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Search results; Over 1,000 homes in Portland

Guest favourite
Apartment in Portland
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, 2 beds, 2.5 private bathrooms
3–8 Oct
,
4.97 out of 5 average rating, 246 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, No bathroom
12–17 Jul
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 109 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
5.0 out of 5 average rating, 135 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
Guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
Top guest favourite
Guest house in Yarmouth
Private Guesthouse in the Woods
4.99 out of 5 average rating, 204 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Oct
Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
4.93 out of 5 average rating, 231 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
4.95 out of 5 average rating, 537 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Dec
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 272 reviews, 1 queen bed, 1 bathroom
17–22 Oct
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
4.95 out of 5 average rating, 766 reviews, 1 bed, 1 bathroom
25–30 Oct
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
5.0 out of 5 average rating, 60 reviews, 1 king bed, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
4.97 out of 5 average rating, 317 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
4.96 out of 5 average rating, 555 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
4.88 out of 5 average rating, 358 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Nov
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 178 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Aug
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 219 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Flat in Portland
Luxury Retreat In Back Cove | 10 Min to Downtown
5.0 out of 5 average rating, 104 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Jul
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 211 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct