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Search results; Over 1,000 homes in Portland

Guest favourite
Apartment in Portland
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, 2 beds, 2.5 private bathrooms
3–8 Oct
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4.97 out of 5 average rating, 243 reviews
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
4.92 out of 5 average rating, 213 reviews, 1 bedroom, 8 beds, 3.5 bathrooms
5–10 Jul
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 352 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Home in Falmouth
The little blue cottage
New place to stay, 1 bed, 1 bathroom
17–22 Jul
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
14–19 Jul
Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
4.98 out of 5 average rating, 466 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 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
Guest favourite
Room in Portland
Private guest room in cheerful home near airport
4.91 out of 5 average rating, 100 reviews, 1 queen bed, 1.5 bathrooms
24–29 Aug
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4.89 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
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
tHE nEST AT gRAY St. # 2
5.0 out of 5 average rating, 40 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 218 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Portland
Glorious Getaway on the Eastern Promenade
4.93 out of 5 average rating, 639 reviews, 2 bedrooms, 5 beds, 1 bathroom
18–23 Oct
Guest favourite
Flat in Portland
Spacious 1BR w/ In-Unit Laundry
4.91 out of 5 average rating, 136 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
4.95 out of 5 average rating, 76 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Room in Portland
Private bdrm +bonus room w/ parking, near downtown
4.87 out of 5 average rating, 98 reviews, 1 queen bed, 1 bathroom
23–28 Aug
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Portland
Home in Portland
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 9 beds, 1.5 bathrooms
5–10 Oct