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Cruise Vacations - Vacation Rentals in Riverhead

Peconic River Boatel From US $472
         

10.0 (20 Reviews)
Boat Rental
Peconic River Boatel
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Places to Stay in Riverhead

Over 257+ Luxury Places to Stay in or Near Riverhead
Waterfront Westhampton Haven: Private Beach From US $3,430
         

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New
Cottage
Waterfront Westhampton Haven: Private Beach
  • Air Conditioner
  • Pet Friendly
  • Pool

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Modern and Efficient Beachfront Paradise From US $2,334
         

New
House
Modern and Efficient Beachfront Paradise
  • Air Conditioner
  • Parking
  • TV

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Stunning Waterfront Estate House with 270 degree sea views on 7 private acres From US $1,891
         

10.0 (11 Reviews)
House
Stunning Waterfront Estate House with 270 degree sea views on 7 private acres
  • Air Conditioner
  • Parking
  • Pet Friendly

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Beautiful Shelter Island/Hamptons Beach House Monthly Rental From US $1,688
         

New
House
Beautiful Shelter Island/Hamptons Beach House Monthly Rental
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

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Luxurious beach house on the Long Island sound From US $1,624
         

New
Villa
Luxurious beach house on the Long Island sound
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Chic, secluded beachfront house on the North Fork (limited avails this summer!) From US $1,583
         

10.0 (9 Reviews)
House
Chic, secluded beachfront house on the North Fork (limited avails this summer!)
  • Air Conditioner
  • Parking
  • Pet Friendly

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Waterfront home, infinity pool, private beach, and amazing sunsets! From US $1,559
         

10.0 (2 Reviews)
House
Waterfront home, infinity pool, private beach, and amazing sunsets!
  • Air Conditioner
  • Parking
  • Pet Friendly

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'OUR NANTUCKET - PRIVATE NORTH FORK LOCAL From US $1,530
         

9.6 (7 Reviews)
House
'OUR NANTUCKET - PRIVATE NORTH FORK LOCAL
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Top-Rated Vacation Rentals with a Pool in Riverhead

Over 65+ Top-Rated Vacation Rentals with a Pool in or Near Riverhead
Sunny Breezy Beach House With Huge Pool Overlooking Fields From US $994
         

10.0 (16 Reviews)
House
Sunny Breezy Beach House With Huge Pool Overlooking Fields
  • Air Conditioner
  • Parking
  • Pool

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Stunning Farmhouse W/Solar Heated Pool in North Fork, Farmstands, winery& beach From US $691
         

10.0 (13 Reviews)
House
Stunning Farmhouse W/Solar Heated Pool in North Fork, Farmstands, winery& beach
  • Air Conditioner
  • Parking
  • Pool

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Northfork Long Island House Rental-US Open-Shinnecock, Family Vacation, Wineries From US $720
         

10.0 (9 Reviews)
House
Northfork Long Island House Rental-US Open-Shinnecock, Family Vacation, Wineries
  • Air Conditioner
  • Parking
  • Pet Friendly

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Renovated Farmhouse on Vineyard w/Heated Pool, mins from Beach + Farm From US $709
         

10.0 (5 Reviews)
Other
Renovated Farmhouse on Vineyard w/Heated Pool, mins from Beach + Farm
  • Air Conditioner
  • Parking
  • Pool

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Family holiday Holiday house in wine country From US $783
         

10.0 (1 Review)
House
Family holiday Holiday house in wine country
  • Air Conditioner
  • Parking
  • Pet Friendly

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Contemporary Hampton Bays home on one acre of manicured lawn, private pool,. From US $592
         

10.0 (1 Review)
House
Contemporary Hampton Bays home on one acre of manicured lawn, private pool,.
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Preston House & Hotel From US $169
         

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9.8 (377 Reviews)
Hotel
The Preston House & Hotel
  • Air Conditioner
  • Parking
  • Pool

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Magnificent Soundfront Property From US $1,483
         

9.8 (13 Reviews)
House
Magnificent Soundfront Property
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Riverhead

Over 87+ Pet-Friendly Vacation Rentals in or Near Riverhead
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork From US $571
         

9.6 (5 Reviews)
Cottage
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
  • Air Conditioner
  • Parking
  • Pet Friendly

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Waterfront Cottage 4 From US $519
         

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10.0 (1 Review)
House
Waterfront Cottage 4
  • Air Conditioner
  • Parking
  • Pet Friendly

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Beachfront Paradise in North Fork From US $569
         

9.8 (9 Reviews)
House
Beachfront Paradise in North Fork
  • Air Conditioner
  • Parking
  • Pet Friendly

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Drifted Inn. North Fork Escape Paradise! From US $486
         

