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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Portland Island View 2BR Apt. Views of Casco Bay
2 bedrooms, 2 beds, 1 shared bathroom
28 Aug – 2 Sept
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4.96 out of 5 average rating, 121 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
12–17 Jul
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 537 reviews
Guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cabin in Freeport
Cozy, secluded geodesic dome - 27
1 bedroom, 1 queen bed, No bathroom
10–15 Aug
4.93 out of 5 average rating, 56 reviews
Top guest favourite
Guest house in Yarmouth
Private Guesthouse in the Woods
1 bedroom, 2 beds, 1 bathroom
12–17 Oct
4.99 out of 5 average rating, 204 reviews
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 555 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 770 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
26–31 Aug
4.99 out of 5 average rating, 178 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 273 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed, 1 bathroom
4–9 Nov
4.88 out of 5 average rating, 358 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 211 reviews
Guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms, 2 king beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Portland
Downtown Historical Victorian 2 BR APT
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 227 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 220 reviews
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
3 bedrooms, 3 queen beds, 2 bathrooms
18–23 Oct
4.89 out of 5 average rating, 624 reviews