Southold Vacation Rentals

Name: Unique location fenced in private beach
Address: Hampton Bays

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Vacation Rentals in Southold

Waterfront House with picture-perfect views from all 3 levels.

Located in Westbrook (Westbrook Center), this vacation home is within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

With a stay at this vacation home in Westhampton Beach, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Westhampton Beach Performing Arts Center.

10 Bedroom Hampton House with a regulation size Pickleball

With a stay at this vacation home in Hampton Bays, you'll be near the beach, within a 5-minute drive of The Hamptons Beaches and Ponquogue Beach.

Large Charming Historic House close to Beaches

With a stay at this vacation home in Clinton, you'll be near the beach, just a 4-minute walk from Adam Stanton House and General Store Museum and 12 minutes by foot from Clinton Town Beach.

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

When you stay at this vacation home in Clinton, you'll be near the beach and 11 minutes by foot from Clinton Town Beach.

Charming Village home in the heart of Southampton

With a stay at this vacation home in Southampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and North Main Street Historic District.

Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

With a stay at this vacation home in Sag Harbor, you'll be within a 15-minute walk of The Hamptons Beaches and Oakland Cemetery.

Sprawling Southampton Home: Private Pool

With a stay at this vacation home in Southampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Shinnecock Hills Golf Course.

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

With a stay at this vacation home in Hampton Bays, you'll be on the beach, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

With a stay at this vacation home in Southampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and North Main Street Historic District.

New Madison beach house - Ocean front- Great views- booking Summer 2025

Located in Madison, this vacation home is by the ocean, within a 10-minute drive of Deacon John Grave House and Anna Mia's.

Unique location fenced in private beach

With a stay at this vacation home in Hampton Bays, you'll be on the beach, within a 5-minute drive of The Hamptons Beaches and Ponquogue Beach.

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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.