10.0 (57 Reviews)
House
Drifted Inn. North Fork Escape Paradise!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Modern Farmhouse Retreat North Fork Wine Country From US $620
         

10.0 (16 Reviews)
House
Modern Farmhouse Retreat North Fork Wine Country
  • Air Conditioner
  • Parking
  • Pet Friendly

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Recently Renovated and Re-Designed Vineyard Cottage Located on the 205 acre. From US $755
         

10.0 (13 Reviews)
House
Recently Renovated and Re-Designed Vineyard Cottage Located on the 205 acre.
  • Air Conditioner
  • Parking
  • Pet Friendly

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6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork From US $450
         

10.0 (12 Reviews)
Cottage
6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Beach Cottage, Steps to Beach, Enjoy Scenic Vineyards & Farm Stands From US $355
         

10.0 (2 Reviews)
Cottage
Charming Beach Cottage, Steps to Beach, Enjoy Scenic Vineyards & Farm Stands
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Riverhead

Over 41+ Large Vacation Homes & Villas in or Near Riverhead
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach From US $765
         

10.0 (13 Reviews)
House
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
  • Air Conditioner
  • Parking
  • TV

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Beach cottage villa From US $315
         

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9.1 (16 Reviews)
Villa
Beach cottage villa
  • Air Conditioner
  • Parking
  • View

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Beautiful Colonial Mint Condition Summer House Walking Distance to Beach From US $837
         

10.0 (6 Reviews)
House
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
  • Air Conditioner
  • Parking
  • TV

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Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location. From US $685
         

10.0 (3 Reviews)
House
Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.
  • Air Conditioner
  • Parking
  • TV

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Beachfront Retreat - 5BR Home with Stunning Views From US $526
         

10.0 (1 Review)
House
Beachfront Retreat - 5BR Home with Stunning Views
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  • Parking
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Stunning Bayfront Views From US $627
         

9.8 (41 Reviews)
House
Stunning Bayfront Views
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons From US $710
         

9.6 (24 Reviews)
House
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
  • Air Conditioner
  • Parking
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2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub From US $563
         

9.0 (18 Reviews)
House
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Riverhead

Over 19+ Wheelchair Accessible Vacation Homes in or Near Riverhead
Relax at great location in wine country From US $125
         

4.0 (3 Reviews)
House
Relax at great location in wine country
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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The Preston House and Hotel From US $555
         

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9.0 (78 Reviews)
Hotel
The Preston House and Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

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Hyatt Place Long Island East End From US $122
         

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9.2 (1004 Reviews)
Hotel
Hyatt Place Long Island East End
  • Air Conditioner
  • Parking
  • Pool

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Hillside Sanctuary with Private Terrace Dining and Complimentary Parking From US $689
         

New
House
Hillside Sanctuary with Private Terrace Dining and Complimentary Parking
  • Air Conditioner
  • Parking
  • Pool

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Hotel Indigo Long Island - East End by IHG From US $261
         

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8.8 (164 Reviews)
Hotel
Hotel Indigo Long Island - East End by IHG
  • Air Conditioner
  • Parking
  • Pet Friendly

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Residence Inn by Marriott New York Long Island East End From US $125
         

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9.0 (1004 Reviews)
Hotel
Residence Inn by Marriott New York Long Island East End
  • Air Conditioner
  • Parking
  • Pool

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Silver Beach Bliss: Luxury Waterfront Home w/ Pool From US $359
         

New
House
Silver Beach Bliss: Luxury Waterfront Home w/ Pool
  • Air Conditioner
  • Parking
  • Pool

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Eagles Nest - Private Hamptons Retreat by Beaches and Vineyards From US $857
         

5.0 (36 Reviews)
House
Eagles Nest - Private Hamptons Retreat by Beaches and Vineyards
  • Air Conditioner
  • Pet Friendly
  • TV

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Riverhead Varoom and Airbnb Places to Stay Under $200

Over 29+ Riverhead Varoom and Airbnb Places to Stay Under $200
Pet-Friendly Apt w/Hot Tub Near the Hamptons! From US $187
         

9.2 (5 Reviews)
Apartment
Pet-Friendly Apt w/Hot Tub Near the Hamptons!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Waterfront Cottage 6 From US $119
         

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New
House
Waterfront Cottage 6
  • Air Conditioner
  • Parking
  • Pet Friendly

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Aqua by American Beech - Adults Only From US $198
         

9.4 (312 Reviews)
Hotel
Aqua by American Beech - Adults Only
  • Air Conditioner
  • TV
  • View

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Sunsets over Long Island Sound Peace and Tranquility nMonthly Rentals Available From US $152
         

New
Cottage
Sunsets over Long Island Sound Peace and Tranquility nMonthly Rentals Available
  • Air Conditioner
  • TV
  • Security/Safety

