Compare Vacation Rentals & Airbnb in Riverhead, NY

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

Best family friendly Riverhead, NY vacation rentals

Among the 55 accommodations in Riverhead, NY, here are the 4 best family friendly rentals

Private Luxury Hamptons Estate Indoor Pool Hot Tub - Riverhead, NY
10 49 reviews
Riverhead, NY
15/10 – 20/10
$6280/nighttotal: $31400 (5 )

Private Luxury Hamptons Estate Indoor Pool Hot Tub

5 3
apartment , East Quogue
This luxurious five-bedroom home is situated in East Quogue, just a short distance from the beach and local restaurants. The property has received excellent ratings for cleanliness, location and user experience.
The spacious 474 square metre apartment comfortably accommodates up to eight guests and features a range of amenities including a private pool, a fully equipped kitchen, a fitness centre, and a private studio apartment. Guests can enjoy the beautiful garden, relax in the jacuzzi, or take advantage of the outdoor fire tables and BBQ.
2-acre Modern Estate In Southampton.  Beach, Winery, Farm, Pool, And Hot Tub - Riverhead, NY
9.5 42 reviews
Riverhead, NY
15/10 – 20/10
$1039/nighttotal: $5195 (5 )

2-acre Modern Estate In Southampton. Beach, Winery, Farm, Pool, And Hot Tub

4 3
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.
North-fork Bungalow For A Relaxing Getaway - Riverhead, NY
9.8 59 reviews
Riverhead, NY
15/10 – 20/10
$538/nighttotal: $2690 (5 )

North-fork Bungalow For A Relaxing Getaway

1 3
bungalow , Baiting Hollow
This Baiting Hollow bungalow, near Riverhead's Main Street and within easy reach of several Long Island wineries and the Tanger Outlet Mall, offers convenient access to local attractions.
Sleeping six guests across three bedrooms and one bathroom, this single-storey house boasts a fully equipped kitchen, laundry facilities, a large fenced garden with BBQ, and family-friendly amenities including a pack 'n play and outdoor play equipment.
Brand New Charming Beach House - Riverhead, NY
9.9 61 reviews
Riverhead, NY
15/10 – 20/10
$1279/nighttotal: $6395 (5 )

Brand New Charming Beach House

4 3
apartment , Mattituck
This charming house is conveniently located in Mattituck, just 5 kilometres from several vineyards including Shinn Estate Vineyards, Scarola Vineyards, McCall Wines, Pellegrini Vineyards, and Macari Vineyards. This property has received excellent ratings for location, cleanliness, and overall user experience.
The house has four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. Amenities include free Wi-Fi, a fully equipped kitchen, a washing machine, a refrigerator, a TV, a fireplace, a garden, and a barbecue grill.

Best Riverhead, NY vacation rentals with a pool

Among the 55 accommodations in Riverhead, NY, here are the 4 best rentals with a pool

2 Bedroom Hamptons Waterfront Cottage Rental - Riverhead, NY
10 17 reviews
Riverhead, NY
15/10 – 20/10
$1068/nighttotal: $5340 (5 )

2 Bedroom Hamptons Waterfront Cottage Rental

2 3
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.
Hamptons Haven: Heated Pool, Hot Tub & Gameroom! 2 Miles To Rogers Beach - Riverhead, NY
9.9 265 reviews
Riverhead, NY
15/10 – 20/10
$1233/nighttotal: $6165 (5 )

Hamptons Haven: Heated Pool, Hot Tub & Gameroom! 2 Miles To Rogers Beach

5 3
apartment , Westhampton Beach
This contemporary ranch-style house is located in Westhampton Beach, a short distance from the beach and the town centre, offering easy access to shops, restaurants, and nightlife. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The house is spacious, with 5 bedrooms, 10 guest capacity and a floor area of 279 square metres. This property offers a range of amenities, including a heated swimming pool with a waterfall, a hot tub, a game room, a fully equipped kitchen, a comfortable office space, and a spacious garden.
Contemporary Home Close To Beaches With Private Pool, Open Floorplan, And... - Riverhead, NY
10 2 reviews
Riverhead, NY
26/06 – 03/07
$2596/nighttotal: $18172 (7 )

Contemporary Home Close To Beaches With Private Pool, Open Floorplan, And...

4 1
apartment , East Quogue
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.
Pet-friendly Apt W/ Hot Tub Near The Hamptons! - Riverhead, NY
9.8 33 reviews
Riverhead, NY
07/10 – 09/10
$405/nighttotal: $810 (2 )

Pet-friendly Apt W/ Hot Tub Near The Hamptons!

1 3
apartment , Riverhead
This Aquebogue holiday cottage is situated on the North Fork of Long Island, approximately 1.6 kilometres from Aquebogue's town centre and a short drive from the Hamptons.
The self-catering property sleeps four guests in one bedroom and one bathroom, boasting a kitchenette with fridge and microwave, air conditioning, a swimming pool and hot tub (seasonal), plus on-site parking and bikes; optional breakfast is available.

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.

