Southold Vacation Rentals

Name: Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Address: Riverhead
Price range: $942

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Southold hotels

Vacation Rentals in Southold

Enjoy Autumn with us.

Located in Southold, this vacation home is by the sea, within a 5-minute drive of The Old Field Vineyards and Sparkling Pointe.

Pool

Kitchen

Beautiful Private 4 BR, Heated Pool. Close to Everything.

With a stay at this vacation home in East Hampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and Three Mile Harbor.

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

With a stay at this vacation home in Westhampton, you'll be on the waterfront, within a 10-minute drive of The Hamptons Beaches and Westhampton Beach Performing Arts Center.

Pool

Hot Tub

Cozy Westbrook Vacation Rental - Walk to Beach!

With a stay at this vacation home in Westbrook (Westbrook Center), you'll be a 1-minute drive from Westbrook Town Beach and 6 minutes from Tanger Outlets.

Village Fringe Available May 24th - October 31st. Family/Pet Friendly

With a stay at this vacation home in East Hampton (East Hampton North), you'll be within a 5-minute drive of The Hamptons Beaches and Hither Hills State Park.

Pool

Kitchen

COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

With a stay at this vacation home in Amagansett (Beach Hampton), you'll be steps from The Hamptons Beaches and 14 minutes by foot from Amagansett Beach.

Kitchen

Washer

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.

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

With a stay at this vacation home in Southampton, you'll be within a 10-minute drive of The Hamptons Beaches and Southampton Golf Range.

Pool

Hot Tub

Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

With a stay at this vacation home, you'll be centrally located in East Hampton, within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.

Pool

Hot Tub

Gorgeous private Hamptons house with pool and volleyball court

With a stay at this vacation home in Hampton Bays, you'll be a 4-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.

Pool

Kitchen

Beautiful Hamptons home close to beaches, shopping, & restaurants!

With a stay at this vacation home in Hampton Bays, you'll be a 3-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

$942

includes taxes & fees

$914 per night

Feb 24 - Feb 25

Located in Riverhead, this vacation home is a 2-minute drive from Roanoke Vineyards and 6 minutes from Long Island National Golf Club.

Don't see what you're looking for?

See all available properties in Southold

View all properties

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.