Suffolk County Vacation Rentals

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Vacation Rentals in Suffolk County

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

Aqua Vista

Greenport, NY

With a stay at this vacation home in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from East End Seaport Maritime Museum.

Kitchen

Washer

Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

Amagansett NY

With a stay at this vacation home in Amagansett (Beach Hampton), you'll be within a 10-minute walk of The Hamptons Beaches and Amagansett Beach.

Washer

Dryer

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Sag Harbor NY

Located in Sagaponack, this vacation home is by the sea, a 4-minute drive from Wolffer Estates Vineyard and 5 minutes from South Fork Natural History Museum and Nature Center.

Pool

Hot Tub

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Montauk NY

With a stay at this vacation home in Montauk, you'll be on the beach, just a 1-minute walk from The Hamptons Beaches and 10 minutes by foot from Second House Museum.

Pool

Kitchen

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach NY

With a stay at this vacation home in Centereach, you'll be within a 5-minute drive of Stony Brook University and Smithaven Mall.

Kitchen

Washer

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY

$493 nightly

$563 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

A stay at this vacation home places you in the heart of Cold Spring Harbor, within a 15-minute walk of Cold Spring Harbor State Park and Dolan DNA Learning Center.

Kitchen

Washer

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Hampton Bays NY

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

Charming East Hampton Cottage with Lush Gardens & Indoor-Outdoor Living

East Hampton NY

When you stay at this vacation home in East Hampton, you'll be near the beach, within a 5-minute drive of The Jewish Center of the Hamptons and Home Sweet Home Museum.

Kitchen

Washer

LUXURY BAY SHORE HOME

17 Mowbray Ave Bay Shore NY

With a stay at this vacation home in Bay Shore, you'll be within a 5-minute walk of Gilgo State Park and South Shore University Hospital.

Pet friendly

Parking included

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Brentwood NY

$144 nightly

$165 total

Dec 12 - Dec 13

Total with taxes and fees

Located in Brentwood, this vacation home is within a 5-minute drive of Hauppauge Industrial Park and Nissequogue River.

Pet friendly

Free WiFi

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

East Hampton NY

A stay at this vacation home places you in the heart of East Hampton, within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.

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.