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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest suite in Portland
Private guest suite in Back Cove
1 bedroom, 1 bed, 1 private bathroom
29 Aug – 3 Sept
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4.86 out of 5 average rating, 293 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 157 reviews, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
4.96 out of 5 average rating, 224 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Nov
Top guest favourite
Guest suite in Portland
Sunny West End Guest Suite w/Harbor Views and Pool
4.99 out of 5 average rating, 369 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
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
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
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
Home in Westbrook
Cozy Cape in the Brook
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Room in Portland
Sweet Pink-y House Cozy Room
4.95 out of 5 average rating, 177 reviews, 1 double bed, 1.5 bathrooms
18–23 Oct
Top guest favourite
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 7 reviews, 2 beds, 1 bathroom
8–13 Sept
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 215 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Flat in Portland
Rooftop Deck | 5 Min to Downtown | Parking
4.91 out of 5 average rating, 69 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Oct
Guest favourite
Apartment in Gorham
The Maine Adventure
4.93 out of 5 average rating, 14 reviews, 3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
5.0 out of 5 average rating, 75 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Sept
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
4.92 out of 5 average rating, 642 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Top guest favourite
Flat in Portland
Charming West End Victorian
4.95 out of 5 average rating, 450 reviews, 1 bedroom, 3 beds, 1 bathroom
31 Oct – 5 Nov
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 275 reviews, 1 queen bed, 1 bathroom
17–22 Oct
Guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
4.96 out of 5 average rating, 519 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Aug
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 169 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept