Holiday rentals in Riverhead

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Cozy Home Near Farms & Wineries

Enjoy this home in Baiting Hallow near many entertaining activities. This home will offer comfort to all, whether you are staying alone or spending time with family together. We look forward to hosting you and making sure your stay can be as enjoyable as possible. With this home, you will have a private entrance with free parking that could fit up to 4 cars. This home could sleep up to 5 guests, with 2 beds and 1 sofa bed. NOTE: You will have access to entire house but no access to garage.

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Stunning Farmhouse in NoFo I Heated Pool, Wineries

Modern Farmhouse Oasis | Private Pool | Near Hamptons & North Fork Escape to a stylish sanctuary where modern design meets pastoral charm. Set on a private, one-acre land, this farmhouse is a masterclass in coastal living. Enjoy sun-drenched lounge areas, a sparkling pool, and the constant, cooling luxury of Atlantic breezes. Inside, the home offers a seamless blend of contemporary interiors, and high-speed Wi-Fi—perfect for a peaceful retreat or a "work-from-anywhere" getaway.

North Country Cottage

Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.

J&J's BnB Lovely, BR/Bath w/ Private Entrance!

Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Peconic River Boatel

Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!

Slide out camper on century old working farm

You will have privacy in this 29 foot long 2008 camper with one slideout. It's quite spacious and will sleep 4 adults comfortably. Kids will love the cozy bunk beds. We are located on the North Fork of Long Island close to beaches, county and state parks, wineries and breweries, farm stands. The ocean is 20 minutes away, Long Island Sound and Peconic Bay 10 minutes. Beautiful Greenport and Shelter Island are great destinations for shopping and dining.

Modern Farmhouse Retreat North Fork Wine Country

Escape to this modern farmhouse retreat in North Fork Wine Country. Enjoy a luxurious stay with a fully stocked kitchen, cozy fireplace, Spacious bedrooms, and spa-inspired bathrooms. Relax in peaceful surroundings close to farms, beaches, pumpkin & apple picking, Tanger Outlets, Splish Splash Water Park, and top wineries. Outdoor dining, private fire pit, scenic views, and nearby hiking trails make it perfect for families, couples, or friends.

3Bed/2 Bath - Hamptons Getaway w/ Heated Pool!

Newly renovated and professionally decorated Hamptons home. Located in Hampton Bays just a 5 min drive to beaches, waterfront restaurants, wineries & golf courses. Open floor plan single family home w/ 3 bedrooms, 2 full baths, spacious living room with games and dining room. Large outdoor heated pool. Pool heat is an additional cost. Comfortably fits a group of 6.

Garden Studio with private entrance

Take it easy at this unique and tranquil getaway a short walk to bay beach, wineries and marina. 3 miles to the Sound beaches for amazing sunsets. Or walk down to the bay beach for amazing sunrises. Wheelchair accessible. Beach fun starts here! Beach chairs, coolers, Kayaks, floats, skim boards and boogie boards are available for use.

Bayside Bliss - 2bdrm Lower-level Apartment

Escape to the serene beauty of Long Island's East End with our charming 2-bedroom, 1-bathroom waterfront apartment, nestled perfectly between the North and South Forks. This idyllic retreat offers guests a unique opportunity to experience the best of both worlds – the tranquil beauty of Reeves Bay and the vibrant culture of the Hamptons.