Riverhead Vacation Rentals

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Vacation Rentals in Riverhead

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (201)
"Beautiful condo Convienent Spacious Only issue check in 4 pm Checkout at 10 am "
The price is $328
includes taxes & fees
$288 per night
Sep 24 - Sep 25
Cliffside Resort Condominiums
Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!
10.0 out of 10, Exceptional, (73)
"We were there just for one night and didn't get to spend enough time at the house. Wish it could have been longer! This was a beautiful property. The house is amazing. Will come back again."
The price is $364
includes taxes & fees
$364 per night
Oct 2 - Oct 3
Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (158)
"Mark was very responsive. The kids loved the bouncy house and riding in the bike stroller. Lots of space, good location. Perfect for families."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
9.2 out of 10, Wonderful, (80)
"We enjoyed our long weekend stay at the Count House. Its location was perfect ... easy beach access, close to the highway, etc. Everything we needed was supplied for us to enjoy the beach, cook our meals, or play games. There was only one full-size kayak with paddle and the paddle board paddle was broken (but we used it by kneeling on the board!). We would definitely return."
The price is $431
includes taxes & fees
$381 per night
Sep 22 - Sep 23
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Location and views! Located directly on Shinnecock Bay!
9.0 out of 10, Wonderful, (17)
"This is our third visit to Little Neck and we loved it once again! Perfect location and we had everything we needed for another enjoyable and memorable vacation. We also love that we can bring our dog which is so nice. Lori is a wonderful host and super responsible. Highly recommend."
Location and views! Located directly on Shinnecock Bay!
Gorgeous private Hamptons house with pool and volleyball court
8.4 out of 10, Very Good, (12)
"Ok, if you are considering staying here, place is big and nice open concept. Two big refridgerators and kitchen dining room are lovely. Pool tables felt is very dirty and cues are down to wood. Outside pool is cracked and leaking so hose water needs to be constantly running making water cold. Deck has many soft spots and a couple of holes. Not like picture...no plants and outdoor furniture moldy....would not sit on love seat area. No one did. Needs a good bleaching. Great to have a washer and...
Gorgeous private Hamptons house with pool and volleyball court
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
10.0 out of 10, Exceptional, (17)
"Beautiful home with everything we could have hoped for. The pictures were exactly as presented. Perfect for all ages! Can’t say enough good things about this home and the hosts! We will be back!"
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
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
Summer getaway
9.4 out of 10, Exceptional, (9)
"Property is great. Deck and pool are the key feature!!! House is well appointed. Host is very communicative and accommodating."
Summer getaway
Beach Apt. Wineries, Shopping, Dining
4.8 out of 10, (5)
"We were sent to the wrong house that we payed for, even after several calls to VRBO to insure that we got the right house. Your listing was messed up causing this problem. We will never use you again!!!"
The price is $333
includes taxes & fees
$315 per night
Sep 23 - Sep 24
Beach Apt. Wineries, Shopping, Dining
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay in Shirley very much. There is plenty to do and see. Wish the fishing was better. Lol😁"
The price is $542
includes taxes & fees
$542 per night
Sep 23 - Sep 24
3 Story Beach Waterview, 3 KING bed, golf putting green!
Fabulous Waterfront Property in the Heart of Wine Country
10.0 out of 10, Exceptional, (169)
"It was great"
Fabulous Waterfront Property in the Heart of Wine Country
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
9.6 out of 10, Exceptional, (95)
"We had an absolutely amazing time at Brian’s home. The pool was beautiful and the hot tub was perfect! The home was spacious and the deck was perfect for grilling and hanging outside. This home was great for a big family to get together and have a relaxing fun weekend together. We would definitely recommend and would love to go back ! "
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
10.0 out of 10, Exceptional, (4)
"The house was clean, located in a great area. There was so much to do! I would definitely recommend this listing to visit"
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (28)
"House was lovely, great neighborhood! We enjoyed our stay"
Beautiful Family Home Nestled In The Heart Of Sagaponack
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (43)
"Relaxing stay in quiet beach town not far from home."
Beachfront Romance: Rustic Home w/ Private Beach
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (31)
"Chris was the most proactive host we've had. He reached out while we were on our way to give us additional details and checked in throughout our stay to make sure we had what we needed. The shallow section of the pool was shallow enough for our 4 year old to stand which made the time in the pool even more fun. Also the pool was off to the side of the property and fenced in which gave us more security that our boys wouldn't go in accidently. The fire pit was a great place to hang out and we had...
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (78)
"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
10.0 out of 10, Exceptional, (16)
"Lovely property, exactly as described. Fantastic pool and tennis courts. Owner super responsive to any small issue"
Private 2.1 acre gated home with heated pool and tennis & pickleball court
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
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Other types of properties in Riverhead you may be interested in

Greenview Inn Riverhead
2.0 star property
6.6 out of 10, (491)
"Great stay!"
The price is $98
includes taxes & fees
$85 per night
Oct 3 - Oct 4
Greenview Inn Riverhead
Hilton Garden Inn Riverhead
3.0 star property
8.6 out of 10, Excellent, (1001)
"Had the room with jacuzzi in it was very satisfied"
The price is $167
includes taxes & fees
$146 per night
Oct 1 - Oct 2
Hilton Garden Inn Riverhead
Residence Inn by Marriott New York Long Island East End
3.0 star property
9.0 out of 10, Wonderful, (830)
"Friendly staff and well kept property."
The price is $184
includes taxes & fees
$161 per night
Oct 6 - Oct 7
Residence Inn by Marriott New York 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 vacation rentals in Riverhead?

Yes, you can find vacation rentals in Riverhead close to All Star Bowling, or you can choose a 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's the top vacation rental in Riverhead?

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr: This vacation home rental outside of Riverhead offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Riverhead?

Expedia has 63 vacation 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 family-friendly sights, whereas cultural attractions include Suffolk Theater and Hallockville Museum Farm. While here, Tanger Outlet Center and Jamesport Vineyards are other places worth a visit.

What’s a vacation rental in Riverhead like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Riverhead. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for families.