Holiday Rentals in Riverhead, NY

55 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Riverhead, NY holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

55 Holiday Rentals and Airbnb in Riverhead, NY

Best family friendly Riverhead, NY holiday rentals

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

Charming Riverhead Home With Large Outdoor Patio & Backyard  Firepit - Riverhead, NY
9.6 10 reviews
Riverhead, NY
23/06 – 25/06
NZ$916/nighttotal: NZ$1832 (2 )

Charming Riverhead Home With Large Outdoor Patio & Backyard Firepit

2 1
apartment , Riverhead
This Riverhead home is located just 1.5 kilometres from All Star Bowling, Suffolk Theater, and Safari Adventure, making it a great base for exploring the area's attractions. The property has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The two-bedroom property comfortably accommodates up to six guests, making it ideal for families or groups of friends. The home offers a range of amenities including free Wi-Fi, a washing machine, a dining table, a patio, a garden, and a Smart TV, ensuring a comfortable and enjoyable stay.
Walk To Beautiful Beach In Heart Of Wine Country - Riverhead, NY
9.9 154 reviews
Riverhead, NY
15/10 – 20/10
NZ$672/nighttotal: NZ$3360 (5 )

Walk To Beautiful Beach In Heart Of Wine Country

1 3
apartment , Jamesport
This charming house is located just a short walk from a beautiful Peconic Bay beach, with amenities like tennis/pickleball courts, volleyball, and a playground. The property has received excellent user, location and cleanliness ratings.
The house offers 3 bedrooms and 1 bathroom, accommodating up to 6 guests comfortably. Guests can enjoy a spacious open plan living area, a large screened porch, a fully equipped kitchen, a gas grill, board games, beach equipment and much more.
Heated Pool + Hot Tub - Luxe 7br Villa - Riverhead, NY
9.6 58 reviews
Riverhead, NY
15/10 – 20/10
NZ$3307/nighttotal: NZ$16535 (5 )

Heated Pool + Hot Tub - Luxe 7br Villa

7 3
apartment , 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.
Cozy Hamptons Get Away, Pool, Minutes From Beaches, Shops, Restaurants And More! - Riverhead, NY
10 47 reviews
Riverhead, NY
15/10 – 20/10
NZ$1525/nighttotal: NZ$7625 (5 )

Cozy Hamptons Get Away, Pool, Minutes From Beaches, Shops, Restaurants And More!

4 3
apartment , Hampton Bays
This Hampton Bays holiday home is situated within 9.6km of several beaches, including Meschutt, Quogue, Ponquogue, Rogers, and Cupsoque beaches, and is close to the Quogue Community Hall.
The three-bedroom property, sleeping seven guests, boasts a private pool, outdoor barbecue, free Wi-Fi, and a fully equipped kitchen; nearby attractions include a water park and various coastal activities.

Best Riverhead, NY holiday rentals with a pool

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

Tree Canopy Oasis - Riverhead, NY
Riverhead, NY
26/06 – 03/07
NZ$2655/nighttotal: NZ$18585 (7 )

Tree Canopy Oasis

1 1
house , East Quogue
This East Quogue holiday home is situated 18 kilometres from Splish Splash water park and 48 kilometres from Long Island MacArthur Airport.
The 150 square metre property sleeps eleven guests in three bedrooms, two bathrooms, and boasts a private swimming pool, fully equipped kitchen, Wi-Fi, and in-house laundry facilities.
Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps To Bay. - Riverhead, NY
10 11 reviews
Riverhead, NY
15/10 – 20/10
NZ$2384/nighttotal: NZ$11920 (5 )

Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps To Bay.

4 3
apartment , Mattituck
This beachfront property in Mattituck offers direct access to two private beaches.
The 279 square metre (approximately 2996 square foot), two-story house sleeps eight comfortably, boasting four bedrooms, three bathrooms, a heated saltwater pool, and extensive outdoor amenities including a fire pit and patio.
Pet-friendly Apt W/ Hot Tub Near The Hamptons! - Riverhead, NY
9.2 5 reviews
Riverhead, NY
15/10 – 20/10
NZ$459/nighttotal: NZ$2295 (5 )

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.
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
NZ$1729/nighttotal: NZ$8645 (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.

