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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 private bathrooms
18–23 Oct
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4.97 out of 5 average rating, 175 reviews
Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds
8–13 Nov
4.93 out of 5 average rating, 323 reviews
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds
20–25 Oct
4.96 out of 5 average rating, 374 reviews
Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 74 reviews
Top guest favourite
Home in Portland
Modern Portland House - Minutes to the Old Port!
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 16 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
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
22–27 Oct
4.99 out of 5 average rating, 229 reviews
Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 3 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
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.96 out of 5 average rating, 223 reviews
Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds
7–12 Nov
4.94 out of 5 average rating, 188 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
Home in Cape Elizabeth
Crescent Meadows
3 bedrooms, 5 beds
8–13 Sept
New place to stay
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds
25–30 Oct
4.94 out of 5 average rating, 89 reviews
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Portland
Coastal-Vibe 2BR w/ Off-Street Parking
2 bedrooms, 2 queen beds
6–11 Sept
4.97 out of 5 average rating, 37 reviews
Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms, 8 beds
20–25 Sept
4.95 out of 5 average rating, 42 reviews
Flat in Portland
Comfortable Apartment top of Munjoy Hill
2 bedrooms, 2 beds
21–26 Sept
5.0 out of 5 average rating, 4 reviews