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Best Vacation rentals and Airbnb offers in Riverhead, NY
9.8 29 reviews
Riverhead, NY
07/18 – 07/25
$1130/nighttotal: $7910 (7 )
North Fork Family Getaway-updated W/ Heated Pool
1 4
apartment , Laurel
This newly renovated home is located on the North Fork of Long Island, about 90 miles from Manhattan, situated between the Long Island Sound and Peconic Bay, both beaches being about two miles away. This apartment has received excellent ratings for location, cleanliness, and overall user experience. This five-bedroom, two-bathroom apartment can accommodate up to 10 guests. It features a modern kitchen with stainless steel appliances, a saltwater pool, a gas grill, an outdoor projection TV, and an acre of landscaped grounds.
10 2 reviews
Riverhead, NY
08/01 – 08/07
$1210/nighttotal: $448910 (371 )
Waterfront Home With Deep Water Dock On Penny Pond
3 1
apartment , Hampton Bays
This waterfront Hampton Bays vacation home is surrounded by two private acres of wildlife, offering breathtaking bay views and stunning sunsets. Guests have given it excellent ratings for its location, cleanliness, and overall experience. With a spacious 2200 square feet of living space, this three-bedroom, three-bathroom apartment can accommodate up to six guests. It features a fully equipped kitchen, multiple sitting areas with a fireplace, and a private terrace/balcony. Guests can also enjoy access to a garden, spa, and parking.
9.2 5 reviews
Riverhead, NY
10/07 – 10/09
$299/nighttotal: $598 (2 )
Pet-friendly Apt W/ Hot Tub Near The Hamptons!
1 3
apartment , Aquebogue
This Aquebogue vacation home is located near the beach and within three miles of Peconic Bay Medical Center, the Suffolk Theater, and Paumanok Vineyards. This 470-square-foot rental boasts one bedroom, one bathroom, sleeps four guests, and includes a private pool, hot tub, barbecue grills, and a fully equipped kitchen.
9.8 68 reviews
Riverhead, NY
08/01 – 08/07
$1107/nighttotal: $410697 (371 )
Hexagon Shape Cottage With Pool & Koi Fish Pond
4 1
apartment , Hampton Bays
This Hampton Bays bubble, located in the Red Creek area, offers easy access to beaches, shops, and restaurants. The 3400-square-foot hexagonal dome cottage features four bedrooms, three bathrooms, and accommodates eight guests, boasting a pool, tennis court, and two pianos.
10 2 reviews
Riverhead, NY
07/18 – 07/25
$1119/nighttotal: $7833 (7 )
Luxurious Hamptons House With Heated Pool & Grill
3 4
house , Hampton Bays
This Hampton Bays house rental is located 13 miles from Splish Splash water park, 15 miles from the Long Island Rail Road, and 31 miles from Montauk Point Lighthouse. This 1,350-square-foot home features three bedrooms, one bathroom, sleeps eleven guests, and includes a heated saltwater pool, private grill, Wi-Fi, and parking, plus laundry service and access to a picnic area.
9.6 10 reviews
Riverhead, NY
10/07 – 10/09
$591/nighttotal: $1182 (2 )
Charming Riverhead Home With Large Outdoor Patio & Backyard Firepit
2 3
apartment , Riverhead
This Riverhead vacation home is conveniently located within a 15-minute walk of popular attractions like All Star Bowling, Suffolk Theater, and Safari Adventure, making it ideal for exploring the area. This highly-rated rental is perfect for families or groups of friends looking for a comfortable and convenient stay. This 2-bedroom home comfortably sleeps 6 guests and features a garden, a patio, and a Smart TV. Enjoy the convenience of free Wi-Fi, a washing machine, a dining table, and a sofa bed, ensuring a comfortable and enjoyable stay.
