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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
8–13 Nov
,
4.86 out of 5 average rating, 515 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 165 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
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 143 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds, 2 bathrooms
27 Aug – 1 Sept
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 317 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 486 reviews
Camper van/Motorhome in Portland
Modern Camper Retreat Near Portland Jetport (PWM)
1 bed, WC
6–11 Aug
New place to stay
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 226 reviews
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 470 reviews
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
4.92 out of 5 average rating, 645 reviews
Guest favourite
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, 6 reviews
Top guest favourite
Flat in Portland
Rooftop Deck | 5 Min to Downtown | Parking
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 72 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 899 reviews
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 76 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
4.98 out of 5 average rating, 128 reviews
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 52 reviews
Guest favourite
Place to stay in North Yarmouth
Take Me Tenting (Conifer Site)
1 bedroom, 1 bed, 1 bathroom
6–11 Aug
4.94 out of 5 average rating, 142 reviews