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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
,
4.86 out of 5 average rating, 513 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, 160 reviews
Top guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms, 4 beds, 1 bathroom
12–17 Jun
5.0 out of 5 average rating, 12 reviews
Home in Portland
Central and Sunlit, East Bayside Cottage
3 bedrooms, 3 queen beds, 1 bathroom
1–6 May
New place to stay
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
Cabin in Yarmouth
Woodland Cottage
1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 8 reviews
Home in Kennebunk
Private, family friendly getaway.
3 bedrooms, 8 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 4 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, 643 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, 896 reviews
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
New place to stay
Flat in Portland
2BR Munjoy Hill w/ AC, walk to town & promenade
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Nov
4.96 out of 5 average rating, 225 reviews
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 519 reviews
Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
8–13 Aug
4.92 out of 5 average rating, 220 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, 75 reviews
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.88 out of 5 average rating, 364 reviews
Top guest favourite
Flat in Portland
Luxury Retreat In Back Cove | 10 Min to Downtown
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 109 reviews