Riverhead Holiday Rentals

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Holiday Rentals in Riverhead

Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums
Gorgeous private Hamptons house with pool and volleyball court
Outdoor pool

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court
5 bedroom Private Family Get Away w/ Heated Pool
Outdoor pool, a heated pool

5 bedroom Private Family Get Away w/ Heated Pool

10.0 out of 10, Exceptional, (13)
"We were a group age 3 to 75! The house was clean, well stocked and things for everyone’s interest. Our host, Carrie, was kind and responsive. It will be a beautiful memory of spending time with our children and grandchildren. "
5 bedroom Private Family Get Away w/ Heated Pool
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
Outdoor pool, a heated pool

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (167)
"Group of 6 women getting together. Beautiful spacious home. We all had our own bedrooms. Having 4.5 baths was great. Plenty of space for all of us. Host was excellent and had great recommendations. Quick ride to the beautiful beach. "
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

8.8 out of 10, Excellent, (9)
"Clean, spacious home with an amazing pool in a quiet neighborhood. If you're looking for a quiet getaway a good choice!"
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Summer getaway
Outdoor pool, a heated pool

Summer getaway

9.2 out of 10, Wonderful, (10)
"Overall, we had a terrific time at the house. Thank-you so much Andres for sharing your home with us. Getting there, checking in, all simple and easy. House was very well stocked. There was plenty of room for the eight of us. The beds were all comfortable. The deck was delightful. A couple of minor things that we had happen, or noticed that might want to be addressed. Given the house is controlled by Alexa, some detailed instructions as to how to work with "her" might be a good idea for...
Summer getaway
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Outdoor pool, a heated pool

Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

10.0 out of 10, Exceptional, (33)
"The house was perfect, a home away from home located in a nice quiet area, with stores and restaurants close by. House was clean, spacious and stocked with the essentials. The kids loved the pool and the ping pong table. Thank you Val for the perfect weekend, hope to see you next Summer!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Fabulous Waterfront Property in the Heart of Wine Country
Sun-loungers, beach towels

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (171)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Outdoor pool, a heated pool

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (31)
"The mansion is beautiful, with large rooms in the upstairs bedrooms. The 2 bedrooms in the basement were a bit small and a bit Spartan. The fireplace room had 4 remotes, none of which worked the large screen tv, and half of the bedrooms had remotes that did not work the tv's. The kitchen silverware drawer was filthy, requiring my wife to clean the draw and was the silverware. The pocket door in the kitchen was off the track (not a big issue), however it requires repairing, The lower draw in the...
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Beautiful Family Home Nestled In The Heart Of Sagaponack
Outdoor pool, a heated pool

Beautiful Family Home Nestled In The Heart Of Sagaponack

10.0 out of 10, Exceptional, (30)
"Great space and location. We loved the house and enjoyed our stay. "
Beautiful Family Home Nestled In The Heart Of Sagaponack
Beachfront Romance: Rustic Home w/ Private Beach
On the beach

Beachfront Romance: Rustic Home w/ Private Beach

9.2 out of 10, Wonderful, (46)
"We were looking for a small and private beach house getaway for the weekend and found this hidden gem. Our property manager, Debbie, made herself available throughout our stay to answer all of our questions. Everything needed for our comfort weekend was provided. We strongly recommend this place for those who are looking to get away from the hustle and bustle of city life. We will be returning! "
Beachfront Romance: Rustic Home w/ Private Beach
Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!
Outdoor dining

Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

10.0 out of 10, Exceptional, (34)
"This home is quintessentially charming! I arrived late at night, alone. It has a charming curved drive in and there sat the wood home with a large front porch and Forrest behind it. It seemed like little house on a prairie with the porch and dormer windows. The motion lights went on immediately, which I was grateful for. There is a narrow stairwell up to 3 bedrooms, as is customary in older style homes. High ceilings and windows everywhere enhance this property. When I woke there was a family of...
Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Exterior

Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets

10.0 out of 10, Exceptional, (79)
"Second time staying here, great house right on the water. Owners are extremely responsive and helpful"
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Private 2.1 acre gated home with heated pool and tennis & pickleball court
Fridge, microwave, oven, stovetop

Private 2.1 acre gated home with heated pool and tennis & pickleball court

10.0 out of 10, Exceptional, (17)
"With a baby we needed a place with enough entertainment, so we didn’t have to go out much. This place has ALL of that and more. We loved it. We cooked, grilled, swam, played tennis, pickleball, ping pong, pool; all at the house. It was perfect."
Private 2.1 acre gated home with heated pool and tennis & pickleball court
Location and views! Located directly on Shinnecock Bay!
Smart TV

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (22)
"We enjoyed our stay. The location was great and the owner was available for questions. "
Location and views! Located directly on Shinnecock Bay!
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
Fridge, microwave, oven, stovetop

Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis

9.8 out of 10, Exceptional, (25)
"Ken was great and easy to work with. The house was nice and perfect for our stay!"
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets

Sag Harbor Suite by the Beach

8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach
Newly Renovated Southampton Home with Heated Pool
Terrace/patio

Newly Renovated Southampton Home with Heated Pool

7.6 out of 10, Good, (4)
"Wonderful home. Perfect for family and entertaining. "
Newly Renovated Southampton Home with Heated Pool
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Terrace/patio

Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

9.6 out of 10, Exceptional, (7)
"The house is in a great location but was definitely showing some wear and tear. Things like the pool having damage around the sides, a lot of dishes/cutlery missing, broken glass from prior guests behind chairs, etc. The house could use a walk through with a handyman to fix the issues popping up with fixtures and finishes and a restock on household basics."
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Riverhead you may be interested in

Residence Inn by Marriott New York Long Island East End
Property amenity

Residence Inn by Marriott New York Long Island East End

3.0 star property
9.2 out of 10, Wonderful, (870)
"Great location. Clean and safe property. Rooms are spacious."
The price is HK$919
HK$1,048 total
includes taxes & fees
22 Jan - 23 Jan 2025
Residence Inn by Marriott New York Long Island East End
Hilton Garden Inn Riverhead
Breakfast and dinner served

Hilton Garden Inn Riverhead

3.0 star property
8.6 out of 10, Excellent, (1002)
"Nice staff and rooms"
The price is HK$853
HK$973 total
includes taxes & fees
29 Dec - 30 Dec
Hilton Garden Inn Riverhead
Hyatt Place Long Island East End
Indoor pool, outdoor pool

Hyatt Place Long Island East End

3.0 star property
9.0 out of 10, Wonderful, (1002)
"The hotel was wonderful , location was prefect . Staff was great . I had a great stay "
The price is HK$863
HK$985 total
includes taxes & fees
2 Jan - 3 Jan 2025
Hyatt Place Long Island East End
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find holiday rentals in Riverhead?

Yes, there are holiday rentals in Riverhead close to All Star Bowling, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and aquarium in Riverhead. Give yourself some extra time to check out the shops and wineries during your trip.

What are some of the best holiday rentals that Riverhead has to offer?

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.: This holiday home rental outside of Riverhead offers an outdoor pool, a fireplace and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a microwave and kitchenware, so that you can cook with friends or family.

How many holiday rentals are there in Riverhead?

Expedia has 63 holiday rentals for your stay in Riverhead.

What’s there to see and do in Riverhead?

All Star Bowling and Safari Adventure are a couple of the family-friendly sights, whereas cultural attractions include Suffolk Theater and Hallockville Museum Farm. While here, Riverhead Raceway and Tanger Outlet Center are other places worth a visit.

What’s a holiday rental in Riverhead like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Riverhead. Holiday rentals offer extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.