Frequently asked questions about holiday rentals in Riverhead, NY

Destinations nearby

Best Riverhead, NY holiday rentals with a balcony

Villa Luz Cozy Family Home With Jacuzzi Year Round - Riverhead, NY
9.5 173 reviews
Riverhead, NY
15/10 – 20/10
NZ$3104/nighttotal: NZ$15520 (5 )

Villa Luz Cozy Family Home With Jacuzzi Year Round

4 3
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.
Respite Ranch | Pool, Hot Tub & North Fork - Riverhead, NY
10 12 reviews
Riverhead, NY
15/10 – 20/10
NZ$1691/nighttotal: NZ$8455 (5 )

Respite Ranch | Pool, Hot Tub & North Fork

3 3
apartment , Mattituck
This Mattituck holiday home enjoys a seaside location, within 3.2km of three vineyards – Pellegrini, Castello di Borghese/Hargrave, and Pugliese – and under 5km from Shinn Estate and Peconic Bay Vineyards.
The 186 square metre property sleeps six guests in three bedrooms and three bathrooms, boasting a private pool, hot tub, tennis court, and fully equipped kitchen; housekeeping is available on request.
Peconic River Boatel - Riverhead, NY
10 20 reviews
Riverhead, NY
15/10 – 20/10
NZ$1024/nighttotal: NZ$5120 (5 )

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.
Private Westhampton Escape 5br, Pool, Hot Tub, Near Beach - Riverhead, NY
9.4 31 reviews
Riverhead, NY
15/10 – 20/10
NZ$3024/nighttotal: NZ$15120 (5 )

Private Westhampton Escape 5br, Pool, Hot Tub, Near Beach

5 3
house , Westhampton
This spacious villa is located in Westhampton, just minutes from the beaches and town centre, in a quiet cul-de-sac. It has consistently received excellent user ratings, making it a popular choice for travellers.
The property spans 380 square metres and comfortably accommodates up to 10 guests. It boasts a range of amenities including a swimming pool, jacuzzi, tennis court, and a chef's kitchen, ensuring a relaxing and enjoyable stay.

Best Riverhead, NY holiday rentals with parking

Bayfront House On 150 Acre Nature Preserve And Private Road! - Riverhead, NY
Riverhead, NY
23/06 – 25/06
NZ$1053/nighttotal: NZ$2106 (2 )

Bayfront House On 150 Acre Nature Preserve And Private Road!

2 1
apartment , Flanders
This waterfront apartment, near Flanders in Riverhead, New York, enjoys a unique location on a 150-acre nature reserve bordering Reeves Bay and the Peconic River, a short 8km drive from the Riverhead Train Station.
This 133 square metre dwelling boasts two bedrooms, two bathrooms, sleeps five, and includes a kitchen, air conditioning, a garden, spa, tennis court, parking, and access to kayaks, paddleboards, and bikes; nearby attractions include the Long Island Aquarium (4.5km) and Tanger Outlets (9.6km).
Hampton Bays Retreat Walk To Squires Beach! - Riverhead, NY
8.0 1 review
Riverhead, NY
15/10 – 20/10
NZ$713/nighttotal: NZ$3565 (5 )

Hampton Bays Retreat Walk To Squires Beach!

2 3
house , Hampton Bays
This Hampton Bays holiday home is conveniently located near Squires Beach, 16km from Agawam Park, and within a 48km radius of Montauk Point Lighthouse and Splish Splash.
This two-bedroom property, boasting 134 square metres of floor space, comfortably sleeps eleven guests and features a fully equipped kitchen, free Wi-Fi, and a private entrance.
Contemporary Home Close To Beaches With Private Pool, Open Floorplan, And... - Riverhead, NY
10 2 reviews
Riverhead, NY
23/06 – 25/06
NZ$3854/nighttotal: NZ$7708 (2 )

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.
1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Riverhead, NY
9.0 7 reviews
Riverhead, NY
27/06 – 04/07
NZ$1811/nighttotal: NZ$12677 (7 )

1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

2 2
cottage , Aquebogue
This waterfront holiday home in Aquebogue, Long Island's North Fork, offers 365 feet of private Peconic Bay shoreline and is conveniently located near Long Island Wine Country and local town beaches.
This detached, single-storey cottage boasts 56 square meters of floor space, accommodates up to five guests across two bedrooms and one bathroom, and includes complimentary use of kayaks, paddle boards, and canoes.
©2026 cozycozy.com