9.6 62 reviews
Riverhead, NY
10/07 – 10/09
$688/nighttotal: $1376 (2 )
Premier Waterfront Cottage 1
2 3
house , Aquebogue
This waterfront cottage is located in Riverhead, just 7.6 miles from Splish Splash waterpark and a short drive from Aquebogue, a charming town with beautiful beaches, wineries, and local restaurants. This property has received excellent ratings for cleanliness, location, and user experience. The cottage features two bedrooms, one bathroom, a fully equipped kitchen, and a private garden. Enjoy air conditioning, free parking, and the convenience of being close to the waterpark and other local attractions.
9.5 173 reviews
Riverhead, NY
08/01 – 08/07
$1618/nighttotal: $600278 (371 )
Villa Luz Cozy Family Home With Jacuzzi Year Round
1 1
apartment , Hampton Bays
This family-friendly vacation rental is located in Hampton Bays, just 6 miles from Meschutt Beach, Ponquogue Beach, and Cupsoque Beach. The 4-bedroom, 3-bathroom home features a private pool, fenced yard, and fully equipped kitchen, perfect for a relaxing getaway with up to 8 guests.
9.9 16 reviews
Riverhead, NY
08/01 – 08/07
$549/nighttotal: $203679 (371 )
Private Canal-front Single Family Home/great Yard
1 1
apartment , Hampton Bays
This Hampton Bays single-family home offers direct canal access to Tiana Bay, the Great South Bay, and Shinnecock Inlet, located five minutes from Dune Road and two minutes from local shops and restaurants. The four-bedroom, two-bathroom house sleeps four guests and features a microwave, air conditioning, a private fenced yard with a furnished deck, and various non-motorized watersports equipment.
9.8 19 reviews
Riverhead, NY
10/07 – 10/09
$654/nighttotal: $1308 (2 )
4th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork
2 3
cottage , Aquebogue
This waterfront cottage in Aquebogue, on the North Fork of Long Island, offers 365 feet of direct Peconic Bay access and is located within miles of Long Island's Wine Country. This 550 square foot rental accommodates up to 5 guests with 2 bedrooms and 1 bathroom, featuring a kitchen with a fridge and microwave, air conditioning, internet, parking, and complimentary use of kayaks, paddle boards, and canoes.
9.8 45 reviews
Riverhead, NY
10/07 – 10/09
$1067/nighttotal: $2134 (2 )
The Perfect Bay House Escape
1 3
apartment , Flanders
This vacation rental is located in Southampton Township, just a block from the beach and close to the bay. It has excellent user, location, and cleanliness ratings. This 4-bedroom, 2-bathroom home comfortably sleeps 6 guests. The house features a kitchen, air conditioning, a fireplace, a TV room loft, a fitness center, parking, and a porch, deck, and fire pit for outdoor enjoyment.
10 5 reviews
Riverhead, NY
07/18 – 07/25
$796/nighttotal: $5572 (7 )
Coastal Cottage
1 4
apartment , Flanders
This Flanders beach house, a one-minute walk from a quiet beach, offers a spacious garden (winterization in progress) and large balconies perfect for relaxation. The 1-bedroom, 1-bathroom home sleeps up to 6 guests and features full amenities including Wi-Fi, a kitchen, a library, a laundry room, and a unique art collection.
Best Riverhead, NY vacation rentals with a balcony
Riverhead, NY
07/18 – 07/25
$3667/nighttotal: $25669 (7 )
Bayfront Luxury Retreat With Heated Pool, Private Beach, And Sweeping Water...
4 4
apartment , Hampton Bays
This Hampton Bays rental offers direct bayfront access with a private beach on Great Peconic Bay, located just a short drive from Ponquogue Beach, Meschutt Beach, and numerous restaurants. This 3000 sq ft apartment accommodates up to 6 guests and features a heated outdoor saltwater pool, hot tub, chef's kitchen, ping pong table, movie den, and a workout nook with a Peloton bike.
Riverhead, NY
10/07 – 10/09
$1271/nighttotal: $2542 (2 )
Spacious Four Bedroom House In Peaceful Jamesport;
4 3
apartment , Aquebogue
This 3-bedroom house in Riverhead is a short drive to The Hamptons Beaches and Cooper's Beach, and within reach of Suffolk Theater and All Star Bowling. This spacious apartment accommodates up to 7 guests with a queen bed, a full bed, and three twin beds, featuring a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a terrace, garden, tennis court, and parking.
