Riverhead Vacation Rentals

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Vacation Rentals in Riverhead

Victorian cottage upstairs suite great location in wine country

Victorian cottage upstairs suite great location in wine country

Riverhead, NY
The price is $250 per night from Oct 24 to Oct 24
Situated near the beach, this historic vacation home is 0.7 mi (1.1 km) from South Jamesport Park and within 6 mi (10 km) of Hallockville Museum Farm and Harbes ...
4/5 Very Good! (1 review)
Like Another Home
"Nadia and Alan are wonderful hosts. I’m from Long Island a few towns over and I really felt like I was with family staying with them (only better because my family can feel like a bit much)! This is nothing like a hotel and to me that’s fantastic. You’re staying in a room in the shared, small home. ..."

Reviewed on Jul 5, 2021

Victorian cottage upstairs suite great location in wine country
North Fork Escape - Jamesport

North Fork Escape - Jamesport

Riverhead, NY
Situated in Riverhead, this vacation home is within 3 mi (5 km) of South Jamesport Park, Hallockville Museum Farm, and Martha Clara Vineyards. Hallock State ...
5/5 Exceptional! (5 reviews)
Great stay in the middle of wine country
"We really enjoyed our stay at this property. It was located across the street from one winery and within a mile of two others. Property had everything we needed and more, and was truly unique. We really enjoyed nights sitting around the firepit and connecting with our friends. Looking forward to ..."

Reviewed on Sep 30, 2021

North Fork Escape - Jamesport
North Fork Farm House Getaway

North Fork Farm House Getaway

Riverhead, NY
The price is $895 per night from Oct 25 to Oct 25
This family-friendly Riverhead vacation home is located in a rural location, within 3 mi (5 km) of Long Island National Golf Club, Long Island Aquarium and Exhibition ...
5/5 Exceptional! (1 review)
Lovely, well-kept modern house in the heart of Long Island wine country
"Had a great time at this marvelous property, conveniently located between the north and south forks of Long Island. House is impeccably well-kept, spacious, and modern. For example, the property manager was able to attend to our (in-ground) swimming pool needs remotely via WiFi controls, and made ..."

Reviewed on Sep 28, 2021

North Fork Farm House Getaway
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Bed & Brewery: Luxury Camper North Fork Farm

Bed & Brewery: Luxury Camper North Fork Farm

Riverhead, NY
Situated in a rural location, this vacation home is within a 10-minute walk of Hallock State Park Preserve, Hallockville Museum Farm, and Martha Clara Vineyards. ...
5/5 Exceptional! (5 reviews)
Unique property
"Great hosts. Clean unique Nighttime stars must be seen"

Reviewed on Sep 13, 2021

Bed & Brewery: Luxury Camper North Fork Farm
Affordable Wine Country Cottage

Affordable Wine Country Cottage

Riverhead, NY
Situated near the beach, this vacation home is 0.7 mi (1.1 km) from South Jamesport Park and within 6 mi (10 km) of Hallockville Museum Farm and Harbes Family ...
4.9/5 Exceptional! (7 reviews)
Great Experience
"Great experience! The hosts could not have been more gracious and attentive and the location was perfect."

Reviewed on Sep 14, 2021

Affordable Wine Country Cottage
Cozy Cottage with private beach  access

Cozy Cottage with private beach access

Riverhead, NY
Situated in Riverhead, this vacation home is 0.8 mi (1.3 km) from South Jamesport Park and within 6 mi (10 km) of Harbes Family Farm and Macari Vineyards. Hallock ...
5/5 Exceptional! (1 review)
Cozy Cottage
"My wife and I had a very nice relaxing staff at the cottage. It was very clean and neat and the location was excellent. Communication with the property manager was excellent. Overall we had a great stay and would return again."

