Shirley Vacation Rentals

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Our top choices for Shirley vacation rentals

10.0 out of 10, Exceptional, (22)
"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.
$585 nightly
The price is $668
Jan 28 - Jan 29
Total with taxes and fees
3 Story Beach Waterview, 3 KING bed, golf putting green!
$510 nightly
The price is $583
Jan 11 - Jan 12
Total with taxes and fees
Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach
10.0 out of 10, Exceptional, (3)
"Would definitely stay again "
United States
Katherine R.
$175 nightly
The price is $200
Jan 7 - Jan 8
Total with taxes and fees
JC Entire Apartment remodeled, close to Airport and Ferry
10.0 out of 10, Exceptional, (17)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
$159 nightly
The price is $182
Jan 5 - Jan 6
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
7.8 out of 10, Good, (10)
"I answered this. Safe and Quit."
United States
John
$299 nightly
The price is $341
Jan 7 - Jan 8
Total with taxes and fees
Spacious one Bedroom Apt with private entrance

Apartment in Mastic

South Shore Studio in Mastic
2.0 star property
10.0 out of 10, Exceptional, (3)
"Great stay! Super comfy and clean😊"
United States
ERIN
$195 nightly
The price is $223
Jan 6 - Jan 7
Total with taxes and fees
South Shore Studio in Mastic

Apartment in Central Islip

Cozy 2 bedroom retreat in long island
2.0 star property
8.8 out of 10, Excellent, (3)
"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.
$233 nightly
The price is $266
Jan 5 - Jan 6
Total with taxes and fees
Cozy 2 bedroom retreat in long island
9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
$1,114 nightly
The price is $1,273
Jan 5 - Jan 6
Total with taxes and fees
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
2.0 star property
10.0 out of 10, Exceptional, (1)
$368 nightly
The price is $420
Jan 3 - Jan 4
Total with taxes and fees
Cozy and Modern 2-bedroom apartment in lovely Yaphank
9.4 out of 10, Exceptional, (6)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$230 nightly
The price is $263
Jan 5 - Jan 6
Total with taxes and fees
Cozy king suite with kitchen and dining area.
9.6 out of 10, Exceptional, (26)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
$225 nightly
The price is $257
Jan 4 - Jan 5
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (37)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
$144 nightly
The price is $165
Jan 3 - Jan 4
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
$121 nightly
The price is $138
Jan 3 - Jan 4
Total with taxes and fees
Fabulous 1-bedroom, 1 bathroom Hotel inspired Room in Ronkonkoma
2.0 star property
10.0 out of 10, Exceptional, (1)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
$195 nightly
The price is $223
Jan 4 - Jan 5
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport.Amazing location!
6.8 out of 10, (3)
"We enjoyed our stay. The apartment was simple, clean, and comfortable. The neighborhood felt safe, and it was easy to call Uber for rides. LIRR access was also convenient, which made traveling to New York City and Stony Brook very manageable. The highlight was the beautiful backyard, which made the place feel relaxing."
United States
Jing L.
$197 nightly
The price is $225
Jan 31 - Feb 1
Total with taxes and fees
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
$1,170 nightly
The price is $1,337
Jan 4 - Jan 5
Total with taxes and fees
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
$175 nightly
The price is $200
Jan 3 - Jan 4
Total with taxes and fees
MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac
8.6 out of 10, Excellent, (8)
"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.
$582 nightly
The price is $665
Jan 3 - Jan 4
Total with taxes and fees
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
10.0 out of 10, Exceptional, (24)
"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.
$484 nightly
The price is $553
Jan 16 - Jan 17
Total with taxes and fees
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
2.0 star property
$748 nightly
The price is $855
Jan 11 - Jan 12
Total with taxes and fees
4-bedroom beach house minutes from Hamptons
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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Top Shirley Hotel Reviews

Find out more about Shirley

Everything you need to know about Shirley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shirley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shirley vacation 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 low season months. For more hustle and bustle, you may prefer to visit Shirley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shirley rentals

At Expedia, we put the best Shirley vacation 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 vacation.

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 vacation rentals in Shirley?

Yes, you can find vacation rentals near the most popular sights in Shirley, or you can choose a more remote option if you're looking for a relaxing stay. Shirley is known for its parks.

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

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This vacation home rental near Shirley offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Shirley?

With 16 Expedia vacation rentals, you're sure 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 larger area, you’ll find Lasorda Legacy Park and TWA Flight 800 International Memorial.

What are vacation rentals like in Shirley?

Vacation rentals are private properties you can reserve for several days or more in Shirley. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family gatherings.