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
Brand new 2 bedroom, Greenport Village, 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
Gorgeous 5 bdrm 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
Lovely Ocean Ridge A-Frame on National Seashore Boundary with ocean views
Long Island > Fire Island > Davis Park
House, Bedroom(s): 4, Sleeps: 8
House, 4 Bedrooms, 2 Baths, (Sleeps 8)
$450 - $900 /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.
$400 - $900 /Night
Montauk House with Lake View
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 8
Main house
$450 - $1,150 /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
Pet Friendly, Bayfront Retreat Close to Ocean Beach 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 & playground.
$900 - $1,500 /Night
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
Coastal Retreat Waterfront, Deck, Awesome Views
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 6
This waterfront property offers a seamless blend of sophistication, comfort, and natural beauty.
$395 - $1,800 /Night
After Dune Delight Beach Cottage | Steps to Shore
Long Island > North Fork > Wading River
House, Bedroom(s): 2, Sleeps: 4
Entire home in Wading River, New York 4 guests 2 bedrooms 3 beds 1 bath
$200 - $800 /Night
Boutique Waterfront Home w Pool in the Heart of North Fork Wine Country
Long Island > North Fork > Southold
House, Bedroom(s): 4, Sleeps: 12
Newly Renovated Waterfront Home w/Pool in Southold, NY - ALL RENTALS ARE MINIMUM 14 DAYS
$339 - $1,399 /Night
Wading River Beach Studio | Steps to Shore, Full Kitchen
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 1, Sleeps: 2
Beach studio in Wading River, steps from the shore on Long Island Sound. Queen bed, pullout sofa sleeper, full kitchen with breakfast bar, and a full bathroom.
$92 - $233 /Night
East Hampton Designer Gem in Private Clearwater Beach Association with pool!
Long Island > Hamptons > East Hampton
House, Bedroom(s): 3, Sleeps: 8
Beautiful newly renovated home with a pool located in private Clearwater Beach!
$400 - $1,300 /Night
Steve’s Place | Heated Pool Southold Retreat
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
Perfect Southampton Village Getaway
Long Island > Hamptons > Southampton
House, Bedroom(s): 3, Sleeps: 6
3 bedroom, 3 full bath
$550 - $645 /Night
Blufftop Cottage | Sound Views + Screened Porch
Long Island > North Fork
Cottage, Bedroom(s): 2, Sleeps: 4
Two-bedroom cottage on a Long Island Sound bluff in Baiting Hollow with panoramic water views and private beach access via stairs.
$143 - $18,700 /Night
Waterfront Family Friendly 6 Bedroom 4 Bath Pool & Hot Tub FREE EV CHARGING
Long Island > Hamptons > Westhampton
House, Bedroom(s): 6, Sleeps: 14
Large Well Maintained Spacious Home W/ Pool & Hot Tub Great Reviews
$315 - $1,750 /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

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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