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Riverhead, NY vacation rentals
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Best Vacation rentals and Airbnb offers in Riverhead, NY

Best Riverhead, NY vacation rentals with a balcony

Spacious Four Bedroom House In Peaceful Jamesport; - Riverhead, NY
No reviews

Spacious Four Bedroom House In Peaceful Jamesport;

apartment, Aquebogue
This 3-bedroom house in Riverhead is a short drive to The Hamptons Beaches and Cooper's Beach, and within reach of Suffolk Theater and All Star Bowling.
This spacious apartment accommodates up to 7 guests with a queen bed, a full bed, and three twin beds, featuring a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a terrace, garden, tennis court, and parking.
Private Westhampton Escape 5br, Pool, Hot Tub, Near Beach - Riverhead, NY
9.4 32 reviews

Private Westhampton Escape 5br, Pool, Hot Tub, Near Beach

house, Westhampton
This Westhampton home is situated on a quiet cul-de-sac, just minutes from the beach and town, offering easy access to local attractions, restaurants, and amenities. It has received excellent user ratings for its comfort and amenities.
This spacious 5-bedroom, 4-bathroom property boasts a unique layout that combines two houses into one, comfortably accommodating up to 10 guests. Enjoy a range of amenities including a private pool, jacuzzi, tennis court, and a chef's kitchen, perfect for hosting gatherings and enjoying the comforts of home.
Relax Villa ,Hot Tub And New Heated  Pool ,7 Minutos From The Beach - Riverhead, NY
10 27 reviews

Relax Villa ,Hot Tub And New Heated Pool ,7 Minutos From The Beach

apartment, Hampton Bays
This Hampton Bays vacation home is centrally located, 1.7 miles from Meschutt Beach and 1.9 miles from the Hamptons Beaches, with the Shinnecock Nation Cultural Center and Shinnecock Hills Golf Course within 6 miles.
This four-bedroom, four-bathroom house sleeps eight guests and boasts a private pool, jacuzzi, sauna, and fully equipped kitchen, plus free Wi-Fi and a terrace; nearby attractions include the beach and golf courses.
Beautiful Historic Estate -New Heated Pool - Riverhead, NY
9.8 78 reviews

Beautiful Historic Estate -New Heated Pool

apartment, Mattituck
This spacious home in Mattituck is a short distance from both the North Fork vineyards and Breakwater Beach, offering easy access to the area's best attractions. Guests consistently rate this property excellent for location, cleanliness, and overall experience.
This 6-bedroom, 4-bathroom home provides ample space for families or groups of friends. The fully equipped kitchen, private pool and jacuzzi, fitness center, and expansive outdoor areas ensure a comfortable and enjoyable stay.

Guest-Favorite Family Vacation Rentals in Riverhead, NY

These family-friendly vacation rentals in Riverhead, NY offer spacious layouts and easy access to local beaches.

North-fork Bungalow For A Relaxing Getaway - Riverhead, NY
9.8 61 reviews

North-fork Bungalow For A Relaxing Getaway

bungalow, Baiting Hollow
This Baiting Hollow bungalow is conveniently located near Riverhead's Main Street, offering easy access to local wineries, breweries, the Tanger Outlets, and various state parks.
The three-bedroom, one-bathroom house sleeps six guests comfortably and features a full kitchen, a large fenced backyard with a BBQ and outdoor shower, plus beach access with provided equipment.
Beach & Woods: Cozy Cabin, Hot Tub, Peloton, Oh My - Riverhead, NY
9.7 121 reviews

Beach & Woods: Cozy Cabin, Hot Tub, Peloton, Oh My

cabin, Aquebogue
This secluded Aquebogue cabin is just a short walk or bike ride from the ocean, farms, vineyards, and other attractions, offering a peaceful escape surrounded by nature. The cabin consistently receives excellent ratings for location, cleanliness, and overall experience.
The home has 4 bedrooms and 2 bathrooms, comfortably accommodating up to 9 guests. Amenities include a Peloton bike, a hot tub, a private beach across the street, and a spacious lawn, making it perfect for families and groups looking for a relaxing and enjoyable getaway.
Hamptons Waterfront- Great Location- On The Bay - Riverhead, NY
10 184 reviews

Hamptons Waterfront- Great Location- On The Bay

apartment, Hampton Bays
This Hampton Bays apartment is directly on the water with a private sandy beach, a 4-minute walk from the town center and an 8-minute drive from the ocean beaches. The property has received excellent ratings for user experience, location, and cleanliness.
The two-bedroom, two-bathroom rental comfortably sleeps five guests. Enjoy amenities such as a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and a private beach. Guests can also take advantage of the nearby activities, including kayaking, paddleboarding, sunset yoga, jet ski rentals, and family-friendly attractions.
Bayfront House On 150 Acre Nature Preserve And Private Road! - Riverhead, NY
10 2 reviews

Bayfront House On 150 Acre Nature Preserve And Private Road!

apartment, Flanders
This Riverhead waterfront rental, near Flanders, New York, boasts a unique location on a 150-acre nature preserve with easy access to Reeves Bay, the Peconic River, and a boat ramp, and is a 5-minute drive from the Riverhead Train Station.
This 1430-square-foot, two-bedroom, two-bathroom apartment sleeps five and offers a private garden, spa, tennis court, parking, and access to kayaks, paddleboards, and bikes, plus a fully equipped kitchen and air conditioning.

Frequently Asked Questions about vacation rentals in Riverhead, NY

  • Which walking or cycling routes are the best in Riverhead, NY?

    The Peconic Bay Trail is a great option for both walking and cycling, offering scenic views of the bay. It's about 10 miles long and runs through Riverhead and several other towns. If you're looking for a shorter walk, the Riverhead Town Park offers a nice, paved loop around the pond. For a more challenging ride, you can head out to the eastern end of Long Island and explore the scenic roads of Montauk.
  • What are the best Airbnb and vacation rentals in Riverhead, NY?

    Eagles Nest-hamptons Retreat Near Beaches/wineries, Beautiful Large Camper and Premier Waterfront Cottage 2 are the most popular Airbnb and vacation rentals in Riverhead, NY among travelers.

  • What sports or outdoor activites can visitors enjoy in and around Riverhead, NY?

    Riverhead is a great place to enjoy the outdoors. You can go fishing, kayaking, or paddleboarding on the Long Island Sound. The beaches are great for swimming, sunbathing, and surfing. There are also plenty of hiking and biking trails in the area. For a more unique experience, you can try your hand at clam digging or oyster harvesting.
  • What are the most popular Airbnbs in Riverhead, NY?

    Among the Airbnbs in Riverhead, NY, Eagles Nest-hamptons Retreat Near Beaches/wineries, Beautiful Large Camper and Riverhead Farm House are the most popular ones.

  • What amenities are commonly available in vacation rentals in Riverhead, NY?

    Vacation rentals in Riverhead typically offer amenities like Wi-Fi, cable TV, and a fully equipped kitchen. Many also have private decks or patios, and some even have swimming pools. You can find rentals that are close to the beach, restaurants, and other attractions.
  • What are the best vacation rentals with a pool in Riverhead, NY?

  • What time of year is best to rent a vacation rental Riverhead, NY?

    The best time to visit Riverhead really depends on what you're looking for. If you want to enjoy the beaches and warm weather, summer is the best time to visit. However, if you're looking for a more peaceful and less crowded experience, spring or fall are good options.
  • What are the best rentals for families and kids in Riverhead, NY?

  • What are the local dishes in Riverhead, NY region?

    Riverhead is known for its fresh seafood, so you'll find plenty of restaurants serving up delicious dishes like clam chowder, lobster rolls, and oysters. You can also find great Italian food in the area, as well as local specialties like Long Island duck and potato pancakes.
  • What are the best rentals or Airbnbs with a jacuzzi in Riverhead, NY?

Popular destinations

Best Riverhead, NY vacation rentals with parking

Vacation Home - Riverhead, NY
8.6 8 reviews

Vacation Home

house, Riverhead
This Riverhead vacation home is conveniently located 6.4 miles from Splish Splash Water Park and 28 miles from Long Island MacArthur Airport.
The one-bedroom house boasts four bathrooms, sleeps 19 guests, includes a fully equipped kitchen, free Wi-Fi, private parking, air conditioning, and a Jacuzzi.
Private Luxe Cottage At Gates Of Wine Country - Riverhead, NY
9.9 54 reviews

Private Luxe Cottage At Gates Of Wine Country

house, Calverton
This Calverton studio rental, located on a one-acre lot near a farmhouse and within a 90-minute drive of New York City, offers easy access to North Fork wineries, farms, and beaches like Iron Pier Beach and Splish Splash Water Park.
The 1-bedroom, 1-bathroom unit sleeps 2 guests and includes a kitchen with a fridge, freezer, and dishwasher, air conditioning, a Jacuzzi, and a garden; parking is also available.
5th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Riverhead, NY
10 3 reviews

5th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

cottage, Aquebogue
This waterfront cottage in Aquebogue, located on the North Fork of Long Island, offers 365 feet of shoreline on the Peconic Bay and is situated within 10 miles of over 40 wineries.
This pet-friendly, 550-square-foot accommodation sleeps 5 guests and features two bedrooms, one bathroom, a full kitchen, air conditioning, internet, and complimentary use of kayaks, paddle boards, and canoes for exploring the bay.
Charming Hampton Bays Home 5 Mi To Cooper’s Beach - Riverhead, NY
9.0 84 reviews

Charming Hampton Bays Home 5 Mi To Cooper’s Beach

house, Hampton Bays
This three-bedroom vacation home in Hampton Bays is conveniently located within walking distance to Hampton Bays Station and close to popular beaches. It has received excellent ratings for its location, cleanliness, and user experience.
The 1,300 square-foot house features a fully equipped kitchen, a DVD player, a spa tub, and a garden with barbecue grills. It can accommodate up to six guests and is pet-friendly.

Neighborhoods and points of interest in Riverhead, NY

Check Out Vacation Rentals with a Pool in Riverhead, NY

Complement your time by the water with a dip in the pool at these Riverhead, NY vacation rentals with on-site swimming facilities.

North Fork's Finest. - Riverhead, NY
10 11 reviews

North Fork's Finest.

apartment, Mattituck
This beach house is located in Mattituck, just steps away from two private beaches, offering unparalleled access to the Long Island Sound. The property has received excellent ratings for user experience, location, and cleanliness.
The house spans 3000 square feet and provides a comfortable and luxurious experience for up to eight guests. Enjoy a heated saltwater pool, a swing set, an outdoor shower, a fire pit, a hammock, a patio for grilling and lounging, a fully equipped kitchen, and a spacious living area.
Walk To Beach! Hamptons Cottage With Hot Tub & Pool - Riverhead, NY
No reviews

Walk To Beach! Hamptons Cottage With Hot Tub & Pool

house, Hampton Bays
This Hampton Bays cottage is located 8.6 miles from Agawam Park and offers a short walk to the beach.
This vacation home accommodates up to 9 guests with 1 bedroom and 2 bathrooms, featuring a private pool, hot tub, full kitchen, air conditioning, terrace, free WiFi, and free parking, and is situated 14 miles from Splish Splash water park.
Respite Ranch | Private Saltwater Pool, Hot Tub & North Fork Retreat - Riverhead, NY
9.8 14 reviews

Respite Ranch | Private Saltwater Pool, Hot Tub & North Fork Retreat

apartment, Mattituck
This Mattituck vacation home, near the waterfront and within 2 miles of Pellegrini, Castello di Borghese/Hargrave, and Pugliese Vineyards, offers easy access to local wineries and the beautiful Long Island Sound.
This 2,000-square-foot property boasts three bedrooms, three bathrooms, and accommodates up to six guests, featuring a private pool, jacuzzi, tennis court, and fully equipped kitchen with all modern appliances.
Private Hamptons Retreat - Heated Gunite Pool/spa - Riverhead, NY
10 19 reviews

Private Hamptons Retreat - Heated Gunite Pool/spa

apartment, East Quogue
This brand-new East Quogue home, a short walk from the bay and EQ Village, is also a 10-minute drive from Westhampton Beach and Southampton villages.
This 2,600-square-foot residence boasts four bedrooms sleeping eight, a private heated gunite pool (open May-October), a year-round hot tub, an on-site gym, and a professional play set.

Discover Vacation Rentals by the Sea in Riverhead, NY

These seaside vacation rentals in Riverhead, NY provide an excellent base for exploring the coast. Browse top local properties and plan your beach-town trip.

Cozy Cottage Steps From The Beach In The North Fork - Riverhead, NY
10 1 review

Cozy Cottage Steps From The Beach In The North Fork

cottage, Baiting Hollow
Relax And Enjoy This Private Location In Hampton Bays - Riverhead, NY
10 15 reviews

Relax And Enjoy This Private Location In Hampton Bays

apartment, Hampton Bays
Bayside Bliss - Charming 2bdrm On The Water W Dock - Riverhead, NY
9.9 65 reviews

Bayside Bliss - Charming 2bdrm On The Water W Dock

apartment, Flanders
Beautiful Colonial Mint Condition Summer House Walking Distance To Beach - Riverhead, NY
10 13 reviews

Beautiful Colonial Mint Condition Summer House Walking Distance To Beach

apartment, Jamesport

Discover 5-Star Vacation Rentals in Riverhead, NY

Refined interiors and prime locations make these luxury waterfront vacation rentals in Riverhead, NY the ideal choice for your stay.

The Haven - Gateway To Hamptons & North Fork - Riverhead, NY
10 100 reviews

The Haven - Gateway To Hamptons & North Fork

farm, Northampton

Best Vacation Rentals with a Steam Room in Riverhead, NY

Recover properly with on-site sauna access, a standard feature at these premier Riverhead, NY vacation rentals.

1-acre Whb Beach Village: Salt Pool & Hot Tub Of Nirvana - Vacations - Riverhead, NY
10 1 review

1-acre Whb Beach Village: Salt Pool & Hot Tub Of Nirvana - Vacations

apartment, Westhampton Beach
North Fork True Beachfront Home - Riverhead, NY
9.7 47 reviews

North Fork True Beachfront Home

apartment, Baiting Hollow
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