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Search results; Over 1,000 homes in Portland

Top guest favourite
Boutique hotel in Portland
The Library | Guestroom 6
1 bedroom, 1 bed, 1 bathroom
11–16 Oct
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4.97 out of 5 average rating, 75 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 160 reviews, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
5.0 out of 5 average rating, 141 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
4.91 out of 5 average rating, 47 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Aug
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Oct
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
19–24 Oct
Home in Portland
Central and Sunlit, East Bayside Cottage
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
1–6 May
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
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
4.96 out of 5 average rating, 225 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Nov
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 183 reviews, 1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Top guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
4.97 out of 5 average rating, 580 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
Guest favourite
Flat in Portland
Rooftop Deck | 5 Min to Downtown | Parking
4.91 out of 5 average rating, 70 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Oct
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
4.92 out of 5 average rating, 299 reviews, 3 bedrooms, 10 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
Top guest favourite
Flat in Portland
Charming West End Victorian
4.95 out of 5 average rating, 451 reviews, 1 bedroom, 3 beds, 1 bathroom
31 Oct – 5 Nov
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
4.97 out of 5 average rating, 63 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
4.96 out of 5 average rating, 477 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Nov
Top guest favourite
Flat in Portland
The Yankee Dugout
4.98 out of 5 average rating, 194 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept