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Search results; Over 1,000 homes in Portland

Guest favourite
Boutique hotel in Portland
Historic King Room in Boutique Hotel
1 bedroom, 1 bed, 1 shared bathroom
8–13 Sept
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4.93 out of 5 average rating, 61 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
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
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
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
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
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
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
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
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
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
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
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
2–7 Sept
Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
4.97 out of 5 average rating, 316 reviews, 2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
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
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
Home in Portland
Walton Home
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Portland
Old Port / Parking / Patio
4.99 out of 5 average rating, 847 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Nov