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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest suite in Portland
Charming West End Studio Apartment
1 bedroom, 1 bed, 1 private bathroom
23–28 Aug
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4.99 out of 5 average rating, 192 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 164 reviews
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
5.0 out of 5 average rating, 141 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds, 1 bathroom
15–20 Oct
4.94 out of 5 average rating, 795 reviews
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.89 out of 5 average rating, 743 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 80 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 196 reviews
Top guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 10 reviews
Guest favourite
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 75 reviews
Guest favourite
Home in Portland
Charming West End Home w/Parking
1 bedroom, 1 queen bed, 1.5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Cabin in Freeport
Secluded geodesic dome for two near stream - 27
1 bedroom, 1 queen bed, No bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 60 reviews
Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
1 bedroom, 2 beds, 1 bathroom
5–10 Sept
4.93 out of 5 average rating, 231 reviews
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 84 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 9 reviews
Flat in Portland
2BR Munjoy Hill w/ AC, walk to town & promenade
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.9 out of 5 average rating, 10 reviews
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds, 1.5 bathrooms
25–30 Oct
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 58 reviews