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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Renovated Exchange St. Loft w/Free Parking
2 bedrooms, 2 beds, 1 private bathroom
21–26 Oct
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4.88 out of 5 average rating, 518 reviews
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds
15–20 Aug
4.96 out of 5 average rating, 355 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds
6–11 Sept
4.91 out of 5 average rating, 11 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, 41 reviews
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, 32 reviews
Guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
26–31 Aug
4.96 out of 5 average rating, 517 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
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 3 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, 169 reviews
Top guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
3 bedrooms, 5 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 295 reviews
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
Guest favourite
Flat in Portland
Old Port Artist Loft • Free Parking • Spacious 3BR
3 bedrooms, 5 beds
28 Jul – 2 Aug
4.97 out of 5 average rating, 178 reviews
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 26 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, 212 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
1–7 Nov
5.0 out of 5 average rating, 35 reviews