Westhampton Vacation Rentals

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Vacation Rentals in Westhampton

Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

Jamesport NY

Located in Riverhead, this vacation home is within a 15-minute walk of Terra Vite North Fork Winery & Vineyard and Jason's Vineyard.

Kitchen

Washer

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Hampton Bays NY

$1,085 nightly

$1,240 total

Dec 14 - Dec 15

Total with taxes and fees

Located in Hampton Bays, this vacation home is on the waterfront, within a 5-minute drive of The Hamptons Beaches and Ponquogue Beach.

Hot Tub

Kitchen

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays NY

Located in Hampton Bays, this vacation home is by the sea, within a 5-minute drive of Meschutt Beach and The Hamptons Beaches.

Hot Tub

Kitchen

Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

Sound Beach NY

Located in Sound Beach, this vacation home is by the sea, a 3-minute drive from Cedar Beach and 5 minutes from Clifton H. Lee Memorial Park.

Kitchen

Washer

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Southampton NY

Located in Southampton, this vacation home is by the sea, a 5-minute walk from The Hamptons Beaches and within a 5-minute drive of Elizabeth A. Morton National Wildlife Refuge.

Pool

Kitchen

Drifted Inn. North Fork Escape Paradise!

Riverhead NY

When you stay at this vacation home in Riverhead, you'll be near the beach and 7 minutes by car from Hallockville Museum Farm.

Hot Tub

Kitchen

🌞 DUNE ROAD STEPS TO THE OCEAN - 4 BEDROOM HOME ⛱ 🌊

Westhampton Beach NY

With a stay at this vacation home in Westhampton Beach, you'll be on the beach, just a 2-minute walk from Moriches Bay and 6 minutes by foot from The Hamptons Beaches.

Kitchen

Washer

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton NY

With a stay at this vacation home in Southampton, you'll be within a 5-minute drive of Southampton Golf Range and North Main Street Historic District.

Pool

Hot Tub

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Westhampton Beach NY

Located in Westhampton Beach, this vacation home is by the sea, within a 5-minute drive of Westhampton Beach Performing Arts Center and Quogue Community Hall.

Pool

Kitchen

4-bedroom house in awesome Brookhaven with AC

Brookhaven NY

$703 nightly

$803 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

Located in Brookhaven, this vacation home is within a 5-minute drive of Gateway Playhouse and Great South Bay.

Washer

Dryer

Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays

Hampton Bays NY

Located in Hampton Bays, this vacation home is by the sea, within a 5-minute drive of Good Ground Park and Regal UA Hampton Bays.

Pool

Kitchen

Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...

Peconic NY

When you stay at this vacation home in Peconic, you'll be near the beach, within a 5-minute drive of Sannino's Bella Vita Vineyard and Goldsmith's Inlet Park.

Pool

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.