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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest house in Portland
Private Bungalow w/ Pool, Free Parking & Hot Tub
1 bedroom, 1 bed, 1 shared bathroom
25–30 Jul
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4.97 out of 5 average rating, 623 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 355 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 4 reviews, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Oct
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
5.0 out of 5 average rating, 40 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 169 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
4.96 out of 5 average rating, 141 reviews, 1 bedroom, 3 beds, 1 bathroom
17–22 Sept
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 212 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
4.98 out of 5 average rating, 468 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in Windham
Lakeside escape in a family-friendly neighborhood.
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Jul
Top guest favourite
Home in Portland
East End Portland, Water Views
4.96 out of 5 average rating, 157 reviews, 3 bedrooms, 4 beds, 1 bathroom
10–15 Aug
Top guest favourite
Home in Portland
Home in Portland
5.0 out of 5 average rating, 25 reviews, 4 bedrooms, 9 beds, 1.5 bathrooms
30 Oct – 4 Nov
Guest favourite
Flat in Portland
2BR Munjoy Hill w/ AC, walk to town & promenade
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
4.92 out of 5 average rating, 636 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Nov
Guest favourite
Home in Portland
House Your Group - 5 Minutes to Everything!
4.9 out of 5 average rating, 404 reviews, 4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, No bathroom
19–24 Jul