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Shirley Vacation Rentals

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Vacation Rentals in Shirley

Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (8)
"My family and I, rented this beautiful BNB to stay in while in town for my Grandmothers 90th Birthday. The home was exactly as pictured on the site, it was by far the cleanest and best taken care property that we have rented through VRBO! We were beyond impressed by the Host Eddie and his home! We willlllll be back!"
The price is $240
$611 total
includes taxes & fees
May 29 - May 30
3 Story Beach Waterview, 3 KING bed, golf putting green!
Sun loungers, beach towels
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (145)
"The house and area were excellent, just need some general maintenance as this property shows a lot of wear and tear. The restaurants, beach, area, and everything else were spectacular though."
The price is $495
$788 total
includes taxes & fees
May 29 - May 30
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, (22)
"Celebrated the holidays with my grown children to be near my dad and brother. The house is lovely. We had a wonderful time. My daughter suggested we come back in the summertime to take advantage of the amenities - beautiful pool and nearby beaches. Highly recommend!!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
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View from property
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
10.0 out of 10, Exceptional, (49)
"Beautiful home in a great location with a wonderful view. Thoughtfully designed, furnished and stocked with everything you'll need. Also, great communication from the owners! Spent the weekend with teens and can't wait to return for a more relaxing adult trip!"
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
Interior
Airstream Art Studio Sculpture/Nature Preserve
10.0 out of 10, Exceptional, (1)
"I found it cozy, comfortable and very peaceful. Bonus wildlife visits of deer, geese and turkeys, Most people will understand this accommodation as quality “clamping”."
The price is $150
$239 total
includes taxes & fees
May 19 - May 20
Airstream Art Studio Sculpture/Nature Preserve
On the beach, sun loungers, beach towels
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, (46)
"Traveling with family and dog... private walk to the beach, stylish but simple, comfortable beds, clean and organized, responsive management... 2 bedrooms downstairs, one entire 2nd floor master bedroom / entertaining space upstairs, and an attached 'cottage' king studio that is attached to the main house."
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Exterior
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (74)
"We had a wonderful time. Loved the house, the location, walks on the beach and watching deer pass by the home on a daily basis. The house is a little worn but many older beach homes are like this. The steps up to main entrance may be a challenge for the elderly or anyone mobility limited. The dishwasher needs to be upgraded. A few minor issues when we first arrived were readily taken care of by the owner who responded quickly."
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Beach nearby, sun loungers, beach towels
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, (7)
"The house was amazing, the location was perfect I could see the ocean from the living room. The only issues were the flooded roads and a few lights with dead bulbs but the flooding is understandable since its so close to the ocean. Overall we had a great time and would definitely come back."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Exterior
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
10.0 out of 10, Exceptional, (66)
"We booked for a mini-getaway and the place was absolutely perfect. The wonderful decor, layout and the unique setting made it a perfect little vacation for our family!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Beach towels
⭐️Modern Farmhouse Long Island Wine Country🍷
10.0 out of 10, Exceptional, (13)
"We attended a family event and were looking for a home that could accommodate our family and this home fit the bill perfectly. It is in a lovely setting with all the charm and comfort you can expect. The home is updated with modern amenities and is well appointed. We really enjoyed the quiet setting, as well as easy and short drive to access shopping, dining, and more."
⭐️Modern Farmhouse Long Island Wine Country🍷
Property grounds
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
10.0 out of 10, Exceptional, (32)
"We had a wonderful stay at this apartment. We were up in the area of my brother’s engagement party. It is in like a shared multi family house but we never once heard the other tenants. It was exactly as pictured online. The futon was pretty comfortable too! The real bed was also great. The host, Scott, was also extremely responsive. My only negative thing to say is that it did not have a cookie sheet, but we bought a foil one to use which was totally fine. They even had a whole drawer of spices...
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
Smart TV, fireplace, books, printers
Spectacular Beachfront Contemporary ~ Wine Country
10.0 out of 10, Exceptional, (151)
"Lovely home, right on the bay, super clean, very well , wonderful owner."
Spectacular Beachfront Contemporary ~ Wine Country
Fridge, microwave, oven, stovetop
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
9.8 out of 10, Exceptional, (16)
"This property was just what my family and I were looking for. A quaint and quiet house with a small town feel. We stayed for NYE hoping to get away from the loud chaos we’re typically faced with at home and this location fit the bill. Pros: I’m not sure how this changes in the summer months but things were mostly quiet. There are restaurants, coffee, and food shopping all within a 5 minute drive. The home itself is pretty small, so for the 4 of us- husband, 17y/o, 9 y/o, and myself, it was...
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
On the beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, (49)
"Couldn't say enough positive's about this stay. The owner was very responsive from before it was even booked all the way through the stay and after. The house has a gorgeous view and it's cozy for a nice weekend away. We will definitely be back."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.6 out of 10, Exceptional, (8)
"Nice place to stay. Small but has everything you need. Close to the major highways. Hostess Jennifer was great She checked in several times with me."
The price is $95
$148 total
includes taxes & fees
May 20 - May 21
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Outdoor pool, a heated pool
Summer getaway
9.6 out of 10, Exceptional, (5)
"We had a great stay at the house! It was much larger than we even expected and came outfitted with everything you could need for a weekend away in July. Our host was super communicative and flexible. The pool is perfect and the location is ideal for a comprehensive weekend away in the Hamptons. We will be back- thank you again!"
Summer getaway
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
9.4 out of 10, Exceptional, (11)
"The house and property were very nice but we expected there to be more beds"
The price is $800
$1,028 total
includes taxes & fees
May 17 - May 18
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (11)
"Thank you very much for being so accommodating with our stay! It was very clean, had all the essentials plus extra and we really liked how we had our own private patio. Will definitely be staying again in the future!"
The price is $132
$228 total
includes taxes & fees
May 20 - May 21
Private 1 bedroom apt in a quiet neighborhood, close to all!
Fridge, microwave, oven, stovetop
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
9.4 out of 10, Exceptional, (16)
"We enjoyed our stay. The house was set up perfectly for two families traveling together. The beds were comfy and we loved the outdoor showers. There were only two bikes for 9 of us so we ended up renting. There were also not enough beach chairs and some were not in great shape. The fridge in the kitchen needed to be replaced and there were not enough coffee cups and dishes."
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Don't see what you're looking for?
See all available properties in Shirley
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.

Other types of properties in Shirley you may be interested in

Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (8)
"My family and I, rented this beautiful BNB to stay in while in town for my Grandmothers 90th Birthday. The home was exactly as pictured on the site, it was by far the cleanest and best taken care property that we have rented through VRBO! We were beyond impressed by the Host Eddie and his home! We willlllll be back!"
The price is $240
$611 total
includes taxes & fees
May 29 - May 30
3 Story Beach Waterview, 3 KING bed, golf putting green!
Gazebo
Hampton Inn Long Island-Brookhaven
2.5 star property
8.6 out of 10, Excellent, (1004)
"Clean, courteous"
The price is $108
$124 total
includes taxes & fees
May 27 - May 28
Hampton Inn Long Island-Brookhaven
Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very Good, (1002)
"Beautiful indoor pool"
The price is $159
$181 total
includes taxes & fees
May 19 - May 20
Hyatt Regency Long Island
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.

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 $95 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?

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres : This vacation home rental near Shirley is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Shirley?

With 19 Expedia vacation rentals, you're sure to find just the right place for your Shirley stay.

What can I see and do in Shirley?

Great South Bay and Carmans River 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.

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