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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Top Of The Line Stay!
2 bedrooms, 2 beds, 1 private bathroom
26–31 Jul
,
4.95 out of 5 average rating, 137 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
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
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
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
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
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
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
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
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
Home in Portland
Explore Portland from a 18th-Century Victorian
1 bedroom, 1 king bed, 1 bathroom
13–18 Jul
4.95 out of 5 average rating, 371 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 210 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
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 220 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
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Nov
5.0 out of 5 average rating, 35 reviews
Home in Portland
Historic West End Townhouse with Expansive Garden
4 bedrooms, 4 beds, 3.5 bathrooms
15–20 Jul
New place to stay
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