Compare Vacation Rentals & Airbnb in Riverhead, NY

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Riverhead, NY vacation rentals
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64 Rentals and Airbnb in Riverhead, NY

Best family friendly Riverhead, NY vacation rentals

Among the 64 accommodations in Riverhead, NY, here are the 4 best family friendly rentals

Charming Beach Cottage, Steps To Beach, Enjoy Scenic Vineyards & Farm Stands - Riverhead, NY
10 2 reviews

Charming Beach Cottage, Steps To Beach, Enjoy Scenic Vineyards & Farm Stands

cottage, Jamesport
This three-bedroom holiday home is located in the historic South Jamesport beach community, just a short walk from a pristine sandy beach and a local seafood restaurant, with Sherwood House Vineyards and Jason's Vineyard a short drive away (distances to be confirmed).
The property offers a comfortable interior with two double beds, one single bed, a living room, and a fully equipped kitchen including a fridge and dishwasher, accommodating up to six guests, and features WiFi, cable TV, air conditioning, a washer/dryer, a garden, parking, and a patio with a propane barbecue.
Whb Village,4200sqft,traffic Free,private Dr,40ft Heated Pool,beach,fam/pet Frly - Riverhead, NY
10 215 reviews

Whb Village,4200sqft,traffic Free,private Dr,40ft Heated Pool,beach,fam/pet Frly

apartment, Westhampton Beach
This family-friendly holiday home is located just 3 kilometres from Westhampton Beach Performing Arts Centre, Moriches Bay, and The Hamptons Beaches, offering a convenient base for exploring the area. The property has received excellent user reviews, indicating a high level of satisfaction among previous guests.
The house spans 390 square metres and comfortably accommodates up to 12 guests. It offers a range of amenities including a private pool, a water park, an arcade/game room, a tennis court, and a garden, ensuring a fun and relaxing stay for all.
Bayview Resort - Riverhead, NY
8.7 563 reviews

Bayview Resort

resort, Hampton Bays
Bayview Resort is situated in Hampton Bays, just a short drive from Ponquogue Beach, Southampton, and Tanger Outlet Riverhead, making it a convenient base for exploring the area. The resort enjoys very good ratings for its location, cleanliness, and overall experience.
The resort offers a range of accommodation options, each featuring a full kitchenette and a private terrace or balcony. Guests can enjoy a range of amenities including a swimming pool, fitness centre, and a bar, as well as activities such as kayaking, canoeing, and fishing.
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 holiday home is located in Aquebogue on the North Fork of Long Island, offering 113 meters of shoreline on Peconic Bay and proximity to over 40 wineries.
This 51 square meter cottage accommodates up to five guests and features two bedrooms, one bathroom, a kitchen with a fridge and microwave, air conditioning, internet, parking, and a screened-in porch, with complimentary kayaks, paddle boards, canoes, and beach passes available for local exploration.

Best Riverhead, NY vacation rentals with a pool

Among the 64 accommodations in Riverhead, NY, here are the 4 best rentals with a pool

Hamptons Waterview Custom Home With Designer Finishes - Riverhead, NY
10 4 reviews

Hamptons Waterview Custom Home With Designer Finishes

apartment, Hampton Bays
This Hampton Bays holiday home is situated 0.8km from Hampton Bays beaches and within 14.5km of All Star Bowling and Safari Adventure.
The three-bedroom property sleeps six, boasting a fully equipped kitchen, private patio, swimming pool, tennis court, and free Wi-Fi; barbecue facilities are available for outdoor dining.
Waterfront Property E. Quogue Minutes From The Hamptons - Riverhead, NY
10 13 reviews

Waterfront Property E. Quogue Minutes From The Hamptons

apartment, East Quogue
This waterfront apartment in East Quogue is situated just a short distance from the Hamptons Beaches and Cooper's Beach, offering stunning water views and a private beach just a minute away.
The 150 square metre property boasts three bedrooms, two bathrooms, and a heated pool, perfect for families or groups of up to eight guests.
Stunning Hamptons Waterfront Escape W/ Sunset View - Riverhead, NY
9.7 134 reviews

