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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest suite in Portland
Deering Oaks Suite - ask about Canadian discount!
2 bedrooms, 3 beds, 1 private bathroom
25–30 Oct
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4.94 out of 5 average rating, 543 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, 1 bathroom
9–14 Aug
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
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
4.96 out of 5 average rating, 224 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Nov
Top guest favourite
Flat in Portland
The Yankee Dugout
4.98 out of 5 average rating, 193 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
5.0 out of 5 average rating, 13 reviews, 1 bed, 1 bathroom
20–25 Dec
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
Home in Westbrook
Cozy Cape in the Brook
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
5.0 out of 5 average rating, 74 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Sept
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, 7 reviews, 2 beds, 1 bathroom
8–13 Sept
Guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Oct
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
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
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
Guest favourite
Apartment in Gorham
The Maine Adventure
4.93 out of 5 average rating, 14 reviews, 3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
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
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 275 reviews, 1 queen bed, 1 bathroom
17–22 Oct
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