Book Holiday Homes in Wading River

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Featured Holiday Homes in Wading River

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach
With a stay at this vacation home in Centereach, you'll be within a 5-minute drive of Stony Brook University and Smithaven Mall.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Eastport
With a stay at this vacation home in Eastport, you'll be a 3-minute walk from Moriches Bay and within a 5-minute drive of Long Island Skydiving Center.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

Westhampton
With a stay at this vacation home in Westhampton, you'll be on the waterfront, within a 10-minute drive of The Hamptons Beaches and Westhampton Beach Performing ...
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
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Mastic Beach Surf House

Mastic Beach Surf House

Mastic Beach
Located in Mastic Beach, this vacation home is on the waterfront, a 3-minute drive from William Floyd Estate and 7 minutes from Carmans River.
Mastic Beach Surf House
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
Gorgeous private Hamptons house with pool and volleyball court

Gorgeous private Hamptons house with pool and volleyball court

Hampton bays
With a stay at this vacation home in Hampton Bays, you'll be a 4-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.
Gorgeous private Hamptons house with pool and volleyball court
Beautiful Hamptons home  close to beaches, shopping, & restaurants!

Beautiful Hamptons home close to beaches, shopping, & restaurants!

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be a 3-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.
Beautiful Hamptons home close to beaches, shopping, & restaurants!
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead
The price is AU$1,500 per night from 24 Feb to 25 Feb
AU$1,500
includes taxes & fees
24 Feb - 25 Feb
Located in Riverhead, this vacation home is a 2-minute drive from Roanoke Vineyards and 6 minutes from Long Island National Golf Club.
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Homelike, peaceful and centrally- home located in the hamlet of Rocky  Point  NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Rocky Point
The price is AU$779 per night from 20 Feb to 21 Feb
AU$779
includes taxes & fees
20 Feb - 21 Feb
With a stay at this vacation home in Rocky Point, you'll be within a 5-minute drive of Tesla Science Center at Wardenclyffe and Clifton H. Lee Memorial ...
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
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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.

Wading River 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 Wading River vacation homes are the perfect way for you to wing it.

Holiday houses in Wading River 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 Wading River 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 Wading River adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wading River 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 Wading River 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.

Wading River Holiday Homes essential information

Accommodation
628 Holiday Homes
Lowest Price
AU$173
Highest Price
AU$1,500
Popular accommodation
Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , 11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms, Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub , Mastic Beach Surf House, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Gorgeous private Hamptons house with pool and volleyball court, Beautiful Hamptons home close to beaches, shopping, & restaurants! , Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons, Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Top trending hotels in Wading River

Hyatt Regency Long Island

Hyatt Regency Long Island

3.5 out of 5
1717 Motor Parkway, Hauppauge, NY
The price is AU$228 per night from 2 Mar to 3 Mar
AU$228
includes taxes & fees
2 Mar - 3 Mar
Located in Hauppauge, Hyatt Regency Long Island is by the ocean, within a 5-minute drive of Hauppauge Industrial Park and Lakeland County Park.
Hyatt Regency Long Island
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

2.5 out of 5
2000 North Ocean Ave., Farmingville, NY
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 26 Feb to 27 Feb
AU$175
includes taxes & fees
26 Feb - 27 Feb
Located in Farmingville, Hampton Inn Long Island-Brookhaven is connected to a shopping center, a 5-minute drive from Boomers! Medford and 6 minutes from Town ...
Hampton Inn Long Island-Brookhaven
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

2.5 out of 5
10 Aero Rd, Bohemia, NY
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 9 Mar to 10 Mar
AU$173
includes taxes & fees
9 Mar - 10 Mar
When you stay at La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport in Bohemia, you'll be near the airport and within a 5-minute drive of Bohemia Historical ...
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
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Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

3 out of 5
5000 Express Dr S, Ronkonkoma, NY
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 23 Feb to 24 Feb
AU$225
includes taxes & fees
23 Feb - 24 Feb
Located in Ronkonkoma, Courtyard by Marriott Long Island MacArthur Airport is within a 15-minute drive of Patchogue Theatre for the Performing Arts and Stonebridge ...
Courtyard by Marriott Long Island MacArthur Airport
Don't see what you're looking for?
See all available properties in Wading River
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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.