Holiday rentals in Portland
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Top-rated holiday rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland
Superhost
Flat in Portland
4.78 out of 5 average rating, 304 reviewsStudio w/ Patio, Sauna & Onsite Massage
5–12 Jan
₹9,070 per night
Guest favourite
Cabin in Lovell
4.97 out of 5 average rating, 254 reviewsSecluded, cozy cabin nestled in the Maine woods
19–26 Nov
₹9,480 per night
Superhost
Flat in Portland
4.82 out of 5 average rating, 351 reviewsSpacious and Comfortable Private Apartment
2–9 Apr
₹8,363 per night
Guest favourite
Guest suite in Scarborough
4.98 out of 5 average rating, 138 reviewsBeautiful, private apartment!! Great location!
29 Nov – 6 Dec
₹10,555 per night
Guest favourite
Tiny home in Portland
4.97 out of 5 average rating, 397 reviewsThe Garden Cabin Tiny Home
30 May – 6 Jun
₹12,513 per night
Guest favourite
Flat in Arundel
4.91 out of 5 average rating, 126 reviewsGinger Hilltop
26 Nov – 3 Dec
₹8,995 per night
Guest favourite
Home in Freeport
4.99 out of 5 average rating, 163 reviews"The Cozy Cottage in the heart of Freeport Village
2–9 May
₹9,695 per night
Guest favourite
Guest house in Cape Elizabeth
4.98 out of 5 average rating, 138 reviewsNewly built private guest suite off Shore Road
4–11 Apr
₹13,775 per night
Quick stats about holiday rentals in Portland
Total rentals
1.5T properties
Rentals with dedicated workspaces
780 properties have a dedicated workspace
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
400 properties allow pets
Family-friendly rentals
780 properties are a good fit for families
Total number of reviews
1.5L reviews
Destinations to explore
- Cambridge Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Waterfront rentals Portland
- Rentals with breakfast Portland
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