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

Walk To Private Beach, Wine Country Farmhouse, Outdoor Dining, Sleeps 6 Adults - Riverhead, NY
10 18 reviews

Walk To Private Beach, Wine Country Farmhouse, Outdoor Dining, Sleeps 6 Adults

apartment, Laurel
This newly renovated three-bedroom flat in Mattituck offers a coastal retreat just 500 metres from a private beach and close to local shops on Love Lane, with convenient access to the Hampton Jitney for travel to NYC.
This property accommodates up to eight guests, featuring a flexible ground floor with an office/playroom, a private garden with outdoor dining and a barbecue, a unique outdoor shower, and parking for up to three cars.
East End Oasis - Riverhead, NY
9.9 20 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.
Beachfront House With Seaviews - Riverhead, NY
9.8 12 reviews

Beachfront House With Seaviews

apartment, Riverhead
This beachfront property boasts panoramic sea views and private sandy beach access on the Sound, a short drive (under 32km) from Riverhead and less than two hours from Manhattan.
The three-bedroom, two-bathroom house sleeps six, offering a king, queen, and adaptable twin/king bedroom, along with kayaks, multiple decking levels, a fireplace, and ample outdoor space for relaxation and dining.
2-acre Estate.  Beach, Winery, Pool, And Hot Tub - Riverhead, NY
9.5 44 reviews

2-acre Estate. Beach, Winery, Pool, And Hot Tub

apartment, Flanders
This family-friendly vacation home is located on a river in Flanders, within 10km of All Star Bowling, Safari Adventure, Suffolk Theater, Quogue Community Hall, and Peconic Bay Medical Center. The property has consistently received excellent ratings for user experience, location, and cleanliness.
This spacious house has four bedrooms and is equipped with a fully equipped kitchen, a washing machine, and multiple bathrooms. Guests can enjoy the private pool, the indoor and outdoor pools, the spa tub, the fireplace, the garden, and the barbecue grills.

Best Riverhead, NY vacation rentals with a pool

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

Light-filled Traditional Home With Pool, Gym, And Fairway Views In... - Riverhead, NY
No reviews

Light-filled Traditional Home With Pool, Gym, And Fairway Views In...

apartment, Westhampton Beach
This Westhampton Beach property offers a unique holiday let experience, boasting exceptional views directly onto the 18th hole of the Westhampton Country Club and convenient access to Rogers Beach, located just 1.2 kilometres away.
This spacious 279 square metre residence accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring an 'upside down' design to maximise golf course vistas, a gourmet chef's kitchen, a private saltwater pool with a spa and pool house, a home gym, and ample outdoor amenities including a gas grill and fire pit.
Westhampton Beach Town And Country - Riverhead, NY
9.8 44 reviews

Westhampton Beach Town And Country

apartment, Quiogue
This apartment is conveniently located in Westhampton Beach, just 1.6km from the town centre, 3.2km from the beach and 1.6km from the Quogue Wildlife Preserve. The property has received excellent reviews from previous guests.
The five-bedroom holiday home can comfortably sleep up to 10 guests. It features a spacious layout with a private garden, a swimming pool, a jacuzzi and a fully equipped kitchen.
Beautiful Hamptons Home  Close To Beaches, Shopping, & Restaurants! - Riverhead, NY
10 24 reviews

Beautiful Hamptons Home Close To Beaches, Shopping, & Restaurants!

apartment, Hampton Bays
This Hampton Bays holiday home is situated 1.8km from Hampton Bays Beaches, 9.6km from Meschutt Beach, and 9.6km from Ponquogue Beach, offering easy access to the coastline.
The property boasts three bedrooms, four bathrooms, sleeps eight guests, and includes a private pool, jacuzzi, terrace, garden, and parking; a fully equipped kitchen and washing machine are also provided.
2 Bedroom Hamptons Waterfront Cottage Rental - Riverhead, NY
10 19 reviews

2 Bedroom Hamptons Waterfront Cottage Rental

apartment, Hampton Bays
This waterfront property is located just 800 metres from Hampton Bays Beaches and within 14.5 kilometres of various attractions including All Star Bowling, Safari Adventure, Meschutt Beach, and Ponquogue Beach, offering easy access to both relaxation and entertainment. The property has consistently received excellent user ratings, indicating a high level of satisfaction among previous guests.
The accommodation spans 70 square metres and comfortably sleeps up to four guests in its two bedrooms. Guests can enjoy a range of amenities including a swimming pool, tennis court, and a spa, as well as a fully equipped kitchen, a terrace, and a garden.

