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Search results; Over 1,000 homes in Portland

Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.96 out of 5 average rating, 354 reviews
Home in Falmouth
The little blue cottage
1 queen bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 3 reviews
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
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, 1 bathroom
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 bathrooms
2–7 Nov
5.0 out of 5 average rating, 40 reviews
Superhost
Flat in Portland
Funky and Eclectic Parkside Apartment
1 bedroom, 1 king bed, 1 bathroom
27 Jul – 1 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
12–17 Jul
4.93 out of 5 average rating, 136 reviews
Guest favourite
Flat in Portland
🏵️ Renovated Owner's Unit 🏵️
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
4.87 out of 5 average rating, 134 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Flat in Portland
Quiet Cozy Victorian Delight
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
4.91 out of 5 average rating, 302 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 141 reviews
Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
2 bedrooms, 2 queen beds, 1 bathroom
29 Oct – 3 Nov
4.96 out of 5 average rating, 510 reviews
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds, 1.5 bathrooms
12–17 Oct
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 218 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept
4.96 out of 5 average rating, 168 reviews
Flat in Portland
Studio on Old Farm
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
New place to stay