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Search results; Over 1,000 homes in Portland

Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom, 1 bed, 1 private bathroom
30 Aug – 4 Sept
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4.93 out of 5 average rating, 118 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds
2–7 Aug
4.96 out of 5 average rating, 354 reviews
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 468 reviews
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
4 bedrooms, 5 beds
2–7 Nov
5.0 out of 5 average rating, 40 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds
8–13 Jul
4.93 out of 5 average rating, 137 reviews
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms, 3 beds
8–13 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds
6–11 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds
1–6 Nov
4.94 out of 5 average rating, 174 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
17–22 Sept
4.96 out of 5 average rating, 141 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
17–22 Oct
4.97 out of 5 average rating, 211 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
14–19 Sept
4.96 out of 5 average rating, 168 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 35 reviews
Superhost
Flat in Portland
Funky and Eclectic Parkside Apartment
1 bedroom, 1 king bed
27 Jul – 1 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking
3 bedrooms, 4 beds
25–30 Oct
4.97 out of 5 average rating, 665 reviews
Flat in Portland
Modern and bright downtown apartment
1 bedroom, 1 queen bed
17–22 Aug
New place to stay
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds
31 Aug – 5 Sept
4.98 out of 5 average rating, 186 reviews
Top guest favourite
Flat in Portland
Thompson's Point Studio
1 bedroom, 1 queen bed
19–24 Oct
5.0 out of 5 average rating, 108 reviews