Destinations nearby

Best Riverhead, NY vacation rentals with a balcony

Best Location! Cozy And Chic Retreat 5 Min To Beach And Close To Town, Peaceful! - Riverhead, NY
9.4 10 reviews
Riverhead, NY
15/10 – 20/10
$1405/nighttotal: $7025 (5 )

Best Location! Cozy And Chic Retreat 5 Min To Beach And Close To Town, Peaceful!

4 3
apartment , Hampton Bays
This Hampton Bays holiday home, a five-minute drive from the town centre and five minutes from the ocean beach, also offers eight-minute walk access to the bay beach.
This four-bedroom, four-bathroom property boasts 279 square metres of space across three floors, accommodating up to ten guests and featuring a private pool (open Memorial Day to Labor Day), a games room, and a gourmet kitchen opening onto a deck.
Cozy Beach Hose Minutes From Hamptons - Riverhead, NY
10 1 review
Riverhead, NY
15/10 – 20/10
$1285/nighttotal: $6425 (5 )

Cozy Beach Hose Minutes From Hamptons

4 3
apartment , Baiting Hollow
This Calverton holiday home offers direct access to the beach, a mere 300 metres from your doorstep, with vineyards, farm stands, and restaurants also within minutes.
This four-bedroom flat accommodates up to nine guests with a king bed, two queen beds, a sofa bed, and two futons, featuring air conditioning, a dishwasher, and Wi-Fi, alongside proximity to Splish Splash Water Park and Wildwood State Park.
Villa At Hampton Bays - Riverhead, NY
9.6 58 reviews
Riverhead, NY
15/10 – 20/10
$2688/nighttotal: $13440 (5 )

Villa At Hampton Bays

7 3
house , Hampton Bays
The Villa at Hampton Bays is located in the charming town of Hampton Bays, just 21 kilometres from the Splish Splash water park and 47 kilometres from Montauk Point Lighthouse. This property has consistently received excellent ratings for user experience, location, and cleanliness.
This spacious seven-bedroom house provides comfortable accommodation for up to 13 guests in its 465 square metres of living space. The villa offers a range of amenities, including a private pool, a jacuzzi, a fitness centre, and a garden, ensuring a relaxing and enjoyable stay.
Spacious Four Bedroom House In Peaceful Jamesport; - Riverhead, NY
Riverhead, NY
07/10 – 09/10
$1776/nighttotal: $3552 (2 )

Spacious Four Bedroom House In Peaceful Jamesport;

4 3
apartment , Aquebogue
This three-bedroom house in Riverhead offers convenient access to The Hamptons Beaches and Cooper's Beach, located approximately 5 kilometres away, as well as the Suffolk Theater and All Star Bowling.
This spacious accommodation sleeps seven guests with one queen, one full, and three twin beds across three bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, garden, tennis court, and parking.

Best Riverhead, NY vacation rentals with parking

2nd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Riverhead, NY
9.6 5 reviews
Riverhead, NY
26/06 – 03/07
$1205/nighttotal: $8435 (7 )

2nd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

2 1
cottage , Aquebogue
This waterfront holiday home is located in Aquebogue on the North Fork of Long Island, offering direct access to 111 meters of Peconic Bay shoreline and proximity to Long Island's Wine Country.
This pet-friendly, family-friendly cottage spans 56 square meters, featuring two bedrooms and one bathroom to accommodate up to five guests, with amenities including a fridge, microwave, air conditioning, and complimentary use of kayaks and paddleboards.
Pet-friendly Apt W/ Hot Tub Near The Hamptons! - Riverhead, NY
10 1 review
Riverhead, NY
07/10 – 09/10
$415/nighttotal: $830 (2 )

Pet-friendly Apt W/ Hot Tub Near The Hamptons!

1 3
apartment , Aquebogue
This Aquebogue holiday cottage is situated approximately 5km from Riverhead's Peconic Bay Medical Center, Suffolk Theatre, and Paumanok Vineyards, offering easy access to local attractions.
The self-catering property features a microwave, Wi-Fi, air conditioning, parking, and barbecue facilities, ideal for a relaxing stay near the marina.
6th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Riverhead, NY
10 12 reviews
Riverhead, NY
26/06 – 03/07
$889/nighttotal: $6223 (7 )

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

1 1
cottage , Aquebogue
This waterfront holiday home in Aquebogue, North Fork, Long Island, offers 110 metres of direct Peconic Bay access and is conveniently located near over 40 wineries and local town beaches.
This 40 square metre cottage accommodates up to four guests, featuring a kitchen with a fridge and microwave, air conditioning, and complimentary use of kayaks, paddle boards, and canoes for exploring the bay.
Pet-friendly Apt W/ Hot Tub Near The Hamptons! - Riverhead, NY
Riverhead, NY
07/10 – 09/10
$370/nighttotal: $740 (2 )

Pet-friendly Apt W/ Hot Tub Near The Hamptons!

1 3
apartment , Aquebogue
This Aquebogue holiday home is situated 9.8km from Splish Splash water park and 45km from Long Island MacArthur Airport.
The 44 square metre property offers one bedroom, one bathroom, sleeps seven guests, and includes a swimming pool, jacuzzi, Wi-Fi, and parking.
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