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Search results; Over 1,000 homes in Portland

Top guest favourite
Loft in Portland
Fresh East End Apartment Walkable to Downtown Portland
Studio, 2 beds, 1 private bathroom
23–28 Aug
,
4.98 out of 5 average rating, 174 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 82 reviews
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 183 reviews
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed, 1 bathroom
24–29 Oct
4.94 out of 5 average rating, 755 reviews
Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
4.93 out of 5 average rating, 312 reviews
Top guest favourite
Bed and breakfast in South Portland
Spacious Room in Charming Antique Victorian - SOPO
1 bedroom, 1 queen bed, 1.5 bathrooms
19–24 Oct
4.88 out of 5 average rating, 485 reviews
Top guest favourite
Flat in Portland
Peaceful Munjoy Hill | Walkable + Charming
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 280 reviews
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.97 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Portland
Boutique 1BR Suite * East End* Bay View
1 bedroom, 1 bed, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 237 reviews
Top guest favourite
Room in Portland
Spacious Room in Woodford Corner
1 queen bed, 1 bathroom
1–6 Apr
5.0 out of 5 average rating, 10 reviews
Guest favourite
Flat in Westbrook
Cozy King bed apt near Portland with free parking
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.9 out of 5 average rating, 147 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 214 reviews
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 170 reviews
Top guest favourite
Flat in South Portland
Willard Square - The View
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
4.91 out of 5 average rating, 244 reviews
Top guest favourite
Flat in Portland
*Serene* West End 2BR w/ Balcony: The Mermaid Cove
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 705 reviews
Top guest favourite
Room in Portland
Queen bedroom and private bath
1 queen bed, 1 bathroom
24–29 Oct
4.88 out of 5 average rating, 274 reviews
Top guest favourite
Flat in Windham
The Roost - lovely one bedroom efficiency unit
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
4.97 out of 5 average rating, 190 reviews
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews