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Search results; Over 1,000 homes in Portland

Boutique hotel in Portland
Pet Friendly Garden King in Boutique Hotel
1 bedroom, 1 bed, No bathroom
2–7 Aug
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4.78 out of 5 average rating, 55 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 354 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
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
12–17 Oct
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
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
12–17 Jul
Top guest favourite
Home in Portland
East End Unit
4.94 out of 5 average rating, 174 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Nov
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
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 211 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
4.96 out of 5 average rating, 555 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct
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
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
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 Poland
Hillside Hideaway at Blackcat Mountain
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 168 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept
Superhost
Flat in Portland
Funky and Eclectic Parkside Apartment
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
4.88 out of 5 average rating, 358 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Nov
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Nov