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Search results; Over 1,000 homes in Portland

Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed, 1 private bathroom
29 Oct – 3 Nov
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5.0 out of 5 average rating, 481 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
25–30 Jul
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Flat in Portland
Thompson's Point Studio
1 bedroom, 1 queen bed
19–24 Oct
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Home in Falmouth
The little blue cottage
2 beds
8–13 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds
13–18 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
1 bedroom, 1 queen bed
26–31 Jul
4.92 out of 5 average rating, 184 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, 541 reviews
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds
18–23 Oct
4.95 out of 5 average rating, 80 reviews
Flat in Portland
Studio on Old Farm
1 bedroom, 1 queen bed
16–21 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 queen beds
29 Aug – 3 Sept
4.97 out of 5 average rating, 319 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms, 4 beds
14–19 May
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
3 bedrooms, 3 queen beds
24–29 Oct
4.89 out of 5 average rating, 626 reviews
Guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms, 2 king beds
26–31 Jul
4.95 out of 5 average rating, 60 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds
1–6 Aug
4.91 out of 5 average rating, 46 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
17–22 Oct
4.97 out of 5 average rating, 214 reviews
Home in Kennebunk
Private, family friendly getaway.
3 bedrooms, 8 beds
15–20 Sept
New place to stay
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed
23–28 Oct
4.98 out of 5 average rating, 211 reviews
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
1 king bed
19–24 Oct
5.0 out of 5 average rating, 12 reviews