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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest suite in Portland
Gorgeous Studio 2 Blocks from Eastern Prom!
1 bedroom, 2 beds, 1 private bathroom
29 Aug – 3 Sept
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4.93 out of 5 average rating, 359 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, 1 bathroom
9–14 Aug
Home in Portland
Charming house near downtown and comfortable.
New place to stay, 3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 179 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Aug
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Home in Kennebunk
Private, family friendly getaway.
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 8 beds, 2 bathrooms
21–26 Sept
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 115 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
4.89 out of 5 average rating, 626 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
5.0 out of 5 average rating, 12 reviews, 1 bed, 1 bathroom
20–25 Dec
Top guest favourite
Flat in Portland
Downtown Historical Victorian 2 BR APT
4.98 out of 5 average rating, 228 reviews, 2 bedrooms, 2 beds, 1 bathroom
22–27 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, 214 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 274 reviews, 1 queen bed, 1 bathroom
17–22 Oct
Top guest favourite
Cabin in Gray
Chickadee Cottage
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 4 beds, 1 bathroom
14–19 May
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
4.95 out of 5 average rating, 770 reviews, 1 bed, 1 bathroom
31 Oct – 5 Nov
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
4.99 out of 5 average rating, 465 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
4.98 out of 5 average rating, 212 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
4.97 out of 5 average rating, 319 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
4.95 out of 5 average rating, 541 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Dec