, 1244 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
13–18 Sept
4.99 out of 5 average rating, 188 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 223 reviews
Top guest favourite
Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds
24–29 Oct
4.97 out of 5 average rating, 143 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed
29 Oct – 3 Nov
5.0 out of 5 average rating, 489 reviews
Guest favourite
Room in North Yarmouth
Conveniently located, quiet, in a wooded setting
1 queen bed
6–11 Sept
4.82 out of 5 average rating, 119 reviews
Top guest favourite
Room in Falmouth
Swedish Room in Foreside Farmhouse
1 queen bed
25–30 Oct
4.93 out of 5 average rating, 116 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
11–16 Oct
4.96 out of 5 average rating, 520 reviews
Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds
7–12 Sept
4.92 out of 5 average rating, 227 reviews
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed
18–23 Jun
4.94 out of 5 average rating, 205 reviews
Guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds
15–20 Nov
4.93 out of 5 average rating, 700 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
Flat in Portland
Charming West End Hideaway. Private Parking
1 bedroom, 1 queen bed
18–23 Oct
4.96 out of 5 average rating, 726 reviews