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

Hamptons East Quogue Retreat With Pool & Private Bay Beach, 1 Block To Main St - Riverhead, NY
No reviews

Hamptons East Quogue Retreat With Pool & Private Bay Beach, 1 Block To Main St

apartment, East Quogue
This newly renovated three-bedroom flat is located south of the highway in East Quogue, within a 500-meter walk to a bay beach and Main Street's shops and eateries, with Southampton Town's ocean beaches a short drive away.
Offering 195 square meters of living space, this property comfortably accommodates up to eight guests with a microwave oven, dishwasher, air conditioning, and a swimming pool, alongside a garden with a fire pit and a terrace for outdoor enjoyment.
One Bedroom Hamptons Waterfront Cottage - Riverhead, NY
10 23 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.
Bayfront East Quogue Retreat W/ Private Boat Dock - Riverhead, NY
No reviews

Bayfront East Quogue Retreat W/ Private Boat Dock

house, East Quogue
This East Quogue bayfront property boasts stunning water views and private boat dock access, situated approximately 19 kilometres from Splish Splash and 21 kilometres from Agawam Park.
The 65 square metre house features two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, air conditioning, Wi-Fi, and a washing machine.
Natures Paradise | Waterfront Home W Private Dock Near Strongs Marina - Riverhead, NY
9.8 17 reviews

Natures Paradise | Waterfront Home W Private Dock Near Strongs Marina

apartment, Mattituck
This waterfront property in Mattituck, Long Island, is situated within 5km of Macari, Scarola, and Harbes Vineyards, and Harbes Family Farm, offering easy access to local attractions.
This 223 square metre house boasts four bedrooms, four bathrooms, sleeps nine guests, and includes a swimming pool, jacuzzi, and fully equipped kitchen; on-site water park adds to the family-friendly amenities.

Best Riverhead, NY vacation rentals with parking

J&j's Bnb Lovely,  Br/bath W/ Private Entrance! - Riverhead, NY
9.9 153 reviews

J&j's Bnb Lovely, Br/bath W/ Private Entrance!

resort, Calverton
This one-bedroom apartment in Calverton is situated just 3.2 kilometres from Splish Splash water park, 5.8 kilometres from the Long Island Aquarium, and 14 kilometres from Cupsogue Beach. The self-contained apartment offers a private entrance, bathroom, and bedroom, ensuring privacy for guests, and features modern amenities such as a flat-screen smart TV, a small refrigerator and microwave, and complimentary water and coffee.
Pumpkins & Sunflowers! Cozy Cottage In The Fall! - Riverhead, NY
9.9 42 reviews

Pumpkins & Sunflowers! Cozy Cottage In The Fall!

apartment, Baiting Hollow
This charming cottage is situated in Baiting Hollow, just 2.4 kilometres from the Riverhead Ciderhouse, LIV Vodka, Baiting Hollow Wineries, Cooperage Inn, and stunning sunflower fields. The cottage has received excellent ratings for its location, cleanliness, and overall user experience.
The cosy bungalow offers two bedrooms, sleeping up to six guests, and a fully equipped kitchen and living space. Guests can enjoy a spacious deck with water views, a BBQ grill, and air conditioning for comfortable stays throughout the year.
Charming Beach Cottage, Vineyards & Sunset Views - Riverhead, NY
9.7 29 reviews

Charming Beach Cottage, Vineyards & Sunset Views

apartment, Jamesport
This Jamesport holiday cottage offers direct beach access, being steps from a white sandy beach and a short walk from a local seafood restaurant.
Sleeping six guests, the three-bedroom, one-bathroom property includes a kitchen, air conditioning, parking, and internet access, providing a relaxing coastal getaway in a tranquil setting.
3br/2.5ba: Vineyard Views, Open Layout - Riverhead, NY
10 7 reviews

3br/2.5ba: Vineyard Views, Open Layout

apartment, Aquebogue
This Paumanok Vineyards guest house is situated on the Paumanok Vineyards in Aquebogue, New York, offering direct access to the tasting room and located minutes (approximately 1.6km) from Jamesport, with its wineries, breweries, and farm stands, and a similar distance to the North Fork beaches.
The spacious, recently renovated three-bedroom, two-bathroom property sleeps six guests, boasting a gourmet kitchen, expansive patio, fireplace, Wi-Fi, and stunning vineyard views; enjoy on-site wine tasting and nearby outdoor activities.
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