Long Island Vacation Rentals

Sea Breeze Paradise: Beachfront & Panoramic Views
Long Island > North Fork > Southold
House, Bedroom(s): 3, Sleeps: 7
3 Bedrooms, 2 Baths, Sleeps 7
$500 - $2,027 /Night
Respite Ranch: Private Pool, Hot Tub, Beach Access
Long Island > North Fork > Mattituck
House, Bedroom(s): 3, Sleeps: 6
Tucked along the North Fork and located on a serene cul de sac, take in North Fork's tranquility.
DUNES BEACH HOUSE: HOT TUB AND STEPS TO BEACH
Long Island > Rocky Point
House, Bedroom(s): 2, Sleeps: 6
2 Bedrooms, 2.25 Baths, Sleeps 6
$347 - $901 /Night
Luxurious Beach House--Wineries, Farms, The Hamptons (Mermaid Inn)
Long Island > North Fork > Wading River
House, Bedroom(s): 5, Sleeps: 12
5 Bedrooms, 3 Baths, Sleeps 12
$276 - $906 /Night
Large Modern North Fork Barn:Vineyards in backyard, Harbes Farms
Long Island > North Fork > Mattituck
Barn, Bedroom(s): 3, Sleeps: 14
Family, Couples, Friends: Beach, Farm, Wine, and Craft Beer Country.
Beach Bungalow: Nearby Beach, Yard w Firepit
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 3, Sleeps: 6
The Beach Bungalow is a cute beach cottage getaway that's kept affordable for families looking to spend time on the North Fork.
Peconic Sound Beach Home: Backyard & Vineyards
Long Island > North Fork > Peconic
Cottage, Bedroom(s): 3, Sleeps: 7
Lovely Beach Front Home in Mattituck Southold is a quaint beach cottage that has a charming allure.
$424 - $1,443 /Night
Luxury Beach House Heart North Fork Wineries Hamptons Your own Private Beach!
Long Island > North Fork > Wading River
House, Bedroom(s): 2, Sleeps: 5
2 Bedrooms, 2 Baths, Sleeps 5
$495 - $1,513 /Night
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 8
The beach is a 2-minute drive away or 10 minutes on a walk. Take advantage of the kayaks, paddle boards, and fishing poles to immerse in the beach experience.
Poppy's Hampton House: Large Yard,Beach,Newly Renovated,Restaurants
Long Island > Hamptons > Hampton Bays
House, Bedroom(s): 3, Sleeps: 6
Newly full-renovated with 3 bedrooms and 2 bathrooms and comes with a bonus room with queen sofa.
$420 - $1,824 /Night
Southampton Retreat: Heated Pool, Hot Tub, Near Beach
Long Island > Hamptons > Southampton
House, Bedroom(s): 3, Sleeps: 6
Welcome to your ultimate peaceful and luxurious getaway in Southampton!
Coastal Retreat: Waterfront, Deck, Awesome Views
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 7
This waterfront property offers a seamless blend of sophistication, comfort, and natural beauty.
Chic Beach House: Waterfront, Vineyards, Hot Tub
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$115 - $1,644 /Night
QUEEN VIC BEACH HOUSE: 5 MIN TO VINEYARDS & FARMSTANDS
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$600 - $2,500 /Night
This beach house has amazing views secluded steps to the beach!
Long Island > North Fork > Baiting Hollow
House, Bedroom(s): 3, Sleeps: 6
3 Bedrooms, 1.5 Baths, Sleeps 6
$444 - $518 /Night
Once Upon a Tide: True Beach House, beachfront! NEW RENOVATIONS
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$600 - $2,362 /Night
Seaside Stay: Waterfront with Views & Beach Access
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 1, Sleeps: 2
Beach Cottage is a 1 bedroom studio that sleeps up to 2 people and has a sofa bed, a full kitchen, and a full bathroom. Perfect little getaway!
Escape to Paradise: Steps to Beach & Spacious Deck
Long Island > North Fork > Baiting Hollow
House, Bedroom(s): 3, Sleeps: 6
Fall in love with this warm and welcoming home with 3 bedrooms that sleeps 7 people.
Herod Point Hideaway: Near Beach, Pool, Hot Tub
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 2
Come unwind with your entire family or a group of friends at our serene home!
Steve's Place: Heated Pool, 3BR Southold Home, Beach
Long Island > North Fork > Southold
House, Bedroom(s): 3, Sleeps: 6
Everything you would possibly need and want for a wonderful stay is here!
$431 - $1,019 /Night

Discover and Explore Long Island

 

DISCOVER AND EXPLORE LONG ISLAND Anchored in the Atlantic Ocean just southeast of New York City is the East Coast gem of Long Island. Though perhaps best known for its vineyards and vast array of lavish summer vacation rental homes, Long Island is not only a haven for the celebrated rich and famous. With its wealth of white-sand beaches, sky-high surf and Eastern coastal charm, both shores of Long Island attract flocks of regulars and tourists alike, particularly in the warmer months. Set apart by its distinct blue, green and white color palate, Long Island is a summer vacation destination with a long nautical history, perfect for the seafaring soul.

 

Long Island Areas: Orient Point - I s perched on the very northern tip of the North Fork of Long Island. Accessible by automobile but most frequently by ferry from New London across the Sound, Orient is a sleepy... Read more
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