Vacation Rentals

FEATURED

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.

ID#: 897 | Last update: 09-Jul-2026 | 19563 View(s)

$350 - $1,900 /Night

8 Reviews

FEATURED

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.

ID#: 893 | Last update: 20-May-2026 | 3662 View(s)

$295 - $2,100 /Night

47 Reviews

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

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.

ID#: 925 | Last update: 20-Feb-2026 | 3167 View(s)

$550 - $1,500 /Night

21 Reviews

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!

ID#: 923 | Last update: 18-Apr-2025 | 4015 View(s)

$550 - $1,500 /Night

18 Reviews

Luxurious living in Greenport's private Rock Cove Estates on the Sound

Long Island > North Fork > Greenport

House, Bedroom(s): 4, Sleeps: 12

Luxurious living in Greenport's private Rock Cove Estates on the sound

ID#: 1047 | Last update: 18-Apr-2025 | 3157 View(s)

0 Reviews

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.

ID#: 922 | Last update: 20-Feb-2026 | 3873 View(s)

$400 - $900 /Night

17 Reviews

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.

ID#: 155 | Last update: 06-Apr-2026 | 4164 View(s)

$700 - $2,375 /Night

34 Reviews

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.

ID#: 839 | Last update: 28-Apr-2025 | 7584 View(s)

$900 - $1,500 /Night

16 Reviews

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

ID#: 176 | Last update: 28-Apr-2025 | 19372 View(s)

$500 - $630 /Night

52 Reviews

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.

ID#: 1012 | Last update: 30-Apr-2026 | 2658 View(s)

$395 - $1,800 /Night

17 Reviews

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.

ID#: 1005 | Last update: 30-Apr-2026 | 1071 View(s)

$92 - $233 /Night

4 Reviews

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!

ID#: 870 | Last update: 25-Jan-2026 | 4623 View(s)

$400 - $1,300 /Night

1 Reviews

4 Bedroom Beach House with Hot Tub

Long Island > Fire Island > Ocean Bay Park

House, Bedroom(s): 4, Sleeps: 10

Home away from home family beach retreat.

ID#: 755 | Last update: 17-May-2026 | 7958 View(s)

$1,100 /Night

16 Reviews

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!

ID#: 1020 | Last update: 30-Apr-2026 | 3619 View(s)

$431 - $1,019 /Night

6 Reviews

HAMPTONS RETREAT *POOL & HOT TUB*

Long Island > Hamptons > East Quogue

House, Bedroom(s): 3, Sleeps: 7

3 bedrooms, 2 full bathrooms, sleeps 7

ID#: 560 | Last update: 03-Mar-2025 | 11617 View(s)

$600 - $800 /Night

13 Reviews

Chalet-by-the-Sea

Long Island > Fire Island > Kismet

House, Bedroom(s): 4, Sleeps: 8

House, 4 Bedrooms, 1.5 Baths, sleeps 8.

ID#: 661 | Last update: 20-May-2026 | 9775 View(s)

$500 - $1,000 /Night

3 Reviews

OFFER $500.00 discount for 7 night minimum.

Special offer period: Jul 17, 2026 - Sep 6, 2026

Perfect Southampton Village Getaway

Long Island > Hamptons > Southampton

House, Bedroom(s): 3, Sleeps: 6

3 bedroom, 3 full bath

ID#: 191 | Last update: 06-Jul-2026 | 12569 View(s)

$550 - $645 /Night

12 Reviews

Wading River Beach Cottage | Wetland Views, Steps to Shore

Long Island > North Fork > Wading River

House, Bedroom(s): 2, Sleeps: 4

Ideal for nature, this artist-designed home offers unparalleled access to the serene community bay beach of Wading River, where quiet beach days.

ID#: 1121 | Last update: 30-Apr-2026 | 310 View(s)

$430 - $890 /Night

9 Reviews

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

ID#: 467 | Last update: 20-Apr-2025 | 16570 View(s)

$315 - $1,750 /Night

56 Reviews

Scenic Gem: Waterfront View, Beach Access

Long Island > North Fork > Wading River

House, Bedroom(s): 3, Sleeps: 7

Scenic Gem is a peaceful Long Island North Fork retreat offering the perfect balance of comfort, luxury, and breathtaking year-round waterfront views.

ID#: 1119 | Last update: 30-Apr-2026 | 487 View(s)

$389 - $1,020 /Night

1 Reviews

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