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
Guest favourite
Cabin in Lovell
4.98 out of 5 average rating, 253 reviewsSecluded, cozy cabin nestled in the Maine woods
20–27 Jul
₹9,498 per night
Guest favourite
Flat in Portland
4.85 out of 5 average rating, 438 reviewsCozy, Private Apartment
24 Nov – 1 Dec
₹9,947 per night
Guest favourite
Flat in Arundel
4.91 out of 5 average rating, 126 reviewsGinger Hilltop
16–23 Sep
₹9,037 per night
Superhost
Flat in Portland
4.88 out of 5 average rating, 193 reviewsPetit Pad Atop Munjoy Hill+Steps to Eastern Prom!
4–11 May
₹12,810 per night
Guest favourite
Tiny home in Portland
4.97 out of 5 average rating, 397 reviewsThe Garden Cabin Tiny Home
17–24 Sep
₹12,617 per night
Guest favourite
Guest suite in Freeport
4.97 out of 5 average rating, 117 reviewsSolar Suite surrounded by Nature
2–9 Oct
₹10,198 per night
Superhost
Flat in Scarborough
4.82 out of 5 average rating, 615 reviewsYour beach retreat - eat, sleep, beach, repeat!
21–28 Apr
₹9,022 per night
Guest favourite
Home in Portland
4.95 out of 5 average rating, 291 reviewsExplore Portland from a 18th-Century Victorian
10–17 Dec
₹14,361 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
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Cottage rentals Portland
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