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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
Cozy West End Victorian | EV Charging + Parking
2 bedrooms, 2 beds, 1 private bathroom
23–28 Aug
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4.86 out of 5 average rating, 513 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.91 out of 5 average rating, 85 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
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
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 110 reviews, 1 queen bed, 1.5 bathrooms
22–27 Aug
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Oct
Top guest favourite
Flat in Portland
Comfy Munjoy Hill Getaway with Private Entrance
4.98 out of 5 average rating, 176 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
Top guest favourite
Flat in Portland
Hidden Garden Apartment in Portlands West End
4.94 out of 5 average rating, 268 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Nov
Top guest favourite
Flat in Portland
Peaceful Munjoy Hill | Walkable + Charming
4.99 out of 5 average rating, 281 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
4.92 out of 5 average rating, 643 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
4.96 out of 5 average rating, 143 reviews, 1 bedroom, 3 beds, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
4.98 out of 5 average rating, 216 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
4.96 out of 5 average rating, 225 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Nov
Top guest favourite
Flat in Portland
Boutique Space * Steps to Eastern Prom * W/Parking
4.98 out of 5 average rating, 658 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Oct
Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
4.96 out of 5 average rating, 514 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
4.93 out of 5 average rating, 198 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 5 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
4.99 out of 5 average rating, 896 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Nov
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Oct