Reviewed on Jul 21, 2021

Cozy Cottage with private beach access
Riverhead Farm House

Riverhead Farm House

Riverhead, NY
Situated in Riverhead, this vacation home is within 3 mi (5 km) of Out East Family Fun, Splish Splash Water Park, and Riverhead Raceway. Peconic Bay Medical ...
5/5 Exceptional! (6 reviews)
Exactly what we were looking for
"Location was great. Out in the country yet close access to the highway. Very very clean and comfortable. Would definitely recommend this place…"

Reviewed on Sep 30, 2021

Riverhead Farm House
Stunning North Fork home in the heart of wine country

Stunning North Fork home in the heart of wine country

Riverhead, NY
Located in the heart of Riverhead, this vacation home is 1.6 mi (2.6 km) from South Jamesport Park and 3.1 mi (5 km) from Hallockville Museum Farm. Martha Clara ...
4/5 Very Good! (6 reviews)
Beautiful hole in a perfect location for exploring the North Fork!
"Very easy, great communication, very accommodating!"

Reviewed on Oct 20, 2021

Stunning North Fork home in the heart of wine country
Beautiful farm ranch located in the heart of wine country.

Beautiful farm ranch located in the heart of wine country.

Riverhead, NY
Situated in Riverhead, this vacation home is within a 15-minute walk of Peconic Bay Medical Center and Peconic Bay Medical Center. Suffolk Theater and Long Island ...
4.4/5 Excellent! (11 reviews)
Great location
"We enjoyed the location of this property very much as it was a short distance to wineries, beaches, shops and restaurants, yet felt secluded. The home was roomy enough for our family and the kitchen and living room area are great for entertaining. The price for nightly rental was reasonable for the ..."

Reviewed on Aug 2, 2021

Beautiful farm ranch located in the heart of wine country.
2-Acre Modern Estate in Southampton.  10 mins to wineries, beach, farms, golf

2-Acre Modern Estate in Southampton. 10 mins to wineries, beach, farms, golf

Riverhead, NY
Located on a river, this family-friendly vacation home is within 6 mi (10 km) of Indian Island County Park, Long Island Aquarium and Exhibition Center, and Safari ...
5/5 Exceptional! (3 reviews)
Quiet and Serene atmosphere.
"This property is modern and well kept. Clean and updated Appliances. 5 star property."

Reviewed on Sep 28, 2021

2-Acre Modern Estate in Southampton. 10 mins to wineries, beach, farms, golf
Charming cottage in the heart of the North Fork

Charming cottage in the heart of the North Fork

Riverhead, NY
This family-friendly Riverhead vacation home is located near the beach, 1.1 mi (1.8 km) from South Jamesport Park, and within 6 mi (10 km) of Harbes Family Farm ...
5/5 Exceptional! (6 reviews)
Wonderful house
"In all the years I’ve been renting spaces on the north fork of Long Island I’ve never rented a house that was so well stocked and prepared for guests everything from baggies to a clean working barbecue and garbage bags a step ladder Bbq tools you name it just about every house I’ve ever rented we ..."

Reviewed on Sep 12, 2021

Charming cottage in the heart of the North Fork
Private property near beaches,wineries, close to everything

Private property near beaches,wineries, close to everything

Riverhead, NY
Situated in Riverhead, this vacation home is within 1 mi (2 km) of Peconic Bay Medical Center, Peconic Bay Medical Center, and Suffolk Theater. Long Island Aquarium ...
5/5 Exceptional! (1 review)
Great location
"Great!"

Reviewed on Aug 5, 2021

Private property near beaches,wineries, close to everything
North Fork Wine Country Retreat

North Fork Wine Country Retreat

Riverhead, NY
This family-friendly Riverhead vacation home is located on the waterfront, within 3 mi (5 km) of South Jamesport Park and Indian Island County Park. Long Island ...
5/5 Exceptional! (3 reviews)
Wonderful!!
"The property was beautiful everything in the home was spotless! The BEDS were beyond comfortable! The yard was huge the hot tub was amazing! So many things to do near by. A beautiful beach 5 minutes away (no waves), delicious restaurant on the water with spectacular sunsets, also 5 minutes away. ..."

Reviewed on Sep 20, 2021

North Fork Wine Country Retreat
Charming sunny country cottage - cooled by breezes from the sea

Charming sunny country cottage - cooled by breezes from the sea

Riverhead, NY
This family-friendly Riverhead cottage is located near the beach, 0.6 mi (1 km) from South Jamesport Park, and within 6 mi (10 km) of Harbes Family Farm and ...
4.6/5 Wonderful! (7 reviews)
Great location
"Enjoyable week at the cottage"

Reviewed on Jun 29, 2021

Charming sunny country cottage - cooled by breezes from the sea
Drifted Inn. North Fork Escape

Drifted Inn. North Fork Escape

Riverhead, NY
Nestled on the beach, this Riverhead vacation home is within 3 mi (5 km) of Hallockville Museum Farm, Long Island National Golf Club, and Martha Clara Vineyards. ...
5/5 Exceptional! (28 reviews)
Perfect Location for a Getaway
"Cute house with a private entrance to the beach. Suzanne was very accommodating and stayed in touch often. We loved the wineries, cute local farm stands, food and music at the marina and beach! Better experience than even expected!"

