Book Holiday Homes in Shirley

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Featured Holiday Homes in Shirley

Hamptons Retreat

Hamptons Retreat

Hampton Bays
Stay at this vacation home in Hampton Bays. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Cooper's Beach and Good Ground Park are ...
Hamptons Retreat
Serene Beach Cottage Robbins Rest, Fire Island

Serene Beach Cottage Robbins Rest, Fire Island

Robbins Rest
Stay at this vacation home in Ocean Beach. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Ocean Beach and Atlantique Beach ...
Serene Beach Cottage Robbins Rest, Fire Island
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

Bay Shore
Stay at this vacation home in Bay Shore. Enjoy laundry facilities and air conditioning. Popular attractions Gilgo State Park and Bay Shore Historical Society ...
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
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Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Mastic
The price is NZ$283 per night from 10 Aug to 11 Aug
NZ$283
10 Aug - 11 Aug
includes taxes & fees
Stay at this vacation home in Mastic. Enjoy free WiFi, a water park, and an in-room coffeemaker. Popular attractions Carmans River and Long Island Game Farm ...
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2 out of 5
Calverton
The price is NZ$1,433 per night from 5 Aug to 6 Aug
NZ$1,433
5 Aug - 6 Aug
includes taxes & fees
Stay at this vacation home in Calverton. Enjoy laundry facilities and air conditioning. Popular attractions Splish Splash Water Park and Tanger Outlet Center ...
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Bayport
Book a stay at this beach vacation home in Bayport. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Oak Road Beach and Sayville Bathing ...
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Amazing Rocky Point Retreat Overlooking the Sound!

Amazing Rocky Point Retreat Overlooking the Sound!

Rocky Point
Stay at this vacation home in Rocky Point. Enjoy laundry facilities, patios, and in-room washers/dryers. Popular attractions North Shore Beach and Shoreham Village ...
Amazing Rocky Point Retreat Overlooking the Sound!
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Ocean Beach
Stay at this vacation home in Bay Shore. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Ocean Beach and Sunken Forest ...
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
Waterfront & private beach  Scandinavian style house near Bellport, NY

Waterfront & private beach Scandinavian style house near Bellport, NY

Brookhaven
Book a stay at this beach vacation home in Brookhaven. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions TWA Flight 800 International ...
Waterfront & private beach Scandinavian style house near Bellport, 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.

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
832 Holiday Homes
Lowest Price
NZ$184
Highest Price
NZ$1,433
Popular accommodation
Hamptons Retreat, Serene Beach Cottage Robbins Rest, Fire Island, Spacious 5-bedroom house in charming Bay Shore with AC, WiFi, Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach, Spacious multiples bedroom house in enchanting Calverton with WiFi, AC, Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville, Amazing Rocky Point Retreat Overlooking the Sound!, Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park, Waterfront & private beach Scandinavian style house near Bellport, NY

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 NZ$1,215 per night from 13 Aug to 14 Aug
NZ$1,215
13 Aug - 14 Aug
includes taxes & fees
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$212 per night from 1 Sept to 2 Sept
NZ$212
1 Sept - 2 Sept
includes taxes & fees
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
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3 out of 5
10 Aero Rd, Bohemia, NY
Fully refundableReserve now, pay when you stay
The price is NZ$184 per night from 3 Sept to 4 Sept
NZ$184
3 Sept - 4 Sept
includes taxes & fees
Stay at this 3-star business-friendly hotel in Bohemia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
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Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

2.5 out of 5
3131 Nesconset Hwy, Centereach, NY
Fully refundable
The price is NZ$301 per night from 1 Sept to 2 Sept
NZ$301
1 Sept - 2 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Centereach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Stony Brook by IHG
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.

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