Holiday Rentals in Shirley

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Shirley holiday rentals

10.0 out of 10, Exceptional, (22 reviews)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
The price is €534
includes taxes & fees
28 Jan - 29 Jan
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is €534
includes taxes & fees
9 Feb - 10 Feb
Modern Vacation home. Close to The Hamptons
The price is €531
includes taxes & fees
27 Jan - 28 Jan
Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach
10.0 out of 10, Exceptional, (17 reviews)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is €160
includes taxes & fees
14 Jan - 15 Jan
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Mastic

South Shore Studio in Mastic
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is €195
includes taxes & fees
13 Feb - 14 Feb
South Shore Studio in Mastic
10.0 out of 10, Exceptional, (3 reviews)
"Would definitely stay again "
United States
Katherine R.
The price is €175
includes taxes & fees
4 Feb - 5 Feb
JC Entire Apartment remodeled, close to Airport and Ferry

Apartment in Central Islip

Cozy 2 bedroom retreat in long island
2.0 star property
7.0 out of 10, Good, (4 reviews)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is €231
includes taxes & fees
14 Jan - 15 Jan
Cozy 2 bedroom retreat in long island
7.8 out of 10, Good, (10 reviews)
"I answered this. Safe and Quit."
United States
John
The price is €300
includes taxes & fees
14 Jan - 15 Jan
Spacious one Bedroom Apt with private entrance
The price is €122
includes taxes & fees
12 Feb - 13 Feb
Fabulous 1-bedroom, 1 bathroom Hotel inspired Room in Ronkonkoma
The price is €173
includes taxes & fees
13 Feb - 14 Feb
MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac
10.0 out of 10, Exceptional, (1 review)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is €240
includes taxes & fees
2 Feb - 3 Feb
Peaceful private 2-bedroom house in Bayport.Amazing location!
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is €582
includes taxes & fees
14 Jan - 15 Jan
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
9.4 out of 10, Exceptional, (37 reviews)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is €145
includes taxes & fees
14 Jan - 15 Jan
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
2.0 star property
9.0 out of 10, Wonderful, (2 reviews)
"The apartment was extremely welcoming to my dog, daughter and husband. Very clean, the owner stocked the fridge with beverages and snacks and our stay was very comfortable. Would totally book again when visiting this summer!"
United States
Gabrielle T.
The price is €369
includes taxes & fees
16 Jan - 17 Jan
Cozy and Modern 2-bedroom apartment in lovely Yaphank
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is €1,121
includes taxes & fees
14 Jan - 15 Jan
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.4 out of 10, Exceptional, (6 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is €233
includes taxes & fees
2 Feb - 3 Feb
Cozy king suite with kitchen and dining area.
9.6 out of 10, Exceptional, (26 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is €233
includes taxes & fees
25 Jan - 26 Jan
Private 1 bedroom apt in a quiet neighborhood, close to all!
10.0 out of 10, Exceptional, (25 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is €471
includes taxes & fees
10 Feb - 11 Feb
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
9.6 out of 10, Exceptional, (22 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is €1,174
includes taxes & fees
20 Jan - 21 Jan
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
10.0 out of 10, Exceptional, (1 review)
The price is €709
includes taxes & fees
19 Jan - 20 Jan
Beach cottage, private road, private beach, private mooring, private parking.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shirley Hotel Reviews

Find out more about Shirley

Everything you need to know about Shirley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shirley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shirley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Shirley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shirley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shirley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shirley holiday rentals we have selected for you start as low as €145 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Shirley rentals

At Expedia, we put the best Shirley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Shirley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shirley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shirley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Shirley?

Yes, there are holiday rentals close to the most popular sights in Shirley, or you can select a more secluded option if you're looking for a relaxing stay. Shirley is known for its parks.

What are some of the best holiday rentals that Shirley has to offer?

3 Story Beach Waterview, 3 KING bed, golf putting green!: This highly rated holiday home rental in Shirley is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Shirley?

With 16 Expedia holiday rentals, you're guaranteed to find just the right place for your Shirley stay.

What can I see and do in Shirley?

Carmans River and Great South Bay are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Lasorda Legacy Park and TWA Flight 800 International Memorial.

What are holiday rentals like in Shirley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shirley. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.