Pet Friendly Long Island Vacation Rentals

Enchanting home with beautiful bay views in the heart of Greenport Village
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 10
Enchanted home with beautiful bay views. This house has it all!
$550 - $1,500 /Night
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
Long Island > North Fork > Greenport
Apartment, Bedroom(s): 2, Sleeps: 6
Enjoy this beautifully renovated first-floor “Captains House” apartment in the heart of Greenport Village. Harbor Views! Walk to town.
$600 - $900 /Night
2 bedroom Brand new! Walk to town! Marina Views!!
Long Island > North Fork > Greenport
Apartment, Bedroom(s): 4, Sleeps: 10
Beautiful marina views. Gorgeous chef's kitchen, hardwood floors throughout, marble baths, barn doors. Located in the village of Greenport, walk to town.
$550 - $1,500 /Night
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
Lakeside Haven: Private Dock, Water Views
Long Island > North Fork > Mattituck
House, Bedroom(s): 4, Sleeps: 9
Beautiful Long Island Sound Beach with incredible sunsets.
$579 - $1,545 /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.
Amagansett 5BR Estate, 60 ft Pool
Long Island > Hamptons > Amagansett
House, Bedroom(s): 5, Sleeps: 10
Great Hamptons style in Amagansett's Bell Estate.
$1,200 - $2,400 /Night
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.
Perfect Southampton Village Getaway
Long Island > Hamptons > Southampton
House, Bedroom(s): 3, Sleeps: 6
3 bedroom, 3 full bath
$550 - $645 /Night
Pet Friendly, Bayfront Retreat Close to Restaurants & Shops
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 12
Ocean Beach 5-Bedroom 2 Bathroom, Coastal Living close to town's dining & shopping.
$900 - $1,450 /Night
Waterfront Family Friendly 6 Bedroom 4 Bath Seclude 3 Acre Estate w Pool & Hot Tub
Long Island > Hamptons > Westhampton
House, Bedroom(s): 6, Sleeps: 12
Large Well Maintained Spacious Home W/ Pool & Hot Tub Great Reviews
$315 - $1,750 /Night
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
Hamptons Oasis: Pool, Hot Tub, & Volleyball Court
Long Island > Hamptons > Hampton Bays
House, Bedroom(s): 4, Sleeps: 10
Experience the best of North Fork with a stay in this 2000 square foot home that has 4 bedrooms and 2.5 bathrooms.
$381 - $1,025 /Night
Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport
Long Island > North Fork
House, Bedroom(s): 3, Sleeps: 6
Beautiful home located on the North Fork of Long Island!
$504 - $2,193 /Night
Sprawling Southampton home with pool & jacuzzi room for entire family
Long Island > Hamptons > Southampton
House, Bedroom(s): 4, Sleeps: 14
4 Bedrooms, 3.5 Baths, Sleeps 14
$500 - $2,500 /Night
Summer Retreat w Dock on Inlet has Activities for All from Kayaks to Vineyards
Long Island > North Fork > Mattituck
House, Bedroom(s): 6, Sleeps: 16
Tucked away on the Mattituck inlet on the North Fork of Long Island, most of our guests don't even know there are houses where our home is located.
$349 - $1,399 /Night
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 - $1,333.33 /Night
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
Secluded, great bay views, great for families, close friends
Long Island > Fire Island > Kismet
House, Bedroom(s): 5, Sleeps: 12
Now renting for 2024 in Beautiful Kismet.
$490 - $1,835 /Night
Newly Renovated Waterfront Home with Pool in the heart of North Fork
Long Island > North Fork > Mattituck
House, Bedroom(s): 5, Sleeps: 12
4 Bedroom 3 Bathroom Waterfront Home w/ Pool
$349 - $1,399 /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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