Riverhead, NY
07/18 – 07/25
$1031/nighttotal: $7217 (7 )
Walk To Beach! Hamptons Cottage With Hot Tub & Pool
1 4
house , Hampton Bays
This Hampton Bays cottage is located 8.6 miles from Agawam Park and offers a short walk to the beach. This vacation home accommodates up to 9 guests with 1 bedroom and 2 bathrooms, featuring a private pool, hot tub, full kitchen, air conditioning, terrace, free WiFi, and free parking, and is situated 14 miles from Splish Splash water park.
Riverhead, NY
10/07 – 10/09
$620/nighttotal: $1240 (2 )
Charming 3-bedroom House In Lovely Jamesport- Near Water, Riverhead, Shinnecock.
3 3
apartment , Jamesport
This Riverhead rental home is situated near The Hamptons Beaches and Cooper's Beach, with Suffolk Theater and All Star Bowling also in close proximity. This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests, featuring air conditioning, a kitchen with a fridge, a terrace, a garden, and parking.
Guest-Favorite Family Vacation Rentals in Riverhead, NY
These family-friendly vacation rentals in Riverhead, NY offer spacious layouts and easy access to local beaches.
9.9 58 reviews
Riverhead, NY
10/07 – 10/09
$638/nighttotal: $1276 (2 )
Bayside Bliss - Charming 2bdrm On The Water W Dock
1 3
apartment , Flanders
Cottage in Flanders for 4 is a pet-friendly family cottage with a garden and parking. The cottage is located in Flanders and has received excellent ratings for its location, cleanliness, and user experience. The cottage has 1 bathroom and can accommodate up to 4 guests. It features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Additional amenities include air conditioning, internet, and a garden.
10 2 reviews
Riverhead, NY
07/18 – 07/25
$391/nighttotal: $2737 (7 )
The Mystic- Home Away From Home In Calverton
1 4
apartment , Baiting Hollow
This Baiting Hollow cottage is located steps from beach access stairs leading to the Long Island Sound. The two-bedroom, one-bathroom house sleeps eight guests and features a spacious open floor plan, fully equipped kitchen with dishwasher, roomy deck with BBQ grill and Blackstone griddle, and outdoor amenities including an ice maker and hot/cold shower.
10 22 reviews
Riverhead, NY
07/18 – 07/25
$901/nighttotal: $6307 (7 )
Modern Cottage With New Heated Pool
2 4
cottage , Mattituck
This charming cottage is located on the North Fork, just a short walk from Love Lane in Mattituck, a lively street with restaurants, cafes, and shops. The cottage has received excellent user ratings, making it a popular choice for travelers visiting the area. The 1190 square foot cottage comfortably accommodates four guests in its two bedrooms. The cottage boasts a private heated pool, a well-stocked kitchen, and a garden, making it perfect for relaxing and enjoying the beautiful surroundings.
Riverhead, NY
08/01 – 08/07
$382/nighttotal: $141722 (371 )
Hampton Bays Waterfront House
2 1
apartment , Hampton Bays
This Hampton Bays house rental is centrally located, approximately 2.6 miles from Hampton Bays Beaches and 2.7 miles from Ponquogue Beach, with easy access to other nearby beaches like Mecox Bay and Tiana Beach within a 6-mile radius. This two-bedroom, two-bathroom home sleeps four guests and features a fully equipped kitchen, in-house laundry, a patio, garden, and parking; enjoy nearby outdoor activities including grilling and relaxing on the patio.
Frequently Asked Questions about vacation rentals in Riverhead, NY
Which walking or cycling routes are the best in Riverhead, NY?
The Peconic Bay Trail is a great option for both walking and cycling, offering scenic views of the bay. It's about 10 miles long and runs through Riverhead and several other towns. If you're looking for a shorter walk, the Riverhead Town Park offers a nice, paved loop around the pond. For a more challenging ride, you can head out to the eastern end of Long Island and explore the scenic roads of Montauk.
