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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Walk to Top Dining • Boutique Stay • Parking
2 bedrooms, 1 bed, 1.5 private bathrooms
30 Jul – 4 Aug
,
4.99 out of 5 average rating, 160 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
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
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
Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
1 bedroom, 2 beds, 1 bathroom
25–30 Jul
4.93 out of 5 average rating, 231 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
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 271 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, 766 reviews
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 queen beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 317 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 4 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
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
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
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
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, 219 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
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 211 reviews
Flat in Portland
Studio on Old Farm
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
New place to stay
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 double bed, 1 bathroom
17–22 Jul