Holiday Rentals in Riverhead, NY

This renovated beach house retreat in Riverhead, Long Island's North Fork, offers a secluded acre backing a lavender farm and is a 2-minute drive (approximately 1.6 kilometres) from Reeves Park Beach.
This 3-bedroom, 1-bathroom holiday home accommodates up to 6 guests and features a kitchen with a fridge, microwave, and dishwasher, central air conditioning, a washer/dryer, and outdoor amenities including a fire pit, BBQ, and dining area, with local attractions such as Roanoke Vineyards and Baiting Hallow Golf Club nearby.

This Remsenburg flat, ideal for those seeking accommodation in Eastport, is conveniently situated near The Hamptons Beaches and William Floyd Estate, with Quogue Community Hall and Suffolk Theatre also within easy reach.
This one-bedroom flat accommodates two guests and features air conditioning and internet, providing a comfortable base with a queen bed and a refreshing bathroom for exploring local attractions such as Westhampton Beach Performing Arts Centre and Long Island Game Farm.

This three-bedroom house, sleeping seven, is situated in a tranquil Riverhead community near Aquebogue, a short 8km drive from South Jamesport Beach and 9.6km from Jamesport Vineyards.
The property boasts exclusive beach access, kayaks for exploring Flanders Bay, a spacious garden with a play fort and swing set, and an open-plan kitchen-diner with panoramic views; nearby attractions include Harbes Farms and Tanger Outlets.

The Beach Cottage is located on a private beach on the North Fork, just 80 miles from Manhattan and a short drive from the charming towns of Jamesport, Southold, and Greenport. This cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
This comfortable holiday home has two bedrooms, sleeping up to five guests. The cottage boasts a modern kitchen with a fridge, microwave, and dishwasher, as well as a garden, parking, and air conditioning. Guests can enjoy direct access to a private beach, perfect for swimming, paddle boarding, or simply relaxing.

This Riverhead holiday home boasts a superb location, just a short distance from Martha Clara Vineyards, Hallock State Park Preserve, and Hallockville Museum Farm, with Harbes Family Farm and Harbes Vineyard a 24km drive away.
The 200 square metre property offers three bedrooms, three bathrooms, sleeps eight guests, and includes a jacuzzi, terrace, garden, BBQ, and fully equipped kitchen; ideal for exploring the North Fork's attractions.

This East Quogue residence is located on a private 0.4-hectare cul-de-sac, bordering the Pine Barrens preserve, offering convenient access to local beaches, the bay, and dining, with the 2026 U.S. Open at Shinnecock Hills a short journey away.
This spacious 353 square meter dwelling features 5 bedrooms and 4.5 bathrooms accommodating up to 10 guests, boasting a heated private pool, entertainment room with a wet bar, and a fully equipped basement with a ping pong table.

This Aquebogue studio apartment, situated within easy walking distance of local North Fork wineries and farm shops, offers convenient access to the area's attractions.
The self-contained apartment boasts a queen bed, pull-out sofa, and private deck, accommodating up to four guests and including use of an old potato barn on the property for events.

This spacious East Quogue residence, a short 8km cycle from Dunes Road beaches and minutes from the village, offers easy access to local amenities including Centro Italian restaurant and Lidl Westhampton Beach supermarket.
The 223 square metre contemporary property boasts six bedrooms, three bathrooms, sleeping up to eight guests, and features a private heated pool, gas firepit, and access to bicycles and a Sonos sound system.

This East Quogue holiday home is situated 18 kilometres from Splish Splash water park and 48 kilometres from Long Island MacArthur Airport.
The 150 square metre property sleeps eleven guests in three bedrooms, two bathrooms, and boasts a private swimming pool, fully equipped kitchen, Wi-Fi, and in-house laundry facilities.

This apartment is situated on the Peconic River in Riverhead, just a short distance from the town centre and its various attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers a spacious living space, a king-sized bedroom, and a modern bathroom, accommodating up to four guests. It features a fully equipped kitchen, a private veranda with stunning river views, and access to a swimming pool, garden, fitness centre, and parking.

This three-bedroom Arts & Crafts farmhouse in a quiet Southampton township hamlet offers convenient access to ocean and bay beaches, with village amenities, restaurants, and shops all within a 1 kilometre walk.
This family-friendly property sleeps six guests and features a private swimming pool with a deck and large garden, plus included utilities, Wi-Fi, and on-site summer toys and beach gear for a hassle-free stay.

This Calverton cottage, situated on a peaceful 2-acre plot near the Long Island Expressway (LIE), offers easy access to the Hamptons, Orient Point Ferry, Tanger Outlets, Splish Splash, and the Peconic River Herb Farm, all within a 3-8 km radius.
The self-catering property sleeps five guests in two bedrooms and one bathroom, boasting a spacious deck with barbecue, fire pit, yard games, and a basketball hoop, plus a fully equipped kitchen including a dishwasher and air conditioning.