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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
30 Oct – 4 Nov
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4.96 out of 5 average rating, 521 reviews
Top guest favourite
Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds
11–16 Oct
5.0 out of 5 average rating, 238 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
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
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds
12–17 Oct
4.92 out of 5 average rating, 304 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, 27 reviews
Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Portland
AMAZING! Working waterfront views, 94 walk score!
3 bedrooms, 4 beds
25–30 Oct
4.95 out of 5 average rating, 393 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
13–18 Sept
4.99 out of 5 average rating, 195 reviews
Top guest favourite
Flat in Portland
Harborview - Curated East End Escape w/ Parking
2 bedrooms, 4 beds
25–30 Oct
4.99 out of 5 average rating, 153 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.96 out of 5 average rating, 149 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
6–11 Sept
4.96 out of 5 average rating, 56 reviews
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, 224 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed
2–7 Dec
4.99 out of 5 average rating, 904 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, 174 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
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, 301 reviews
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds
25–30 Oct
4.96 out of 5 average rating, 233 reviews