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Charming Cottage in The Heart of the North Fork From US $188
         

10.0 (42 Reviews)
House
Charming Cottage in The Heart of the North Fork
  • Air Conditioner
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  • TV

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Wine Country Cozy Home Away in the Woods From US $93
         

10.0 (24 Reviews)
Cottage
Wine Country Cozy Home Away in the Woods
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walk to beach in this charming home with ac and wifi From US $144
         

10.0 (1 Review)
House
Walk to beach in this charming home with ac and wifi
  • Air Conditioner
  • Parking
  • TV

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Northfork Long Island, 2 bdrm/2bath, Gorgeous Condo right on Private Golf Course From US $169
         

New
Condo
Northfork Long Island, 2 bdrm/2bath, Gorgeous Condo right on Private Golf Course
  • Air Conditioner
  • Pool
  • TV

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Instantly Bookable Vacation Homes in Riverhead

Over 89+ Instantly Bookable Vacation Homes in or Near Riverhead
Stylish and Rustic Decor, Vineyard Tours, Tasting Room From US $423
         

9.8 (24 Reviews)
House
Stylish and Rustic Decor, Vineyard Tours, Tasting Room
  • Air Conditioner
  • Parking
  • TV

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Private beach house - steps to Hamptons & wineries From US $1,867
         

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New
House
Private beach house - steps to Hamptons & wineries
  • Air Conditioner
  • TV
  • View

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Riverhead Farm House From US $351
         

10.0 (28 Reviews)
House
Riverhead Farm House
  • Air Conditioner
  • Parking
  • TV

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Hamptons Waterfront Suite | Private Hot Tub | Winter Escape | Adults Only From US $312
         

10.0 (20 Reviews)
House
Hamptons Waterfront Suite | Private Hot Tub | Winter Escape | Adults Only
  • Air Conditioner
  • Parking
  • TV

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Spacious Private Home Located on Palmer Vineyards in the North Fork,. From US $477
         

10.0 (12 Reviews)
House
Spacious Private Home Located on Palmer Vineyards in the North Fork,.
  • Air Conditioner
  • Parking
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Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork! From US $398
         

10.0 (10 Reviews)
House
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
  • Air Conditioner
  • Parking
  • TV

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Cozy North Fork Home Among the Best Wineries in the Northeast, Minutes to. From US $295
         

10.0 (6 Reviews)
House
Cozy North Fork Home Among the Best Wineries in the Northeast, Minutes to.
  • Air Conditioner
  • Parking
  • TV

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Beach cottage, private road, private beach, private mooring, private parking. From US $467
         

10.0 (1 Review)
House
Beach cottage, private road, private beach, private mooring, private parking.
  • Air Conditioner
  • Parking
  • Pet Friendly

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About Riverhead Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruisevacations Riverhead, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Riverhead. Places to stay near Riverhead are 1000 ft² on average, with prices averaging $472 a night.

Cruisevacations makes it easy and safe to find and compare vacation rentals in Riverhead with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Riverhead

Type Count

Use these Quick Filters to Find a Vacation Rental in Riverhead

★ Pro Tip: Cruisevacations makes it easy to compare the best listings on Cruisevacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruisevacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Riverhead.

Weather in Riverhead

View the weather forecast for Riverhead before booking your Riverhead Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Riverhead, NY

Cruisevacations offers a large selection of top attractions around Riverhead. Research things to do on your vacation before you visit Riverhead.


Tanger Outlet Center Long Island Aquarium and Exhibition Center Suffolk Theater Roanoke Vineyards Clovis Point Martha Clara Vineyards Safari Adventure Indian Island County Park Riverhead Raceway Baiting Hollow Hummingbird Sanctuary Long Island National Golf Club Jamesport Vineyards Sherwood House Vineyards - Jamesport Tasting House All Star Bowling Palmer Vineyards Hallockville Museum Farm Out East Family Fun Paumanok Vineyards South Jamesport Park

Other Places to Stay Near Riverhead, NY


Suffolk County 4,535 Properties Northampton 588 Properties Clovis Point 174 Properties South Jamesport Park 169 Properties Martha Clara Vineyards 163 Properties South Jamesport 162 Properties Flanders 96 Properties North Fork 95 Properties Northville 79 Properties Aquebogue 30 Properties Jamesport 27 Properties Baiting Hollow 27 Properties

Complexes around Riverhead, NY


Waterfront Rentals Island Wine Country North Fork 12 Properties Aqua 5 Properties Holiday Inn Express Hotel East 3 Properties Hotel Indigo East Ihg 3 Properties Hyatt Place Long Island East 3 Properties Residence Inn 3 Properties Budget Host East Hotel 1 Properties The Preston Hotel 2 Properties