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Search results; Over 1,000 homes in Portland

Boutique hotel in Portland
Pet Friendly Garden King in Boutique Hotel
1 bedroom, 1 bed, No bathroom
17–22 Oct
,
4.79 out of 5 average rating, 58 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
7–12 Nov
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.96 out of 5 average rating, 522 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed
29 Oct – 3 Nov
5.0 out of 5 average rating, 492 reviews
Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds
7–12 Sept
4.92 out of 5 average rating, 229 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
8–14 Nov
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds
25–30 Oct
4.92 out of 5 average rating, 304 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
13–18 Sept
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.98 out of 5 average rating, 482 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
18–23 Oct
4.97 out of 5 average rating, 175 reviews
Top guest favourite
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed
30 Oct – 4 Nov
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms, 4 beds
30 Nov – 5 Dec
4.97 out of 5 average rating, 302 reviews
Top guest favourite
Flat in Portland
Charming West End Victorian
1 bedroom, 3 beds
31 Oct – 5 Nov
4.95 out of 5 average rating, 459 reviews
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 28 reviews
Superhost
Rooms in Portland
c1800 Loft Downtown/Walk to Old Port
4 bedrooms, 6 beds
25–30 Oct
New place to stay
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 226 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds
31 Oct – 5 Nov
4.94 out of 5 average rating, 804 reviews
Top guest favourite
Flat in Portland
Small cozy downtown loft
1 bedroom, 1 queen bed
31 Oct – 5 Nov
4.92 out of 5 average rating, 378 reviews
Guest favourite
Flat in Portland
The Aerie
1 bedroom, 1 bed
1–6 Nov
4.78 out of 5 average rating, 280 reviews