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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 private bathrooms
18–23 Sept
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4.97 out of 5 average rating, 173 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
Room in Frye Island
Waterfront Island Yoga #3
1 bed
4–9 Sept
New place to stay
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
13–18 Sept
4.99 out of 5 average rating, 189 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
Guest favourite
Room in South Portland
Bright & airy near beach & Old Port
1 queen bed
12–17 Sept
4.79 out of 5 average rating, 551 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, 107 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
Barn in Portland
Garrison Cove Studio
1 bed
9–14 Sept
5.0 out of 5 average rating, 489 reviews
Guest favourite
Room in Orrs Island
Bay View Room
1 queen bed
1–6 Sept
4.89 out of 5 average rating, 104 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
Flat in Portland
Charming West End Hideaway. Private Parking
1 bedroom, 1 queen bed
18–23 Oct
4.96 out of 5 average rating, 728 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, 144 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
Room in Portland
Waterview loft w/balcony/king/pr bath/spacious
1 king bed
26 Sept – 1 Oct
4.97 out of 5 average rating, 364 reviews
Guest favourite
Room in Scarborough
Charming historical house near beach
2 queen beds
22–27 Sept
4.84 out of 5 average rating, 397 reviews
Top guest favourite
Guest suite in Saco
Private king studio 2 miles from the beach.
1 king bed
31 Oct – 5 Nov
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Room in Maine
By the Sea Willard Beach
1 queen bed
18–23 Oct
4.97 out of 5 average rating, 466 reviews