Book Holiday Homes in Riverhead

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Featured Holiday Homes in Riverhead

10 Bedroom Hampton House with a regulation size Pickleball

10 Bedroom Hampton House with a regulation size Pickleball

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be near the beach, within a 5-minute drive of The Hamptons Beaches and Ponquogue Beach.
10 Bedroom Hampton House with a regulation size Pickleball
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Southampton
With a stay at this vacation home in Southampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and North Main Street Historic ...
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Stunning New Designer Renovation

Stunning New Designer Renovation

Sag Harbor
With a stay at this vacation home in Sag Harbor, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and Oakland Cemetery.
Stunning New Designer Renovation
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WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

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

Westhampton Beach
With a stay at this vacation home in Westhampton Beach, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Westhampton Beach Performing ...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be on the beach, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Sprawling Southampton Home: Private Pool

Sprawling Southampton Home: Private Pool

Southampton
With a stay at this vacation home in Southampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Shinnecock Hills Golf Course.
Sprawling Southampton Home: Private Pool
New Madison beach house - Ocean front- Great views- booking Summer 2025

New Madison beach house - Ocean front- Great views- booking Summer 2025

Madison
Located in Madison, this vacation home is by the ocean, within a 10-minute drive of Deacon John Grave House and Anna Mia's.
New Madison beach house - Ocean front- Great views- booking Summer 2025
Charming Village home in the heart of Southampton

Charming Village home in the heart of Southampton

Southampton
With a stay at this vacation home in Southampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and North Main Street Historic ...
Charming Village home in the heart of Southampton
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Westhampton Beach
When you stay at this vacation home in Westhampton Beach, you'll be on the beach, within a 5-minute walk of The Hamptons Beaches and Moriches Bay.
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
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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.

Riverhead Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Riverhead vacation homes are the perfect way for you to wing it.

Holiday houses in Riverhead let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Riverhead in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Riverhead adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Riverhead with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Riverhead vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Riverhead Holiday Homes essential information

Accommodation
1497 Holiday Homes
Lowest Price
AU$215
Highest Price
AU$511
Popular accommodation
10 Bedroom Hampton House with a regulation size Pickleball, Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖 , Stunning New Designer Renovation, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, Sprawling Southampton Home: Private Pool, New Madison beach house - Ocean front- Great views- booking Summer 2025, Charming Village home in the heart of Southampton, Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Top trending hotels in Riverhead

Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 10 Apr to 11 Apr
AU$231
includes taxes & fees
10 Apr - 11 Apr
With a stay at Hyatt Place Long Island East End in Riverhead, you'll be on a river, just a 5-minute walk from Suffolk Theater and 6 minutes by foot from All ...
Hyatt Place Long Island East End
Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

3 out of 5
2012 Old Country Road, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 6 Apr to 7 Apr
AU$230
includes taxes & fees
6 Apr - 7 Apr
With a stay at Residence Inn by Marriott New York Long Island East End in Riverhead, you'll be within a 15-minute walk of Tanger Outlet Center and Riverhead ...
Residence Inn by Marriott New York Long Island East End
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3 out of 5
2038 Old Country Rd, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 10 Apr to 11 Apr
AU$215
includes taxes & fees
10 Apr - 11 Apr
A stay at Hilton Garden Inn Riverhead places you in the heart of Riverhead, within a 5-minute drive of Splish Splash Water Park and Out East Family Fun.
Hilton Garden Inn Riverhead
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Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

2.5 out of 5
15 Bay Ave, Aquebogue, Riverhead, NY
The price is AU$511 per night from 6 Apr to 7 Apr
AU$511
includes taxes & fees
6 Apr - 7 Apr
When you stay at Aqua by American Beech - Adults Only in Riverhead, you'll be within a 10-minute drive of Sherwood House Vineyards and Jason's Vineyard.
Aqua by American Beech - Adults Only
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.