Pet Friendly Long Island Vacation Rentals

Steps from the Beach- dog-friendly, outdoor shower, renovated kitchen and master bedroom
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 10
This super bright and beach-themed home is located in the Ocean Beach Village on Fire Island and only two-hundred feet from the water.
$350 - $1,900 /Night
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,FamPet Frly
Long Island > Hamptons > Westhampton Beach
House, Bedroom(s): 6, Sleeps: 12
6 bedroom, 4.5 bathroom, 4,200 sq ft cedar shingle home with high-end finishings, appliances and latest technology throughout.
$295 - $2,100 /Night

OFFER Book a stay of 7 or more days and receive a 10% discount. An additional 10% for early bookings to for reservations made 60+ days in advance.

Special offer period: May 19, 2026 - May 20, 2027

Glorious Sunset Strolls & Poolside Perfection Await!
Long Island > Hamptons > East Hampton
House, Bedroom(s): 4, Sleeps: 8
4 bedrooms (2 ensuite), 3 full bathrooms, 1 half bath, sleeps 8, heated pool
$650 - $2,000 /Night
Pet Friendly, Charming Bay View Cottage Close to Shops and Restaurants
Long Island > Fire Island > Ocean Beach
Cottage, Bedroom(s): 2, Sleeps: 5
This cottage is perfectly located just one house off the Great South Bay & a 2-minute walk to Fine Seaside Restaurants, Markets & Shopping
$500 - $630 /Night
Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village
Long Island > Hamptons > East Hampton
House, Bedroom(s): 3, Sleeps: 6
Experience tranquility & convenience in the heart of East Hampton Village. Take morning strolls to cafes & boutiques. Return home to relax by the pristene pool.
$700 - $2,375 /Night
Perfect Southampton Village Getaway
Long Island > Hamptons > Southampton
House, Bedroom(s): 3, Sleeps: 6
3 bedroom, 3 full bath
$550 - $645 /Night
Luxury Beach Cottage: Wineries, Shopping & The Hamptons
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 1, Sleeps: 3
1 Bedroom, 1 Bath, Sleeps 3
$79 - $362 /Night
Entire home Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS
Long Island > Hamptons > Sag Harbor
House, Bedroom(s): 3, Sleeps: 6
Sag Harbor Private 1.5acre Oasis with access to all private resident beaches. Special Offer- July 27- Labor Day based on select dates and length of stay.
$1,150 - $1,850 /Night
Hilltop Haven in Montauk, Family & Pet Friendly, Designer Digs, Walk to Ocean & Town
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 9
Renovated Modern Farmhouse with pool, Super Private, Family & Pet Friendly, Comfortable, Clean & Fully Stocked w/ All You Need!
$700 - $3,500 /Night
Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120
Long Island > Hamptons > Montauk
House, Bedroom(s): 5, Sleeps: 12
Beautiful, spacious five bedroom, three full bath in Culloden Shores with private beach access is the ideal family rental! Walk to beach and Montauk Harbor.
$600 - $1,050 /Night
Water View Beach House just steps to Private Sandy Beach
Long Island > North Fork > Southold
House, Bedroom(s): 4, Sleeps: 8
Newly Renovated 4-Bedroom Ranch just steps away from a private Sandy Beach! Permit #630
$350 - $1,000 /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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