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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Boutique Space * Steps to Eastern Prom * W/Parking
1 bedroom, 2 beds, 1 private bathroom
25–30 Oct
,
4.98 out of 5 average rating, 659 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
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
27 Aug – 1 Sept
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds
25–30 Oct
4.94 out of 5 average rating, 795 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.96 out of 5 average rating, 143 reviews
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom, 1 queen bed
26–31 Oct
4.89 out of 5 average rating, 742 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed
23–28 Oct
4.97 out of 5 average rating, 218 reviews
Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
1 bedroom, 2 beds
5–10 Sept
4.93 out of 5 average rating, 231 reviews
Guest favourite
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds
23–28 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
30 Aug – 4 Sept
4.93 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 195 reviews
Top guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
1 bedroom, 2 beds
26–31 Aug
5.0 out of 5 average rating, 58 reviews
Home in Portland
Central and Sunlit, East Bayside Cottage
3 bedrooms, 3 queen beds
1–6 May
New place to stay
Top guest favourite
Flat in Portland
Charming and Bright 2-Bedroom Portland Apartment
2 bedrooms, 2 beds
6–11 Sept
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds
16–21 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Portland
Bright & Sunny West End Apartment.
2 bedrooms, 5 beds
25–30 Oct
4.94 out of 5 average rating, 615 reviews
Guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed
4–9 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds
25–30 Oct
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
20–25 Sept
4.96 out of 5 average rating, 520 reviews