Stunning Hamptons Waterfront Escape W/ Sunset View

apartment, Hampton Bays
This waterfront property is located in Hampton Bays, just 4.8 kilometres from The Hamptons Beaches and 5 kilometres from Ponquogue Beach, offering easy access to the area's beautiful beaches and attractions. The house has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 232 square metre house comfortably accommodates up to eight guests in its five bedrooms and four bathrooms. Guests can enjoy a range of amenities, including a private pool, a garden, a spa, a fitness centre, a tennis court, and a terrace, making it perfect for a relaxing and enjoyable stay.
Hampton Retreat Near The Beach - Riverhead, NY
10 5 reviews

Hampton Retreat Near The Beach

apartment, Eastport
This Eastport apartment, a short walk from Eastport-Speonk station and 2.25km from Moriches Bay, offers easy access to local transport and waterfront activities.
The 74 square metre flat features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, in-unit laundry, swimming pool, spa, and parking.

Frequently Asked Questions about vacation rentals in Riverhead, NY

  • What are some interesting places to visit in or near Riverhead, NY?

    Riverhead is a great base for exploring Long Island. You can visit the Long Island Aquarium & Exhibition Center, a fantastic place to learn about marine life. For a taste of history, head to the Suffolk County Historical Society Museum. And if you're looking for a scenic drive, the Long Island Wine Trail offers a chance to sample local wines at various vineyards.
  • 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.

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

    The Peconic Bay Trail is a popular choice for both walking and cycling, offering scenic views of the bay. For a shorter walk, the Riverhead Town Park has a lovely, paved loop around the pond. If you are looking for a longer cycle, you can head out to the Long Island Wine Trail, which is a great way to see the countryside.
  • 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 sports or outdoor activites can visitors enjoy in and around Riverhead, NY?

    Riverhead is a great place to enjoy the outdoors. There are plenty of opportunities for fishing and boating on the Peconic Bay. You can also go kayaking, paddleboarding, or windsurfing. For something more adventurous, there's the Long Island Aquarium's Shark Dive Experience. The Tanger Outlets are great for a day of shopping.
  • What are the best vacation rentals with a pool in Riverhead, NY?

  • What other towns or cities can be easily accessed from Riverhead, NY?

    Riverhead is a great location for exploring the East End of Long Island. You can easily reach the charming towns of Shelter Island, Greenport, and Mattituck. A little further afield, you can visit the Hamptons, known for their beautiful beaches and upscale atmosphere.
  • What are the best rentals for families and kids in Riverhead, NY?

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

    Vacation rentals in Riverhead often have amenities like Wi-Fi, air conditioning, and laundry facilities. Many also offer outdoor space, such as a patio or balcony. Some rentals may even have a swimming pool or hot tub.
  • What are the best rentals or Airbnbs with a jacuzzi in Riverhead, NY?

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

    The best time to rent a vacation rental in Riverhead depends on your preferences. Summer is the most popular time to visit, with warm weather and plenty of outdoor activities. However, if you prefer milder temperatures and smaller crowds, spring or autumn are good options.
  • What are the local dishes in Riverhead, NY region?

    The local cuisine in Riverhead is influenced by its proximity to the ocean. You can find fresh seafood restaurants serving dishes like clam chowder, lobster rolls, and fried oysters. Riverhead is also known for its farm-to-table restaurants, which offer seasonal menus featuring local produce and meats. Don't miss the local wineries and breweries.

Popular destinations

Best Riverhead, NY vacation rentals with a balcony

Modern Family Retreat With Heated Pool, Playground And Peloton - Riverhead, NY
9.8 27 reviews

Modern Family Retreat With Heated Pool, Playground And Peloton

apartment, Hampton Bays
This four-bedroom holiday home is located in Hampton Bays, a short drive from both ocean and bay beaches, and next to a golf course. It has received excellent user ratings, making it a popular choice for travellers.
The 204 square metre property comfortably accommodates eight guests. It features a fully equipped kitchen, a heated pool, a spa, a garden, and a terrace, along with a range of entertainment options including a Smart TV, a Wii system, a Peloton bike, and a selection of dumbbells.
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
This Jamesport beachfront property offers direct water access and is situated within 3.2km of South Jamesport Park, Jason's Vineyard, and Sherwood House Vineyards.
This 212 square metre five-bedroom house sleeps eight guests and boasts a fully equipped kitchen, three bathrooms, a terrace, garden, tennis court, and parking, plus on-site barbecue facilities.
One Bedroom Hamptons Waterfront Cottage - Riverhead, NY
10 19 reviews

One Bedroom Hamptons Waterfront Cottage

apartment, Hampton Bays
This waterfront holiday home is located in Hampton Bays, just 1.6km from The Hamptons Beaches and within 14.5km of both All Star Bowling and Safari Adventure. It has been rated excellent by previous guests, making it a popular choice for travellers looking for a comfortable and convenient stay.
This one-bedroom property offers 46 square meters of space and can accommodate up to two guests. Amenities include a fully equipped kitchen, laundry facilities, barbecue grills, free Wi-Fi, a balcony, a garden, a swimming pool, a tennis court, and a water park, ensuring a comfortable and enjoyable stay.
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub Free Ev Charger - Riverhead, NY
9.6 113 reviews

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub Free Ev Charger

apartment, Westhampton
This secluded waterfront property is situated just a short walk from the shops, restaurants, and attractions of Westhampton, offering a peaceful retreat while remaining close to the town's amenities. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and luxurious stay.
The spacious six-bedroom home, spanning 520 square metres, comfortably accommodates up to 14 guests, making it ideal for families or groups of friends. The property boasts a range of amenities, including a heated swimming pool, a hot tub, a large deck, a fully equipped kitchen, and a private garden, ensuring a relaxing and enjoyable stay.

Best Riverhead, NY vacation rentals with parking

East End Oasis - Riverhead, NY
10 16 reviews

East End Oasis

apartment, Riverside
This Riverside apartment, ideal for families, is conveniently located near Riverside's shopping areas, wineries, golf courses, and beaches, though precise distances are not specified.
The two-bedroom, one-bathroom property sleeps six guests and boasts a beach-themed interior, a garden, parking, and amenities including a fridge, freezer, microwave, and dishwasher; guests can also enjoy a selection of books, games, and movies.
Immaculate Waterfront 2 Bedroom! \N - Riverhead, NY
10 5 reviews

Immaculate Waterfront 2 Bedroom! \N

apartment, Hampton Bays
This waterfront flat in Hampton Bays, situated near the North Main Street Historic District, offers convenient access to The Hamptons beaches, a mere 4-minute drive away, and Ponquogue Beach, just 5 minutes by car.
This family-friendly apartment, accommodating up to five guests, features two bedrooms, one bathroom, a well-equipped kitchen with a dishwasher, air conditioning, complimentary Wi-Fi, on-site parking, and shared use of kayaks and bicycles.
Mattituck 2br: Open Layout, Deck, Bbq, Near Vines - Riverhead, NY
10 5 reviews

Mattituck 2br: Open Layout, Deck, Bbq, Near Vines

apartment, Laurel
This Mattituck flat offers a prime location, just 400 metres from Love Lane's shops and restaurants, and a short drive to Harbes Farm and Macari and Sparkling Pointe vineyards, perfect for exploring the Laurel area.
Accommodating up to five guests, this apartment features an open-concept living space, a private deck with a barbecue, air conditioning, and Wi-Fi, making it an ideal base for a comfortable stay.
Cozy Home With Heated Pool - Riverhead, NY
9.3 167 reviews

Cozy Home With Heated Pool

apartment, Flanders
This comfortable apartment is located in a two-family home in Flanders, attached to the owner's residence. It has received excellent ratings for cleanliness, location, and user experience.
The property offers three bedrooms and one bathroom, comfortably accommodating up to five guests. Enjoy a refreshing dip in the private pool, prepare meals in the fully equipped kitchen, and relax in the garden.
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