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Search results; Over 1,000 homes in Portland

Guest favourite
Hotel room in Portland
Steps to Old Port | Bed in 8-Bed Female-Only Dorm
1 bedroom, 8 beds, 1.5 private bathrooms
7–12 Sept
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4.88 out of 5 average rating, 359 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 165 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
5.0 out of 5 average rating, 144 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 795 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 222 reviews
Camper van/Motorhome in Portland
Modern Camper Retreat Near Portland Jetport (PWM)
1 bed, WC
6–11 Aug
New place to stay
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
1 bedroom, 1 queen bed, No bathroom
16–21 Aug
4.93 out of 5 average rating, 188 reviews
Top guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds, 1 bathroom
13–18 Nov
4.93 out of 5 average rating, 696 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 520 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 81 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
4.98 out of 5 average rating, 128 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 52 reviews
Guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms, 4 beds, 1 bathroom
12–17 Jun
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 76 reviews
Home in Portland
Walton Home
3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
New place to stay
Guest favourite
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Home in Kennebunk
Private, family friendly getaway.
3 bedrooms, 8 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Chic Portland Penthouse, 2BR
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 150 reviews