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Search results; Over 1,000 homes in Portland

Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed, 1 private bathroom
29 Oct – 3 Nov
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5.0 out of 5 average rating, 488 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 176 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
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, 749 reviews
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
1 bedroom, 1 queen bed, No bathroom
23–28 Aug
4.93 out of 5 average rating, 190 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 25 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, 16 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
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 Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 73 reviews
Camper van/Motorhome in Portland
Modern Camper Retreat Near Portland Jetport (PWM)
1 bed, WC
16–21 Aug
New place to stay
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
Guest favourite
Cabin in Freeport
22-ft dome w/ stargazing loft and full bath - 08
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 201 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
Bright and cozy Munjoy Hill neighborhood apartment
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 517 reviews
Top guest favourite
Home in Portland
Fore River Getaway
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 103 reviews
Top guest favourite
Flat in Biddeford
Modern Artist’s Loft
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 47 reviews