Riverhead Vacation Rentals

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Vacation Rentals in Riverhead

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (221)
"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location. "
The price is ¥39,306
¥51,255 total
includes taxes & fees
Jun 25 - Jun 26
Cliffside Resort Condominiums

Canoe Place Waterfront Residences

4.0 star property
The price is ¥276,878
¥335,314 total
includes taxes & fees
Jun 26 - Jun 27
Canoe Place Waterfront Residences

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (67)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

10.0 out of 10, Exceptional, (1)
"We spent two nights at Roman’s house and it was perfect for our needs. He was communicative and helpful when any questions arose and explained everything perfectly to help make our stay a pleasant one. I highly recommend staying here!"
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (88)
"Place was beautiful. It was very clean. Easy to get to. Would stay again"
The price is ¥55,879
¥105,569 total
includes taxes & fees
Jul 6 - Jul 7
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

10.0 out of 10, Exceptional, (5)
"Michael's cottage was incredibly well-appointed. The location to Southampton, Coopers Beach and neighboring townships made this very convenient for my trip. The true star of this cottage is the upstairs deck which was perfect for relaxing and stargazing. I will certainly return next summer. "
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (181)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

10.0 out of 10, Exceptional, (102)
"The house and stay were great!"
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.4 out of 10, Exceptional, (36)
"Lovely cottage beautifully decorated, close to restaurants, farm stands, and food stores. A least a 15 to 20 minute walk to the beach."
The price is ¥23,535
¥59,270 total
includes taxes & fees
Jul 2 - Jul 3
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

8.4 out of 10, Very Good, (11)
"Wonderful location, love the brine scented air & cattails. Perfect location for us to easily visit family. Really enjoyed the relaxing weekend. Will definitely try to stay there again. "
The price is ¥19,065
¥25,122 total
includes taxes & fees
Jun 23 - Jun 24
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (7)
"Great place! Great communication with property owner!"
The price is ¥32,213
¥67,181 total
includes taxes & fees
Jun 23 - Jun 24
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (26)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
The price is ¥38,787
¥87,210 total
includes taxes & fees
Jun 23 - Jun 24
Location and views! Located directly on Shinnecock Bay!

10 Bedroom Hampton House with a regulation size Pickleball court

9.8 out of 10, Exceptional, (26)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball court

Charming East Hampton Home, private yard with fenced in pool, perfect for...

Charming East Hampton Home, private yard with fenced in pool, perfect for...

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (13)
"a little hard to find: hint, look for the address on the garbage cans, because the addresses get a bit wonky further down the block, but this is a lovely spot on the north shore if all you're looking for is a clean bed on a quiet street, and the two bedrooms are so much better for friends or families than would be two rooms in the hotel by the highway -- oh, and there's a nice bagel place just north of the Starbucks on the corner of 25A"
The price is ¥20,380
¥45,151 total
includes taxes & fees
Jun 23 - Jun 24
Walk to Beach 2BR Near Dining & Shopping

Stunning Waterfront Home with Private Beach!

10.0 out of 10, Exceptional, (44)
"The property is immaculate, so clean and peaceful, views are stunning. Can’t recommend enough."
Stunning Waterfront Home with Private Beach!

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (43)
"We had a lovely time at Cottage Green. Ingrid was a lovely owner and was very easy to communicate with!"
Work and Play Special! Extended Stay Discount

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

Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

4.0 star property
10.0 out of 10, Exceptional, (2)
"This place is an absolute gem. Four big bedrooms, a brand new kitchen and washer/dryer, lovely renovated interior, and huge fluffy towels in excess! A huge backyard with plenty of toys for little ones and a big patio table and chairs to enjoy amazing grilled dinners from the new gas BBQ grill was a huge plus. Also lots of beach chairs, beach towels, umbrella available for use! The owner was extremely communicative, thoughtful, and an excellent host. This house is on a QUIET street in busy Sag...
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

Southampton cozy cottage by the beach

The price is ¥29,072
¥85,458 total
includes taxes & fees
Jun 26 - Jun 27
Southampton cozy cottage by the beach
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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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 Dr,40ft Heated Pool OPEN,Beach,Fam 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 67 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.