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Search results; Over 1,000 homes in Portland

Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
1 bedroom, 2 beds, 1 private bathroom
8–13 Aug
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4.89 out of 5 average rating, 167 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 113 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 6 reviews, 2 beds, 1 bathroom
8–13 Sept
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
4.92 out of 5 average rating, 184 reviews, 1 bedroom, 1 bed, No bathroom
26–31 Jul
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
4.95 out of 5 average rating, 541 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Dec
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
4.95 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
Flat in Portland
Studio on Old Farm
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Sept
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
4.97 out of 5 average rating, 319 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Oct
Top guest favourite
Cabin in Gray
Chickadee Cottage
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 4 beds, 1 bathroom
14–19 May
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
4.89 out of 5 average rating, 626 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
5.0 out of 5 average rating, 64 reviews, 1 king bed, 1 bathroom
2–7 Aug
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 214 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Guest favourite
Flat in Portland
Old Port Loft - 301
4.95 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
4.91 out of 5 average rating, 46 reviews, 2 bedrooms, 2 beds, No bathroom
1–6 Aug
Home in Kennebunk
Private, family friendly getaway.
New place to stay, 3 bedrooms, 8 beds, 2 bathrooms
15–20 Sept