Compare Vacation Rentals & Airbnb in Riverhead, NY

55 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Riverhead, NY vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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

Delightful Country House Escape - Riverhead, NY
8.9 19 reviews
Riverhead, NY
01/08 – 07/08
$707/nighttotal: $262297 (371 )

Delightful Country House Escape

1 1
apartment , East Quogue
This three-bedroom Arts & Crafts farmhouse in a quiet Southampton township hamlet offers convenient access to ocean and bay beaches, with village amenities, restaurants, and shops all within a 1 kilometre walk.
This family-friendly property sleeps six guests and features a private swimming pool with a deck and large garden, plus included utilities, Wi-Fi, and on-site summer toys and beach gear for a hassle-free stay.
Tennis, Pool & Garden Compound With Guest House:hamptons Retreat - Riverhead, NY
Riverhead, NY
18/07 – 25/07
$4186/nighttotal: $29302 (7 )

Tennis, Pool & Garden Compound With Guest House:hamptons Retreat

4 4
apartment , East Quogue
This East Quogue holiday home is situated within 9.6km of Quogue Community Hall, Cupsogue Beach, Rogers Beach, and All Star Bowling, offering easy access to local amenities and the Hamptons beaches.
Sleeping up to 11 guests, this four-bedroom, three-bathroom property boasts a swimming pool, terrace, garden, fitness centre, and parking, plus a fully equipped kitchen and BBQ facilities.
4th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Riverhead, NY
9.8 19 reviews
Riverhead, NY
07/10 – 09/10
$914/nighttotal: $1828 (2 )

4th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

2 3
cottage , Aquebogue
This holiday let is located in Aquebogue on the North Fork of Long Island, New York, offering 365 feet of shoreline on the Peconic Bay and is a short drive from over 40 wineries, fine dining establishments, and local shops.
This 51 square meter cottage accommodates up to five guests, featuring two bedrooms, one bathroom, a kitchen with a fridge and microwave, air conditioning, and complimentary use of kayaks, paddle boards, and canoes for exploring the bay, alongside a screened-in porch and a private charcoal barbecue grill.
Mamma  Mia Getaway - Riverhead, NY
Riverhead, NY
18/07 – 25/07
$1365/nighttotal: $9555 (7 )

Mamma Mia Getaway

4 4
apartment , Eastport
This family-friendly four-bedroom residence is located in East Moriches, offering convenient access to the wineries and breweries of Eastport and a short drive to Montauk Point Lighthouse.
This holiday home accommodates six guests and features a kitchen with a fridge, microwave oven, and dishwasher, alongside air conditioning, a swimming pool, garden, and parking.

Best Riverhead, NY vacation rentals with a pool

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

Private 3br Hamptons Escape: Pool & Tennis, Modern Interior. 10 Mins To Dune Rd. - Riverhead, NY
Riverhead, NY
18/07 – 25/07
$1788/nighttotal: $12516 (7 )

Private 3br Hamptons Escape: Pool & Tennis, Modern Interior. 10 Mins To Dune Rd.

3 4
apartment , Flanders
This Riverhead property on Long Island, approximately 177 kilometres from New York City, offers a tranquil escape within a wildlife refuge, providing opportunities to observe local fauna and enjoy a setting akin to the Flemish countryside.
This spacious 353 square metre dwelling, accommodating up to eight guests across four bedrooms and four bathrooms, features a private swimming pool and tennis court, alongside a pond with a fountain, and is conveniently situated near cultural attractions and gourmet dining.
Bayfront Luxury Retreat With Heated Pool, Private Beach, And Sweeping Water... - Riverhead, NY
Riverhead, NY
18/07 – 25/07
$5126/nighttotal: $35882 (7 )

Bayfront Luxury Retreat With Heated Pool, Private Beach, And Sweeping Water...

4 4
apartment , Hampton Bays
This Hampton Bays bayfront property offers direct private beach access on the Great Peconic Bay, situated just minutes from the town centre and local attractions.
This spacious 279 square meter holiday home accommodates up to six guests, featuring four bedrooms, five bathrooms, a heated outdoor saltwater pool, a hot tub, and a fully equipped chef's kitchen.
Bayview Resort - Riverhead, NY
8.7 549 reviews
Riverhead, NY
18/07 – 25/07
$863/nighttotal: $6041 (7 )

Bayview Resort

1 4
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.
North Fork Winter Escape  Cozy Farmhouse By The Vineyards - Riverhead, NY
9.2 5 reviews
Riverhead, NY
18/07 – 25/07
$1881/nighttotal: $13167 (7 )

North Fork Winter Escape Cozy Farmhouse By The Vineyards

3 4
apartment , Mattituck
This three-bedroom apartment is located in Mattituck, a quiet neighbourhood on the North Fork of Long Island, just 8km from the Macari Vineyards and Harbes Family Farm.
The 204 square metre apartment sleeps up to eight guests and has a private heated pool, a fully equipped kitchen with a dishwasher, 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.

