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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
1875 West End Victorian | EV Charging + Parking
2 bedrooms, 2 beds, 1 private bathroom
2–7 Aug
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4.86 out of 5 average rating, 511 reviews
Top guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
4.97 out of 5 average rating, 183 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Flat in Portland
Charming Modern West End Gem
4.93 out of 5 average rating, 311 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.9 out of 5 average rating, 82 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 109 reviews, 1 queen bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
4.97 out of 5 average rating, 62 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
4.94 out of 5 average rating, 755 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Top guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
4.95 out of 5 average rating, 837 reviews, 1 bed, 1 bathroom
29 Oct – 3 Nov
Top guest favourite
Flat in Portland
Peaceful Munjoy Hill | Walkable + Charming
4.99 out of 5 average rating, 280 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Flat in Westbrook
Cozy King bed apt near Portland with free parking
4.9 out of 5 average rating, 147 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Portland
Old Port / Parking / Patio
4.99 out of 5 average rating, 843 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Oct – 4 Nov
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
4.96 out of 5 average rating, 224 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Nov
Top guest favourite
Flat in Falmouth
Poolside Suite-Gateway to Portland
4.98 out of 5 average rating, 121 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Oct
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
4.96 out of 5 average rating, 475 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Nov
Flat in Portland
Studio on Old Farm
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Bed and breakfast in South Portland
Spacious Room in Charming Antique Victorian - SOPO
4.88 out of 5 average rating, 485 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
19–24 Oct
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
4.98 out of 5 average rating, 212 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct