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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
Cozy, Central 2 Bd Apt, Parking with EV charger
2 bedrooms, 2 beds, 1 private bathroom
13–18 Jun
,
4.86 out of 5 average rating, 507 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom2 beds, No bathroom,
9–14 Jun
4.94 out of 5 average rating, 99 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms3 beds, 1.5 bathrooms,
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms2 beds, 1 bathroom,
28 Oct – 2 Nov
4.92 out of 5 average rating, 1211 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom1 bed, 1 bathroom,
14–19 Jul
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed1.5 bathrooms,
20–25 Jun
4.98 out of 5 average rating, 100 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom1 queen bed, 1 bathroom,
18–23 Oct
4.99 out of 5 average rating, 888 reviews
Top guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
2 bedrooms2 queen beds, 1 bathroom,
27 Sept – 2 Oct
4.97 out of 5 average rating, 567 reviews
Top guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom2 beds, 1 bathroom,
19–24 Jul
4.93 out of 5 average rating, 679 reviews
Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms4 beds, 2 bathrooms,
25–30 Oct
4.96 out of 5 average rating, 275 reviews
Cabin in Gray
Chickadee Cottage
2 bedrooms4 beds, 1 bathroom,
1–6 Dec
Top guest favourite
Flat in Scarborough
Guesthouse Retreat just minutes from the Beaches!
1 bedroom2 beds, 1 bathroom,
6–11 Sept
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds1 bathroom,
25–30 Oct
4.94 out of 5 average rating, 786 reviews
Top guest favourite
Guest suite in Portland
PRlVATE SUlTE in the Heart of East End Portland
1 bedroom1 double bed, 1 bathroom,
28 Sept – 3 Oct
4.97 out of 5 average rating, 732 reviews
Top guest favourite
Flat in Portland
Old Port / Parking / Patio
1 bedroom1 queen bed, 1 bathroom,
11–16 Oct
4.99 out of 5 average rating, 823 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed1 bathroom,
25–30 Oct
4.95 out of 5 average rating, 757 reviews
Guest favourite
Home in Naples
LUX Designer Private Waterfront Hot Tub - Secluded
1 king bed1 bathroom,
19–24 Jun
4.98 out of 5 average rating, 185 reviews
Guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms2 king beds, 2 bathrooms,
12–17 Jun
4.95 out of 5 average rating, 57 reviews
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
4 bedrooms5 beds, 2 bathrooms,
26–31 Oct
5.0 out of 5 average rating, 37 reviews