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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 beds, 2 private bathrooms
26–31 Oct
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4.97 out of 5 average rating, 321 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
16–21 Aug
4.92 out of 5 average rating, 159 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds
17–22 Aug
4.91 out of 5 average rating, 46 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
28 Aug – 2 Sept
4.99 out of 5 average rating, 183 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
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
17–22 Oct
4.97 out of 5 average rating, 216 reviews
Top guest favourite
Room in Portland
Sweet Pink-y House Cozy Room
1 double bed
18–23 Oct
4.95 out of 5 average rating, 177 reviews
Home in Westbrook
Cozy Cape in the Brook
2 bedrooms, 3 beds
10–15 Aug
New place to stay
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed
16–21 Aug
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Portland
Rooftop Deck | 5 Min to Downtown | Parking
1 bedroom, 2 beds
23–28 Oct
4.91 out of 5 average rating, 69 reviews
Top guest favourite
Flat in Portland
Chic Portland Penthouse, 2BR
2 bedrooms, 2 beds
6–11 Aug
4.98 out of 5 average rating, 147 reviews
Top guest favourite
Flat in Portland
Charming West End Victorian
1 bedroom, 3 beds
31 Oct – 5 Nov
4.95 out of 5 average rating, 450 reviews
Top guest favourite
Home in Falmouth
The little blue cottage
2 beds
8–13 Sept
5.0 out of 5 average rating, 8 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, 13 reviews
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
2 bedrooms, 2 beds
14–19 Nov
4.92 out of 5 average rating, 643 reviews
Top guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
2 bedrooms, 2 queen beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 580 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, 13 reviews
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds
25–30 Oct
5.0 out of 5 average rating, 21 reviews
Guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
26–31 Aug
4.96 out of 5 average rating, 519 reviews