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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Charming, newly remodeled space atop Munjoy Hill.
1 bedroom, 1 bed, 1 private bathroom
12–17 Oct
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4.99 out of 5 average rating, 123 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
20–25 Aug
4.92 out of 5 average rating, 170 reviews
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
1 bedroom, 1 queen bed, No bathroom
16–21 Aug
4.93 out of 5 average rating, 189 reviews
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.89 out of 5 average rating, 747 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 186 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.97 out of 5 average rating, 217 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
1 queen bed, 1 bathroom
15–20 Nov
4.94 out of 5 average rating, 765 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 72 reviews
Home in Westbrook
Cozy Cape in the Brook
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 520 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, 82 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, 54 reviews
Top guest favourite
Guest suite in Saco
Private king studio 2 miles from the beach.
1 king bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Portland
Charming and Bright 2-Bedroom Portland Apartment
2 bedrooms, 2 beds, 1 bathroom
21–26 Oct
4.96 out of 5 average rating, 52 reviews
Guest favourite
Room in Falmouth
Master bedroom and private bath in Falmouth house
1 queen bed, 1 bathroom
16–21 Aug
4.83 out of 5 average rating, 166 reviews
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 901 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 25 reviews