Destinations nearby

Best Riverhead, NY vacation rentals with a balcony

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.
Villa Luz Cozy Family Home With Jacuzzi Year Round - Riverhead, NY
9.5 172 reviews
Riverhead, NY
18/07 – 25/07
$3075/nighttotal: $21525 (7 )

Villa Luz Cozy Family Home With Jacuzzi Year Round

4 4
apartment , Hampton Bays
This family-friendly four-bedroom apartment in Hampton Bays is conveniently located within a 10km radius of the beautiful Meschutt, Ponquogue, and Cupsoque beaches. The property boasts a private pool, a fenced garden, and a fully equipped kitchen, perfect for relaxing after a day exploring the Hamptons coastline.
Hamptons Summer Rental - Secluded Pool + 5 Minutes To Beach - Riverhead, NY
10 1 review
Riverhead, NY
01/08 – 07/08
$1634/nighttotal: $606214 (371 )

Hamptons Summer Rental - Secluded Pool + 5 Minutes To Beach

5 1
apartment , East Quogue
This East Quogue holiday home is ideally situated within 9.6km of Quogue Community Hall, Rogers Beach, and Cupsogue Beach, and within 14.5km of Meschutt Beach and the Westhampton Beach Performing Arts Center.
This five-bedroom, four-bathroom property sleeps twelve guests and boasts a private pool, game room, barbecue facilities, and free Wi-Fi, all within easy reach of local beaches and attractions.
Peconic River Boatel - Riverhead, NY
10 20 reviews
Riverhead, NY
07/10 – 09/10
$878/nighttotal: $1756 (2 )

Peconic River Boatel

2 3
houseboat , Riverhead
This Riverhead houseboat, situated on the Peconic River, is within walking distance of Riverhead's restaurants and breweries, and close to Treasure Cove Marina and Peconic Riverfront Park.
The 93-square-metre (1000 sq ft) floating home offers two bedrooms, one bathroom, and sleeps five guests, boasting a full kitchen, terrace, spa, and parking, with sunrise views and proximity to attractions such as Suffolk Theatre and Hallockville Museum Farm.

Best Riverhead, NY vacation rentals with parking

Recently Renovated And Re-designed Vineyard Cottage Located On The 205 Acre... - Riverhead, NY
10 14 reviews
Riverhead, NY
07/10 – 09/10
$2242/nighttotal: $4484 (2 )

Recently Renovated And Re-designed Vineyard Cottage Located On The 205 Acre...

3 3
apartment , Northville
This Riverhead holiday home boasts a superb location, just a short distance from Martha Clara Vineyards, Hallock State Park Preserve, and Hallockville Museum Farm, with Harbes Family Farm and Harbes Vineyard a 24km drive away.
The 200 square metre property offers three bedrooms, three bathrooms, sleeps eight guests, and includes a jacuzzi, terrace, garden, BBQ, and fully equipped kitchen; ideal for exploring the North Fork's attractions.
Premier Waterfront Cottage 1 - Riverhead, NY
9.6 62 reviews
Riverhead, NY
07/10 – 09/10
$962/nighttotal: $1924 (2 )

Premier Waterfront Cottage 1

2 3
house , Aquebogue
This waterfront cottage is situated in Riverhead, just 7.6 miles from Splish Splash waterpark and a short drive from Aquebogue, offering a peaceful escape close to family-friendly attractions. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The cottage features two separate bedrooms, providing privacy and space for families or groups of friends. Guests can enjoy a fully equipped kitchen, air conditioning, private parking, and access to a garden, ensuring a comfortable and enjoyable stay.
Pet-friendly Apt W/ Hot Tub Near The Hamptons! - Riverhead, NY
9.2 5 reviews
Riverhead, NY
07/10 – 09/10
$418/nighttotal: $836 (2 )

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

1 3
apartment , Aquebogue
This Aquebogue holiday home is conveniently located near the beach, less than 5km from Peconic Bay Medical Center, the Suffolk Theatre, and Paumanok Vineyards.
The 44 square metre property boasts one bedroom, one bathroom, sleeps four guests, and includes a private pool, hot tub, barbecue, and fully equipped kitchen with a fridge, microwave, and coffee/tea maker.
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.
©2026 cozycozy.com