Reviewed on Sep 30, 2021

Drifted Inn. North Fork Escape
Private area House with heated pool between the north fork and the Hamptons

Private area House with heated pool between the north fork and the Hamptons

Riverhead, NY
Set in Riverhead, this family-friendly vacation home is within 6 mi (10 km) of Suffolk Theater, Long Island Aquarium and Exhibition Center, and Safari Adventure. ...
Private area House with heated pool between the north fork and the Hamptons
Private Beachfront Home in Wine Country

Private Beachfront Home in Wine Country

Riverhead, NY
This Riverhead vacation home is on the beach, 1.3 mi (2.2 km) from South Jamesport Park, and within 6 mi (10 km) of Long Island National Golf Club and Indian ...
4.8/5 Exceptional! (8 reviews)
Perfect North Fork Getaway
"We had an amazing stay here. The location was perfect, you couldn't be any closer to the beach if you tried and the entire neighborhood was charming. The house itself was perfectly functional and suited the needs of our family group. The extra fridge on the porch was a nice bonus and we loved the ..."

Reviewed on Aug 13, 2021

Private Beachfront Home in Wine Country
Large 4BR North Fork Home  heated Saltwater Pool Vineyards Farm Stands

Large 4BR North Fork Home heated Saltwater Pool Vineyards Farm Stands

Riverhead, NY
This family-friendly Riverhead villa is located by the sea, within 3 mi (5 km) of Roanoke Vineyards and Long Island National Golf Club. Long Island Aquarium ...
Large 4BR North Fork Home heated Saltwater Pool Vineyards Farm Stands
Walk to the beach from this 4-bedroom cottage in the North Fork

Walk to the beach from this 4-bedroom cottage in the North Fork

Riverhead, NY
Located in the heart of Riverhead, this cottage is 1.1 mi (1.8 km) from Roanoke Vineyards and within 6 mi (10 km) of Peconic Bay Medical Center and Peconic Bay ...
Walk to the beach from this 4-bedroom cottage in the North Fork
THE Perfect House TO Spend Your Summer

THE Perfect House TO Spend Your Summer

Riverhead, NY
Situated in Riverhead, this vacation home is within 3 mi (5 km) of Peconic Bay Medical Center, Peconic Bay Medical Center, and Long Island National Golf Club. ...
THE Perfect House TO Spend Your Summer
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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.

Large Group Rentals Riverhead

Villa Machis

Villa Machis

3.5 out of 5
2765 Deerfield Rd, Sag Harbor, NY
Villa Machis
Villa Nostro Palazzo

Villa Nostro Palazzo

4 out of 5
75 S Breeze Dr, East Hampton, NY
Villa Nostro Palazzo
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.

Large Group Cabins Riverhead

The Drake Inn

The Drake Inn

2 out of 5
16 Penny Lane, Hampton Bays, NY
The Drake Inn
Secluded Long Island Lakefront Cabin w/Deck+Grill!

Secluded Long Island Lakefront Cabin w/Deck+Grill!

Middle Island, NY
Secluded Long Island Lakefront Cabin w/Deck+Grill!
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.

Everything you need to know about Riverhead vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Riverhead vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on … and on. 

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Riverhead vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Riverhead vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Riverhead. If you’re looking for a little peace, consider booking during the quieter months, such as July, August, June. For more hustle and bustle, you may prefer to visit in July, August, June. 

Prices vary throughout the year. November is the cheapest month to visit, with April the most expensive. 

Your chosen location, property type, and amenities will impact the cost of your trip, too. Right now, Riverhead vacation rentals range between $250 per night and $895 per night.

How to find incredible deals on Riverhead rentals

At Expedia, we put the best Riverhead vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Riverhead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Riverhead vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Riverhead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions