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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Downtown Historical Victorian 2 BR APT
2 bedrooms, 2 beds, 1 private bathroom
13–18 Sept
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4.98 out of 5 average rating, 228 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
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
Tiny home in Portland
The Garden Cabin Tiny Home
4.95 out of 5 average rating, 547 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Dec
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
Home in Westbrook
Cozy Cape in the Brook
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
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
The Yankee Dugout
4.98 out of 5 average rating, 193 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
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
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
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
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 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
Guest favourite
Cabin in Yarmouth
Woodland Cottage
5.0 out of 5 average rating, 8 reviews, 1 bed, 1 bathroom
4–9 Oct
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 276 reviews, 1 queen bed, 1 bathroom
24–29 Oct