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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Walk to Top Dining • Boutique Stay • Parking
2 bedrooms, 1 bed, 1.5 private bathrooms
8–13 Jul
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4.99 out of 5 average rating, 159 reviews
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
5.0 out of 5 average rating, 3 reviews, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Portland
Quiet Cozy Victorian Delight
4.91 out of 5 average rating, 302 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
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
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
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
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
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
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
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
4.96 out of 5 average rating, 515 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 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
30 Oct – 4 Nov
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 Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 167 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
13–18 Oct
Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
4.96 out of 5 average rating, 509 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Oct – 3 Nov
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
4.95 out of 5 average rating, 537 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
17–22 Sept
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
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
4.92 out of 5 average rating, 293 reviews, 3 bedrooms, 10 beds, 2.5 bathrooms
27 Aug – 1 Sept
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
4.88 out of 5 average rating, 357 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Nov