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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
1 bedroom, 1 bed, 1 private bathroom
28 Oct – 2 Nov
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4.96 out of 5 average rating, 562 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, 163 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds, 2 bathrooms
27 Aug – 1 Sept
4.91 out of 5 average rating, 47 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, 742 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 550 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 795 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
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
4.97 out of 5 average rating, 218 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, 6 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
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
Charming and Bright 2-Bedroom Portland Apartment
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 520 reviews
Home in Portland
Central and Sunlit, East Bayside Cottage
3 bedrooms, 3 queen beds, 1 bathroom
1–6 May
New place to stay
Top 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
Guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 9 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
Old Port Loft - 302
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Portland
Rooftop Deck | 5 Min to Downtown | Parking
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 71 reviews