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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
Cozy West End Victorian | EV Charging + Parking
2 bedrooms, 2 beds, 1 private bathroom
23–28 Aug
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4.86 out of 5 average rating, 513 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 159 reviews, 2 beds, 1 bathroom
8–13 Aug
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
4.97 out of 5 average rating, 321 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
4.94 out of 5 average rating, 755 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Home in Kennebunk
Private, family friendly getaway.
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 8 beds, 2 bathrooms
28 Sept – 3 Oct
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
4.92 out of 5 average rating, 1230 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Nov
Guest favourite
Cabin in Yarmouth
Woodland Cottage
5.0 out of 5 average rating, 8 reviews, 1 bed, 1 bathroom
4–9 Oct
Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
4.92 out of 5 average rating, 220 reviews, 1 bedroom, 8 beds, 3.5 bathrooms
8–13 Aug
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
4.99 out of 5 average rating, 895 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Nov
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
5.0 out of 5 average rating, 13 reviews, 1 bed, 1 bathroom
11–16 Dec
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
4.96 out of 5 average rating, 143 reviews, 1 bedroom, 3 beds, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 216 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Oct
Home in Portland
Charming house near downtown and comfortable.
New place to stay, 3 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
Guest favourite
Cottage in Portland
Peaks Island Waterfront
4.93 out of 5 average rating, 118 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Portland
Compact & Complete in residential neighborhood
4.97 out of 5 average rating, 236 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 Jan
Top guest favourite
Flat in Portland
Luxury Retreat In Back Cove | 10 Min to Downtown
5.0 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Flat in Portland
A quintessential Portland getaway.
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug