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Best Vacation rentals and Airbnb offers in Riverhead, NY
9.6 19 reviews
Riverhead, NY
10/15 – 10/20
$402/nighttotal: $2010 (5 )
East End Escape
1 3
apartment , Flanders
This cozy East End Flanders rental is a short walk from Flanders Bay, offering easy access to North and South Fork wineries and beaches. The one-bedroom, one-bathroom apartment sleeps four with a king bed and queen sleeper sofa, features a full kitchen, two dining areas, a fenced backyard with a propane fire pit, free WiFi, and parking for two cars.
10 74 reviews
Riverhead, NY
10/15 – 10/20
$492/nighttotal: $2460 (5 )
Light Rippling On River, Private Dock, Nature Preserve Beyond
1 3
apartment , Calverton
This Calverton studio is conveniently located near beaches, Tanger Outlets, restaurants, wineries, and public transportation, making it easy to explore the area. This studio has earned excellent ratings for user experience, location, and cleanliness. The studio offers 1600 square feet of space, comfortably accommodating up to 5 guests. Enjoy waterfront views, birdwatching, a spacious recreation room, a fully equipped kitchen, outdoor dining, a private garden and spa, and parking for up to three cars.
Riverhead, NY
06/27 – 07/04
$834/nighttotal: $5838 (7 )
Beautiful Waterfront House On Deepwater Canal
1 2
apartment , Aquebogue
This waterfront house in Aquebogue is located on a deepwater canal where Meetinghouse Creek meets Peconic Bay, directly across from Indian Island Preserve, offering direct boating access. This rental accommodates up to 6 guests and features direct waterfront access with a private dock for boats up to 30 feet, a sandy beach, a fire pit, and opportunities for kayaking and paddleboarding.
9.6 10 reviews
Riverhead, NY
06/23 – 06/25
$532/nighttotal: $1064 (2 )
Charming Riverhead Home With Large Outdoor Patio & Backyard Firepit
2 1
apartment , Riverhead
This Riverhead vacation home is conveniently located within a 15-minute walk of popular attractions like All Star Bowling, Suffolk Theater, and Safari Adventure, making it ideal for exploring the area. This highly-rated rental is perfect for families or groups of friends looking for a comfortable and convenient stay. This 2-bedroom home comfortably sleeps 6 guests and features a garden, a patio, and a Smart TV. Enjoy the convenience of free Wi-Fi, a washing machine, a dining table, and a sofa bed, ensuring a comfortable and enjoyable stay.
9.8 212 reviews
Riverhead, NY
10/15 – 10/20
$397/nighttotal: $1985 (5 )
Modern Farmhouse Steps To Beach And Love Lane
3 3
apartment , Mattituck
This vacation rental is located in Mattituck, within easy reach of several renowned vineyards, including Laurel Lake Vineyard, Scarola Vineyards, and Macari Vineyards. The home boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The two-bedroom, one-bathroom house offers 1000 square feet of space. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, spa, and barbecue grills, as well as a fully equipped kitchen and free WiFi.
10 1 review
Riverhead, NY
08/04 – 08/05
$1028/nightfor 1 night
Cozy Beach Hose Minutes From Hamptons
4 3
apartment , Baiting Hollow
This Calverton vacation home is located 3 minutes on foot from the beach and minutes from vineyards, farm stands, and restaurants. This 4-bedroom, 2-bathroom house accommodates up to 9 guests with a king bed, two queen beds, a sofa bed, and two futons in the living room, featuring a fireplace, air conditioning, a full kitchen, terrace, garden, and parking.
9.9 54 reviews
Riverhead, NY
06/23 – 06/25
$465/nighttotal: $930 (2 )
Private Luxe Cottage At Gates Of Wine Country
1 1
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.
10 42 reviews
Riverhead, NY
10/15 – 10/20
$510/nighttotal: $2550 (5 )
A Cheerful 2 - Bedroom Cottage
1 3
apartment , Calverton
This Calverton cottage, ideally situated near the Long Island Expressway (LIE), offers easy access to the Hampton Jitney, LIRR, Tanger Outlets, Splish Splash Water Park, and other Long Island attractions. The 2-bedroom, 1-bathroom house sleeps 5, features a fully equipped kitchen with dishwasher, air conditioning, a spacious deck with grill, fire pit, yard games, and ample parking on a 2-acre lot.
10 12 reviews
Riverhead, NY
10/15 – 10/20
$295/nighttotal: $1475 (5 )
East End Oasis
1 3
apartment , Riverside
This Riverside apartment rental, near shopping centers, wineries, golf courses, and beaches (exact distances unspecified), offers a convenient base for exploring the area. The two-bedroom, one-bathroom unit sleeps six, features a beach-themed interior, a full kitchen with dishwasher, air conditioning, a garden, parking, and in-house entertainment options.
9.8 45 reviews
Riverhead, NY
06/26 – 07/03
$959/nighttotal: $6713 (7 )
The Perfect Bay House Escape
1 1
apartment , Flanders
This vacation rental is located in Southampton Township, just a block from the beach and close to the bay. It has excellent user, location, and cleanliness ratings. This 4-bedroom, 2-bathroom home comfortably sleeps 6 guests. The house features a kitchen, air conditioning, a fireplace, a TV room loft, a fitness center, parking, and a porch, deck, and fire pit for outdoor enjoyment.
9.8 68 reviews
Riverhead, NY
06/23 – 06/25
$867/nighttotal: $1734 (2 )
Stylish And Rustic Decor, Vineyard Tours, Tasting Room
3 1
apartment , Jamesport
This Jamesport vacation rental is located just a short walk from Jamesport Vineyards and Sherwood House Vineyards, making it ideal for wine lovers. The property has received excellent ratings for location, cleanliness, and overall user experience. This 3-bedroom, 3-bathroom home comfortably sleeps six guests. You'll find a fully equipped kitchen, a TV, and a backyard with a barbecue grill, perfect for enjoying the beautiful surroundings.
8.7 548 reviews
Riverhead, NY
08/04 – 08/05
$393/nightfor 1 night
Bayview Resort
1 3
resort , Hampton Bays
Bayview Resort is located in Hampton Bays, overlooking Tiana Bay, just a short drive from popular beaches, charming towns, and outlet shopping. It has consistently received very good ratings for its location, cleanliness, and overall experience. The resort offers comfortable accommodations with kitchenettes, perfect for families or groups. Guests can enjoy a variety of amenities, including a pool with bay views, a fitness center, and activities like fishing, kayaking, and barbecuing.
Best Riverhead, NY vacation rentals with a balcony
10 3 reviews
Riverhead, NY
06/26 – 07/03
$2837/nighttotal: $19859 (7 )
New Hamptons Home-yr-round Hottub, Movietheater,pool To Open May 15, Gamerm, Gym
5 1
apartment , East Quogue
This East Quogue vacation rental is a 12-minute drive from the Hamptons Beaches and an 18-minute drive from Splish Splash Water Park. This five-bedroom, six-bathroom house sleeps sixteen guests and boasts a private pool, hot tub, fitness center, BBQ facilities, and a fully equipped kitchen with modern appliances including a microwave and dishwasher; Wi-Fi and a smart TV are also included.
9.0 83 reviews
Riverhead, NY
10/15 – 10/20
$342/nighttotal: $1710 (5 )
Charming Hampton Bays Home 5 Mi To Cooper’s Beach
3 3
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.
10 13 reviews
Riverhead, NY
10/15 – 10/20
$937/nighttotal: $4685 (5 )
Beautiful Colonial Mint Condition Summer House Walking Distance To Beach
5 3
apartment , Jamesport
This Jamesport beachfront home offers stunning ocean views and direct beach access, situated within two miles of South Jamesport Park, Jason's Vineyard, Sherwood House Vineyards, and Terra Vite North Fork Winery & Vineyard. This 2,280-square-foot vacation rental boasts five bedrooms, three bathrooms, and accommodates eight guests, featuring a fully equipped kitchen, fireplace, terrace, garden, tennis court, and parking.