What are the best Airbnb and vacation rentals in Riverhead, NY?
What sports or outdoor activites can visitors enjoy in and around Riverhead, NY?
Riverhead is a great place to enjoy the outdoors. You can go fishing, kayaking, or paddleboarding on the Long Island Sound. The beaches are great for swimming, sunbathing, and surfing. There are also plenty of hiking and biking trails in the area. For a more unique experience, you can try your hand at clam digging or oyster harvesting.
What are the most popular Airbnbs in Riverhead, NY?
What amenities are commonly available in vacation rentals in Riverhead, NY?
Vacation rentals in Riverhead typically offer amenities like Wi-Fi, cable TV, and a fully equipped kitchen. Many also have private decks or patios, and some even have swimming pools. You can find rentals that are close to the beach, restaurants, and other attractions.
What are the best vacation rentals with a pool in Riverhead, NY?
What time of year is best to rent a vacation rental Riverhead, NY?
The best time to visit Riverhead really depends on what you're looking for. If you want to enjoy the beaches and warm weather, summer is the best time to visit. However, if you're looking for a more peaceful and less crowded experience, spring or fall are good options.
What are the best rentals for families and kids in Riverhead, NY?
What are the local dishes in Riverhead, NY region?
Riverhead is known for its fresh seafood, so you'll find plenty of restaurants serving up delicious dishes like clam chowder, lobster rolls, and oysters. You can also find great Italian food in the area, as well as local specialties like Long Island duck and potato pancakes.
What are the best rentals or Airbnbs with a jacuzzi in Riverhead, NY?
6th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork
1 3
cottage , Aquebogue
This waterfront cottage in Aquebogue, located on the North Fork of Long Island, offers 365 feet of direct Peconic Bay access and is situated within Long Island's Wine Country, a region featuring over 40 wineries. This 430-square-foot cottage accommodates up to 4 guests and includes a kitchen with a fridge and microwave, air conditioning, internet, parking, and a screened-in porch, with complimentary kayaks, paddle boards, and canoes available for bay exploration.
10 35 reviews
Riverhead, NY
07/18 – 07/25
$2081/nighttotal: $14567 (7 )
Great Oneck Woods Location Salt Water Pool
4 4
apartment , Westhampton
This Mid Century Modern residence is located in the Oneck Section of Westhampton, a 15-minute walk to Main Street, 2 miles to the beaches, and half a mile to the bay. This 4-bedroom, 2-bathroom apartment accommodates up to 8 guests and features a heated saltwater pool, outdoor TV, BBQ, and is pet-friendly with internet and air conditioning.
Riverhead, NY
10/07 – 10/09
$624/nighttotal: $1248 (2 )
Waterfront Cottage 6
1 3
house , Aquebogue
This waterfront cottage is located in Riverhead, 7.6 miles from Splish Splash, offering scenic views and a garden. This 430 square feet cottage accommodates up to 7 guests with 1 bedroom, a living room, a fully equipped kitchen with an oven, a modern bathroom, complimentary WiFi, and free private parking.
9.6 5 reviews
Riverhead, NY
10/07 – 10/09
$738/nighttotal: $1476 (2 )
2nd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork
2 3
cottage , Aquebogue
This waterfront cottage in Aquebogue, located on the North Fork of Long Island, offers 365 feet of Peconic Bay shoreline and is a short drive from the Suffolk Theater and Hallockville Museum Farm, with over 40 wineries nearby. This 600 square foot rental accommodates up to 5 guests and features 2 bedrooms, 1 bathroom, air conditioning, internet, a kitchen with a fridge and microwave, and complimentary use of kayaks, paddle boards, and canoes, plus a free beach pass to 5 local town beaches.
Neighborhoods and points of interest in Riverhead, NY
Check Out Vacation Rentals with a Pool in Riverhead, NY
Complement your time by the water with a dip in the pool at these Riverhead, NY vacation rentals with on-site swimming facilities.
