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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Charming, newly remodeled space atop Munjoy Hill.
1 bedroom, 1 bed, 1 private bathroom
12–17 Oct
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4.99 out of 5 average rating, 119 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 159 reviews, 2 beds, 1 bathroom
16–21 Aug
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
17–22 Aug
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 183 reviews, 1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 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
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 216 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Room in Portland
Sweet Pink-y House Cozy Room
4.95 out of 5 average rating, 177 reviews, 1 double bed, 1.5 bathrooms
18–23 Oct
Home in Westbrook
Cozy Cape in the Brook
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
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
16–21 Aug
Guest favourite
Cabin in Yarmouth
Woodland Cottage
5.0 out of 5 average rating, 8 reviews, 1 bed, 1 bathroom
4–9 Oct
Top guest favourite
Flat in Portland
Rooftop Deck | 5 Min to Downtown | Parking
4.91 out of 5 average rating, 69 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Oct
Top guest favourite
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 8 reviews, 2 beds, 1 bathroom
8–13 Sept
Top guest favourite
Flat in Portland
Chic Portland Penthouse, 2BR
4.98 out of 5 average rating, 147 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Aug
Top guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
5.0 out of 5 average rating, 57 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Flat in Portland
Charming West End Victorian
4.95 out of 5 average rating, 450 reviews, 1 bedroom, 3 beds, 1 bathroom
31 Oct – 5 Nov
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
4.92 out of 5 average rating, 643 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Top guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
4.97 out of 5 average rating, 580 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
Guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
4.96 out of 5 average rating, 519 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Aug