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Search results; Over 1,000 homes in Portland

Guest favourite
Home in Portland
"The Cottage" on Peaks Island
3 bedrooms, 3 beds, 2 private bathrooms
17–22 Sept
,
4.9 out of 5 average rating, 97 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 165 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds, 2 bathrooms
27 Aug – 1 Sept
4.91 out of 5 average rating, 47 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
Camper van/Motorhome in Portland
Modern Camper Retreat Near Portland Jetport (PWM)
1 bed, WC
6–11 Aug
New place to stay
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, 51 reviews
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 470 reviews
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
Guest favourite
Cabin in Freeport
Secluded geodesic dome for two near stream - 27
1 bedroom, 1 queen bed, No bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 62 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
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Portland
Mary J. Eastburn House - Baxter Suite
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 146 reviews
Guest favourite
Place to stay in North Yarmouth
Take Me Tenting (Conifer Site)
1 bedroom, 1 bed, 1 bathroom
6–11 Aug
4.94 out of 5 average rating, 142 reviews
Top guest favourite
Flat in Portland
Bright & Sunny West End Apartment.
2 bedrooms, 5 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 619 reviews
Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 317 reviews
Top guest favourite
Flat in Portland
Charming and Bright 2-Bedroom Portland Apartment
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 46 reviews
Guest favourite
Flat in Portland
Coastal-Vibe 2BR w/ Off-Street Parking
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 32 reviews