Riverhead, NY
08/01 – 08/07
$4304/nighttotal: $1596784 (371 )
Luxury Quogue Rental Pool & Tennis
5 1
apartment , Quogue
This luxurious five-bedroom home is situated on a 1.2+ acre lot at the end of a cul-de-sac in Quogue Village, offering seclusion and proximity to Quogue's beaches and amenities. This 4,660-square-foot estate boasts a heated gunite pool, Har-Tru tennis court, fully equipped gym with Peloton, and beach passes, accommodating large families with its five bedrooms, six bathrooms, and spacious interior including a recently refinished basement with a 16-foot shuffleboard table.
10 1 review
Riverhead, NY
08/01 – 08/07
$1168/nighttotal: $433328 (371 )
Hamptons Summer Rental - Secluded Pool + 5 Minutes To Beach
5 1
apartment , East Quogue
This East Quogue vacation home is centrally located, within 6 miles of Quogue Community Hall, Rogers Beach, and Cupsogue Beach, and 9 miles from Meschutt Beach and the Westhampton Beach Performing Arts Center. This five-bedroom, four-bathroom house sleeps twelve guests and boasts a private pool, game room, BBQ grills, and free WiFi, offering easy access to local beaches and attractions.
9.3 6 reviews
Riverhead, NY
07/18 – 07/25
$3194/nighttotal: $22358 (7 )
Renovated Waterfront Home W/pool
1 4
apartment , Mattituck
This waterfront home is situated on a private driveway on 2.7 acres of land in Mattituck, offering amazing views of the Long Island Sound and is located just minutes away from shopping, restaurants, and the famous Long Island wineries. This six-bedroom, five-bathroom home comfortably accommodates up to 10 guests and features a swimming pool, garden, and parking.
9.8 33 reviews
Riverhead, NY
10/07 – 10/09
$290/nighttotal: $580 (2 )
Pet-friendly Apt W/ Hot Tub Near The Hamptons!
1 3
apartment , Riverhead
This Aquebogue vacation rental, located on the North Fork, is one mile from downtown Aquebogue and a short drive from the Hamptons beaches, offering easy access to local farm stands and vineyards. The one-bedroom, one-bathroom house sleeps four, features a fully equipped kitchenette, a seasonal pool and hot tub (Memorial Day–Labor Day), and includes two bikes and beach gear; pet-friendly (fee applies, one pet max) with optional breakfast service.
Discover Vacation Rentals by the Sea in Riverhead, NY
These seaside vacation rentals in Riverhead, NY provide an excellent base for exploring the coast. Browse top local properties and plan your beach-town trip.
10 3 reviews
Riverhead, NY
10/07 – 10/09
$633/nighttotal: $1266 (2 )
5th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork
2 3
cottage , Aquebogue
10 14 reviews
Riverhead, NY
07/18 – 07/25
$613/nighttotal: $4291 (7 )
Relax And Enjoy This Private Location In Hampton Bays
4 4
apartment , Hampton Bays
Riverhead, NY
07/18 – 07/25
$2075/nighttotal: $14525 (7 )
Charming 3-bedroom House In Lovely Hampton Bays - Your Perfect Summer Escape!
3 4
apartment , East Quogue
Riverhead, NY
07/18 – 07/25
$532/nighttotal: $3724 (7 )
Hamptons Beach House, 5-minute Walk To Bay Beach
3 4
apartment , Flanders
Discover 5-Star Vacation Rentals in Riverhead, NY
Refined interiors and prime locations make these luxury waterfront vacation rentals in Riverhead, NY the ideal choice for your stay.
Riverhead, NY
07/18 – 07/25
$834/nighttotal: $5838 (7 )
Beautiful Waterfront House On Deepwater Canal
1 4
apartment , Aquebogue
Best Vacation Rentals with a Steam Room in Riverhead, NY
Recover properly with on-site sauna access, a standard feature at these premier Riverhead, NY vacation rentals.