Riverhead, NY
10/15 – 10/20
$2036/nighttotal: $10180 (5 )
West Hamptons 5br 5baths Heated Pool
5 3
house , Westhampton
This Westhampton house is located just 14 miles from Splish Splash water park, a popular attraction for families. The 5-bedroom house, perfect for groups of up to 15 guests, features a private pool, jacuzzi, and a fully equipped kitchen with a dishwasher.
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.
9.6 58 reviews
Riverhead, NY
10/15 – 10/20
$1923/nighttotal: $9615 (5 )
Villa At Hampton Bays
7 3
house , Hampton Bays
This Hampton Bays villa is located just 13 miles from Splish Splash Waterpark and 29 miles from Montauk Point Lighthouse, making it a perfect base for exploring the area. The property has received excellent ratings for its cleanliness, location, and overall user experience. The 5010 square foot villa has 7 bedrooms, comfortably accommodating up to 13 guests. Enjoy the private pool and terrace, the fully equipped kitchen, the fitness center, the barbecue and garden area, and the streaming services available.
10 4 reviews
Riverhead, NY
10/15 – 10/20
$736/nighttotal: $3680 (5 )
Modern Hamptons Getaway: 5 Minutes To The Beach And Restaurants!
2 3
apartment , Hampton Bays
This Hampton Bays apartment is a short drive from both The Hamptons beaches and Cooper's Beach, making it a great choice for beach lovers. The surrounding area offers a peaceful and relaxing atmosphere, perfect for a getaway. This two-bedroom vacation rental can comfortably accommodate up to eight guests. The apartment is fully equipped with modern amenities, including air conditioning, Wi-Fi, a TV, and video games, ensuring a comfortable and enjoyable stay.
9.8 129 reviews
Riverhead, NY
10/15 – 10/20
$778/nighttotal: $3890 (5 )
Relax In Hampton Bays...
3 3
apartment , Hampton Bays
This family-friendly vacation rental is located in Hampton Bays, just a short drive from several popular beaches, making it a great choice for those looking to enjoy the beautiful coastline. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It offers a range of amenities and features including a swimming pool, tennis court, garden, and a fully equipped kitchen, making it perfect for a relaxing and enjoyable stay.
9.0 7 reviews
Riverhead, NY
06/26 – 07/03
$862/nighttotal: $6034 (7 )
1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork
2 1
cottage , Aquebogue
This waterfront cottage in Aquebogue, situated on the North Fork of Long Island, offers 365 feet of Peconic Bay shoreline and is located within miles of Long Island's Wine Country. This pet-friendly, family-friendly 600 square foot cottage sleeps 5 guests and features air conditioning, internet, a kitchen with a fridge and microwave, a screened-in porch, and complimentary use of kayaks, paddle boards, and canoes.
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?
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?
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?
This Baiting Hollow beach cottage is conveniently located 4.8 miles from Splish Splash water park and 9 miles from the Long Island Rail Road. The 400-square-foot villa features one bedroom, one bathroom, a fully equipped kitchen, and a private patio with sea views, comfortably accommodating couples or small families.
Riverhead, NY
10/15 – 10/20
$238/nighttotal: $1190 (5 )
Pet-friendly Apt W/ Hot Tub Near The Hamptons!
1 3
apartment , Aquebogue
This Aquebogue vacation home, located 6.1 miles from Splish Splash Water Park and 28 miles from Long Island MacArthur Airport, offers easy access to popular attractions. The 470-square-foot property features one bedroom, one bathroom, and accommodates up to seven guests, boasting a private entrance, swimming pool, Jacuzzi, and free Wi-Fi.
