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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest house in Portland
Private Bungalow w/ Pool, Free Parking & Hot Tub
1 bedroom, 1 bed, 1 shared bathroom
19–24 Aug
,
4.97 out of 5 average rating, 635 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
23–28 Aug
4.92 out of 5 average rating, 170 reviews
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom, 1 queen bed
26–31 Oct
4.89 out of 5 average rating, 747 reviews
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
1 bedroom, 1 queen bed
16–21 Aug
4.93 out of 5 average rating, 189 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
13–18 Sept
4.99 out of 5 average rating, 186 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds
14–19 Nov
5.0 out of 5 average rating, 145 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
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
28 Oct – 2 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds
25–30 Oct
4.94 out of 5 average rating, 798 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed
2–7 Nov
4.95 out of 5 average rating, 779 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed
16–21 Aug
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 198 reviews
Guest favourite
Room in Falmouth
Master bedroom and private bath in Falmouth house
1 queen bed
16–21 Aug
4.83 out of 5 average rating, 166 reviews
Home in Westbrook
Cozy Cape in the Brook
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Guest suite in Saco
Private king studio 2 miles from the beach.
1 king bed
19–24 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
8–14 Nov
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds
22–27 Oct
4.97 out of 5 average rating, 318 reviews
Top guest favourite
Flat in Portland
Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
1 bedroom, 2 beds
29 Aug – 3 Sept
4.97 out of 5 average rating, 512 reviews