Holiday rentals in Long Island
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Top-rated holiday rentals in Long Island
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 Long Island holiday rentals
Other great holiday rentals in Long Island
Guest favourite
Guest suite in South Portland
5.0 out of 5 average rating, 681 reviewsOceanfront with amazing views and private entrance
27 Sep – 4 Oct
$441 SGD per night
Guest favourite
Apartment in Portland
4.84 out of 5 average rating, 205 reviewsOld Port on foot-additional parking option avail
7–14 Dec
$145 SGD per night
Guest favourite
Guest suite in Windham
4.92 out of 5 average rating, 151 reviewsMillers Private Studio on Highland Lake
8–15 Nov
$157 SGD per night
Guest favourite
Flat in Portland
4.85 out of 5 average rating, 438 reviewsCozy, Private Apartment
8–15 Nov
$169 SGD per night
Guest favourite
Flat in Portland
4.96 out of 5 average rating, 152 reviewsCompact & Complete in residential neighborhood
23–30 Oct
$210 SGD per night
Guest favourite
Guest house in Cumberland
4.97 out of 5 average rating, 153 reviewsCottage Under a Crabapple Tree
5–12 May
$211 SGD 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
$206 SGD 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
11–18 Jan
$181 SGD per night
Quick stats about holiday rentals in Long Island
Total rentals
60 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
$109 SGD before taxes and fees
Destinations to explore
- Portland 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
- Rentals with outdoor seating Long Island
- House rentals Long Island
- Rentals with a washing machine and dryer Long Island
- Pet-friendly rentals Long Island
- Monthly Rentals Long Island
- Family-friendly rentals Long Island
- Rentals with a patio Long Island
- Cottage rentals Long Island
- Rentals with beach access Long Island
- Family-friendly rentals Long Island
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
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- Villa Rentals United Kingdom
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- Holiday Apartments Australia
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
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- Beach Houses United Kingdom
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- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom