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Search results; Over 1,000 homes in Portland

Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms, 4 beds, 2 private bathrooms
29 Oct – 3 Nov
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4.97 out of 5 average rating, 288 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 158 reviews, 2 beds, 1 bathroom
2–7 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
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
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
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 215 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 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
Flat in Portland
tHE nEST AT gRAY St. # 2
5.0 out of 5 average rating, 43 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
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
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
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
4.96 out of 5 average rating, 225 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Nov
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
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
4.96 out of 5 average rating, 476 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 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
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, 7 reviews, 1 bed, 1 bathroom
4–9 Oct
Top guest favourite
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 7 reviews, 2 beds, 1 bathroom
8–13 Sept
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
4.92 out of 5 average rating, 642 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Home in Kennebunk
Private, family friendly getaway.
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 8 beds, 2 bathrooms
28 Sept – 3 Oct