Book Holiday Homes in Shirley

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Featured Holiday Homes in Shirley

10 Bedroom Hampton House with a regulation size Pickleball

10 Bedroom Hampton House with a regulation size Pickleball

Hampton Bays
Book a stay at this family-friendly vacation home in Hampton Bays. Enjoy private pools, a water park, and a garden. Popular attractions Ponquogue Beach and Tiana ...
10 Bedroom Hampton House with a regulation size Pickleball
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

Seaview
Stay at this vacation home in Ocean Beach. Enjoy tennis courts, patios, and cable/satellite TV service. Popular attractions Ocean Beach and Atlantique Beach ...
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
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
Book a stay at this family-friendly vacation home in Westhampton Beach. Enjoy private pools, a water park, and a garden. Popular attractions Westhampton Beach ...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
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Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

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

Hampton Bays
Book a stay at this beach vacation home in Hampton Bays. Enjoy a beach locale, a water park, and a garden. Popular attractions Meschutt Beach and Sebonack Golf ...
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
🌞New Listing!! Ocean View Retreat!🌞

🌞New Listing!! Ocean View Retreat!🌞

Ocean Beach
Stay at this vacation home in Ocean Beach. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Ocean Beach and Atlantique ...
🌞New Listing!! Ocean View Retreat!🌞
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

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

Westhampton Beach
Book a stay at this beach vacation home in Westhampton Beach. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Cupsoque Beach and Cupsogue ...
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
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
Stay at this vacation home in Centereach. Enjoy air conditioning. Popular attractions AMF Centereach Lanes and Smithaven Mall are located nearby.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Cozy House less than two miles from Ocean Beaches

Cozy House less than two miles from Ocean Beaches

Hampton Bays
Stay at this vacation home in Hampton Bays. Enjoy free WiFi, a water park, and a garden. Popular attractions Tiana Beach and Ponquogue Beach are located ...
Cozy House less than two miles from Ocean Beaches
The Raabbit Hole

The Raabbit Hole

Ocean Beach
Book a stay at this family-friendly vacation home in Ocean Beach. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Ocean Beach ...
The Raabbit Hole
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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.

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

Holiday houses in Shirley 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 Shirley 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 Shirley adventures, obvs.

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

Shirley Holiday Homes essential information

Accommodation
758 Holiday Homes
Lowest Price
NZ$206
Highest Price
NZ$238
Popular accommodation
10 Bedroom Hampton House with a regulation size Pickleball, Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, 🌞New Listing!! Ocean View Retreat!🌞, Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill. , Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Cozy House less than two miles from Ocean Beaches, The Raabbit Hole

Top trending hotels in Shirley

3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!

Shirley
Book a stay at this family-friendly vacation home in Shirley. Enjoy free WiFi, a water park, and a garden. Popular attractions TWA Flight 800 International Memorial ...
3 Story Beach Waterview, 3 KING bed, golf putting green!
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 NZ$206 per night from 6 Apr to 7 Apr
NZ$206
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this business-friendly hotel in Farmingville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hampton Inn Long Island-Brookhaven
Holiday Inn Express Hauppauge by IHG

Holiday Inn Express Hauppauge by IHG

2.5 out of 5
2050 Express Dr S, Hauppauge, NY
Fully refundable
The price is NZ$206 per night from 13 Apr to 14 Apr
NZ$206
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this business-friendly hotel in Hauppauge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Hauppauge by IHG
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Hyatt Regency Long Island

Hyatt Regency Long Island

3.5 out of 5
1717 Motor Parkway, Hauppauge, NY
Fully refundableReserve now, pay when you stay
The price is NZ$238 per night from 13 Apr to 14 Apr
NZ$238
includes taxes & fees
13 Apr - 14 Apr
Stay at this 3.5-star golf hotel in Hauppauge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Hyatt Regency Long Island
Don't see what you're looking for?
See all available properties in Shirley
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.