Find & Compare Unique Stays in Long Island, NY

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Long Island, NY unique stays
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The Most Popular Unique Places to Stay in Long Island, NY

Cool Places to Stay with a Pool in Long Island, NY

Modern Farmhouse W/ Heated Pool, Beach, Horses And Winery In Heart Of North Fork - Long Island, NY
10 19 reviews

Modern Farmhouse W/ Heated Pool, Beach, Horses And Winery In Heart Of North Fork

farm, Mattituck
Discover a unique stay in Mattituck, North Fork, a mere 10-minute walk from Love Lane's shops and the train station, and just under a 2-minute drive from Breakwater Beach.
This modern farmhouse offers a heated saltwater pool and accommodates up to 8 guests, perfect for a family-friendly, unusual accommodation experience.
2-bedroom Park Model Cottage - Long Island, NY
9.5 40 reviews

2-bedroom Park Model Cottage

cabin, Greenport
Located at the eastern tip of Long Island's North Fork, this luxury park model offers over 38 acres of secluded escape.
Enjoy a unique stay with exclusive access to a resort-style heated pool, pickleball courts, and a fire pit, perfect for up to six guests.
Cozy Orient Farmhouse On 1.6 Acres With Pool And Walk To Beach - Long Island, NY
10 8 reviews

Cozy Orient Farmhouse On 1.6 Acres With Pool And Walk To Beach

manor house, Orient
Discover an unusual accommodation on 1.6 private acres, just 800 metres from Orient Point County Park beaches and a short drive from Orient Beach State Park.
This historic farmhouse offers a heated outdoor pool with hot tub, ample space for 10 guests, and a separate den for children, promising a unique stay.

Unique Places to Stay with a Hot Tub in Long Island, NY

Tiny Twistedvintage Beach/hot Tub  Jfk Airport - Long Island, NY
9.6 38 reviews

Tiny Twistedvintage Beach/hot Tub Jfk Airport

cabin, New York
Just 1 block from the bay and 3 blocks from the beach, this New York cabin offers a coastal getaway and a unique stay.
Enjoy a retro 70s studio with shared hot tub access and bikes for rent, perfect for exploring surf and skate spots.

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Unique Family-Friendly Stays in Long Island, NY

Peconic River Boatel - Long Island, NY
10 22 reviews

Peconic River Boatel

houseboat, Riverhead
Enjoy a unique stay on the Peconic River in Riverhead, with direct dock access to Peconic Riverfront Park and a short walk to downtown's restaurants and breweries.
This houseboat offers 93 square metres of living space, accommodating up to five guests with air conditioning, a terrace, and proximity to Treasure Cove Marina for water sports.
Peconic River Boatel - Long Island, NY
10 26 reviews

Peconic River Boatel

barge, Riverhead
This barge offers a unique stay on the Peconic River, just 500 yards from Riverhead's dining and breweries and adjacent to Peconic Riverfront Park.
Enjoy a one-of-a-kind stay with family and pets, featuring a kitchen, air conditioning, and direct river access for kayaking and exploring.
Family Cottage With 4 King Beds - Long Island, NY
No reviews

Family Cottage With 4 King Beds

chalet, Norwalk
Near the beach, this Norwalk chalet is within 5 kilometres of the Maritime Aquarium and Historic South Norwalk.
This unusual accommodation offers family-friendly facilities, including WiFi and gas grills, for a memorable stay.
The Chequit - Long Island, NY
No reviews

The Chequit

island, Shelter Island Heights
Perfectly situated in Shelter Island Heights, this island is a 5-minute drive from Shelter Island Country Club and Sylvester Manor, and 1.8 kilometres from Sunset Beach.
Enjoy a unique stay with complimentary Wi-Fi and onsite dining, offering a quirky retreat for your visit.

Unique Pet-Friendly Accommodation in Long Island, NY

Captain's Cottage On Working Farm With Animals - Long Island, NY
9.7 293 reviews

Captain's Cottage On Working Farm With Animals

cabin, Cold Spring Harbor
On a historic farm in Cold Spring Harbor, this renovated cottage offers a tranquil rural escape.
Experience a unique stay with farm animals, organic produce, and a private deck with a BBQ, perfect for exploring Kerber's Farm store.
Classic Bridgehampton Farmhouse - Heated Pool - South Of Highway - Walk To Town - Long Island, NY
No reviews

Classic Bridgehampton Farmhouse - Heated Pool - South Of Highway - Walk To Town

manor house, Bridgehampton
South of the highway in Bridgehampton, this restored farmhouse manor house offers a unique stay, just 300 metres from the village and 1.5 kilometres from the beach.
This unusual accommodation boasts six bedrooms, a heated gunite pool, and is perfectly situated for exploring Shinnecock Hills Golf Course.
Newly Renovated Rockaway Beach Bungalow - Long Island, NY
9.7 64 reviews

Newly Renovated Rockaway Beach Bungalow

bungalow, New York
Just 500 metres from Rockaway Beach, this 1910 bungalow offers a unique stay with easy access to the A train for a 50-minute commute to Manhattan.
This newly renovated accommodation is perfect for families or friends, boasting a garden and entertainment amenities for a comfortable and personal escape.
Beach Lodge With Private Beach-2.5 Acres Of Quiet Nature,4 Beds, Chefs Kitchen - Long Island, NY
No reviews

Beach Lodge With Private Beach-2.5 Acres Of Quiet Nature,4 Beds, Chefs Kitchen

chalet, Southold
Just 800 metres from Greenport's dining scene, this chalet offers exclusive private beach access for a truly unique stay.
This four-bedroom chalet sleeps eleven, boasting a chef's kitchen, two living areas, and a 2.5-acre parkland setting for an unusual accommodation experience.
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