Book Holiday Homes in Shirley

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Featured Holiday Homes in Shirley

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
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
Cozy House less than two miles from Ocean Beaches

Cozy House less than two miles from Ocean Beaches

Hampton Bays
With a stay at this vacation home in Hampton Bays, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Ponquogue Beach.
Cozy House less than two miles from Ocean Beaches
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fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Islip
Located in Islip, this vacation home is within a 5-minute drive of Cohalan Court Complex and Bethpage Ballpark.
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Summer getaway

Summer getaway

East Quogue
With a stay at this vacation home in East Quogue, you'll be within a 10-minute drive of The Hamptons Beaches and Quogue Community Hall.
Summer getaway
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

Mastic
Located in Mastic, this vacation home is by the ocean, a 4-minute drive from Carmans River and 5 minutes from Moriches Bay.
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.
Unique location fenced in private beach

Unique location fenced in private beach

Hampton Bays
The price is AU$1,558 per night from 1 Apr to 2 Apr
AU$1,558
includes taxes & fees
1 Apr - 2 Apr
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 Ponquogue Beach.
Unique location fenced in private beach
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.
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.
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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
618 Holiday Homes
Lowest Price
AU$183
Highest Price
AU$1,558
Popular accommodation
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, 10 Bedroom Hampton House with a regulation size Pickleball, Cozy House less than two miles from Ocean Beaches, fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc, Summer getaway, Hottub, ⛳️,firepits, heated pool, pool table, Basketball court. , Unique location fenced in private beach, Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill. , Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

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
The price is AU$852 per night from 25 Mar to 26 Mar
AU$852
includes taxes & fees
25 Mar - 26 Mar
With a stay at this vacation home in Shirley, you'll be by the sea, a 4-minute walk from Great South Bay and a 3-minute drive from Smith Point County Park.
3 Story Beach Waterview, 3 KING bed, golf putting green!
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 AU$217 per night from 6 Apr to 7 Apr
AU$217
includes taxes & fees
6 Apr - 7 Apr
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$187 per night from 13 Mar to 14 Mar
AU$187
includes taxes & fees
13 Mar - 14 Mar
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
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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$183 per night from 12 Mar to 13 Mar
AU$183
includes taxes & fees
12 Mar - 13 Mar
When you stay at La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport in Bohemia, you'll be near the airport, within a 5-minute drive of Bohemia Historical ...
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Don't see what you're looking for?
See all available properties in Shirley
View all properties
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.