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Search results; Over 1,000 homes in Portland

Superhost
Apartment in Portland
2025 Remodel, 5 Bedroom, 3.5 Bath, Parking, Deck!
5 bedrooms, 7 beds, 3.5 private bathrooms
16–21 Aug
,
4.64 out of 5 average rating, 360 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 165 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
5.0 out of 5 average rating, 144 reviews
Guest favourite
Cabin in Freeport
Secluded geodesic dome for two near stream - 27
1 bedroom, 1 queen bed, No bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 61 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds, 2 bathrooms
27 Aug – 1 Sept
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds, 1 bathroom
24–29 Oct
4.97 out of 5 average rating, 141 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
9–14 Aug
4.92 out of 5 average rating, 222 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 795 reviews
Top guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds, 1 bathroom
13–18 Nov
4.93 out of 5 average rating, 695 reviews
Guest favourite
Home in Portland
Charming West End Home w/Parking
1 bedroom, 1 queen bed, 1.5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms, 4 beds, 1 bathroom
12–17 Jun
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 219 reviews
Home in Portland
Central and Sunlit, East Bayside Cottage
3 bedrooms, 3 queen beds, 1 bathroom
1–6 May
New place to stay
Guest house in Falmouth
Charming Guest House in the heart of Falmouth
1 bedroom, 2 queen beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 81 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 51 reviews
Home in Portland
Walton Home
3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
New place to stay