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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 private bathroom
20–25 Sept
,
4.96 out of 5 average rating, 520 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
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
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
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
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 216 reviews
Guest favourite
Home in Portland
Charming West End Home w/Parking
1 bedroom, 1 queen bed, 1.5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 226 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
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
Guest favourite
Place to stay in North Yarmouth
Take Me Tenting (Conifer Site)
1 bedroom, 1 bed, 1 bathroom
5–10 Aug
4.94 out of 5 average rating, 142 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
Top guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 58 reviews
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
2 bedrooms, 1 single bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
1 bedroom, 2 beds, 1 bathroom
5–10 Sept
4.93 out of 5 average rating, 231 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
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
Guest house in Falmouth
Charming Guest House in the heart of Falmouth
1 bedroom, 2 queen beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 3 reviews