10 1 review
Riverhead, NY
10/15 – 10/20
$243/nighttotal: $1215 (5 )
Nicely Furnished Apartment;\nideal For Travelling Nurses, Resident Doctors, Etc,
2 3
apartment , Flanders
This Riverhead apartment, conveniently located near the Suffolk Theater, Hallockville Museum Farm, and Tanger Outlets, offers easy access to Suffolk County attractions. The two-bedroom, one-bathroom rental sleeps four and includes a fully equipped kitchen with microwave and oven, in-unit laundry, free Wi-Fi, air conditioning, parking, and amenities such as towels and an ironing board.
Riverhead, NY
06/27 – 07/04
$716/nighttotal: $5012 (7 )
Hamptons Beach House, 5-minute Walk To Bay Beach
3 2
apartment , Flanders
This Riverhead vacation home, near Splish Splash and easily accessible to the Hamptons Beaches and Cooper's Beach, offers proximity to North Fork attractions. This 1,250-square-foot, three-bedroom, two-bathroom house features a fully equipped kitchen, air conditioning, a garden, parking, and accommodates up to six guests, with a large deck offering partial water views.
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.
10 2 reviews
Riverhead, NY
06/26 – 07/03
$1857/nighttotal: $12999 (7 )
Contemporary Home Close To Beaches With Private Pool, Open Floorplan, And...
4 1
apartment , East Quogue
This East Quogue rental home, a short 5-minute drive or 15-minute bike ride from Dunes Road beaches, offers easy access to the village and local amenities. The 2,400-square-foot contemporary house features six bedrooms, three bathrooms, sleeps eight, and includes a private heated pool, gas firepit, gourmet kitchen, and modern amenities like a Sonos system and high-speed Wi-Fi.
10 25 reviews
Riverhead, NY
10/15 – 10/20
$848/nighttotal: $4240 (5 )
Relax Villa ,Hot Tub And New Heated Pool ,7 Minutos From The Beach
4 3
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.
9.9 29 reviews
Riverhead, NY
10/15 – 10/20
$580/nighttotal: $2900 (5 )
Summer In The Hamptons
3 3
apartment , Westhampton Beach
This Westhampton Beach vacation home, near the Westhampton Beach Performing Arts Center, Moriches Bay, and Lashley Beach, offers convenient access to area attractions. The 2,500-square-foot property features three bedrooms, two bathrooms, a private pool, and a fully equipped kitchen, comfortably accommodating families and pet owners.
10 11 reviews
Riverhead, NY
10/15 – 10/20
$1386/nighttotal: $6930 (5 )
Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps To Bay.
4 3
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.
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.
9.8 9 reviews
Riverhead, NY
10/15 – 10/20
$490/nighttotal: $2450 (5 )
Fun In The Sun & Sound
1 3
apartment , Baiting Hollow
10 169 reviews
Riverhead, NY
10/15 – 10/20
$859/nighttotal: $4295 (5 )
Savor Ocean Sunsets At A Soothing Beachfront Haven
1 3
apartment , Riverhead
9.8 35 reviews
Riverhead, NY
10/15 – 10/20
$490/nighttotal: $2450 (5 )
Pumpkins & Sunflowers! Cozy Cottage In The Fall!
1 3
apartment , Baiting Hollow
Riverhead, NY
06/23 – 06/25
$612/nighttotal: $1224 (2 )
Charming 3-bedroom House In Lovely Jamesport- Near Water, Riverhead, Shinnecock.
3 1
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.
10 20 reviews
Riverhead, NY
10/15 – 10/20
$595/nighttotal: $2975 (5 )
Peconic River Boatel
2 3
houseboat , Riverhead
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.
10 1 review
Riverhead, NY
10/15 – 10/20
$1987/nighttotal: $9935 (5 )
1-acre Whb Beach Village: Salt Pool & Hot Tub Of Nirvana - Vacations