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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 beds, 2 private bathrooms
26–31 Oct
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4.97 out of 5 average rating, 322 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
23–28 Aug
4.92 out of 5 average rating, 160 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, 141 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
28 Aug – 2 Sept
4.99 out of 5 average rating, 183 reviews
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds
25–30 Oct
4.96 out of 5 average rating, 225 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds
19–24 Aug
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 299 reviews
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds
25–30 Oct
5.0 out of 5 average rating, 23 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, 194 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
25–30 Aug
4.96 out of 5 average rating, 276 reviews
Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds
6–11 Aug
4.92 out of 5 average rating, 220 reviews
Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
1 bedroom, 2 beds
29 Aug – 3 Sept
4.93 out of 5 average rating, 231 reviews
Top guest favourite
Flat in Portland
Airy+Modern Studio + Portland's Historic West End!
1 bedroom, 1 queen bed
3–8 Nov
4.9 out of 5 average rating, 423 reviews
Home in Portland
Central and Sunlit, East Bayside Cottage
3 bedrooms, 3 queen beds
1–6 May
New place to stay
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
1 king bed
19–24 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
1 bedroom, 2 beds
26–31 Aug
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Flat in Portland
Luxury Retreat In Back Cove | 10 Min to Downtown
2 bedrooms, 3 beds
2–7 Sept
5.0 out of 5 average rating, 110 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
14–19 Sept
4.96 out of 5 average rating, 170 reviews