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Shirley Holiday Rentals

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Find properties with these dates

Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
This weekend
May 3 - May 5

Holiday Rentals in Shirley

Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (7)
"House was very nice and spacious and owner was great and communicative"
The price is HK$1,267
per night
7 May - 8 May
3 Story Beach Waterview, 3 KING bed, golf putting green!
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
10.0 out of 10, Exceptional, (7)
"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 HK$742
per night
9 May - 10 May
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Sun-loungers, beach towels
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (144)
"We had an amazing time at Mark's house. The home is clean and well maintained with many amenities that made the weekend extra special (cool nights by the fire pit were especially awesome)! Mark gave detailed directions about the house and provided us with lots of information about the neighborhood. Plenty of space for all 12 of us to be together. Highly recommend this rental!"
The price is HK$3,868
per night
29 May - 30 May
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
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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
Exterior
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (73)
"Wonderful home and location on Westhampton Beach. Very clean home, spacious bedrooms and modern kitchen. Better than advertised."
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
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
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
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!
On the beach, sun-loungers, beach towels
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, (45)
"We visited this property to have a small getaway for my daughter’s sweet 16. The property was very clean and well equipped. The bedrooms and baths are roomy and clean. We will definitely be back!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Property grounds
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
10.0 out of 10, Exceptional, (31)
"Great place! Super clean! Great communication!"
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
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
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 HK$6,251
per night
9 May - 10 May
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 HK$1,031
per night
20 May - 21 May
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
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (39)
"The house is small but it has everything you need. The ocean was lovely to watch and good scavenging for rocks and sea glass. Very private place. My pup and I had a good time!"
Beachfront Romance: Rustic Home w/ Private Beach
Property grounds
Fair Harbor Living - Barefoot Beach Getaway
9.2 out of 10, Wonderful, (10)
"Michael is an excellent host. The house is as advertised - 3 bedrooms, one of which is disconnected from the main house. We very much enjoyed the enclosed patio and the outdoor grill. Michael keeps the house well stocked with towels and pretty much everything else that you need. The only reason for the 4 star rating is that this is an older house, so it is a bit run down, particularly the kitchen. Bug spray is also a must as bugs do get in the house."
Fair Harbor Living - Barefoot Beach Getaway
Fridge, microwave, oven, stovetop
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
8.6 out of 10, Excellent, (21)
"We had a great time the property looked like the picture minor hiccups"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.6 out of 10, Excellent, (8)
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
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, (7)
"House was very nice and spacious and owner was great and communicative"
The price is HK$1,267
per night
7 May - 8 May
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, (1005)
"Short stay. Nice single king size. Good temp control. Front desk gave me two bottles of water on arrival. Free breakfast was a bonus. Left 3am and coffee outside dining room was luke warm. I dumped it. Location needs better entrance markers. "
The price is HK$912
per night
9 May - 10 May
Hampton Inn Long Island-Brookhaven
Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very good, (1004)
"Nice setting and clean. Nice for outdoor fun "
The price is HK$1,321
per night
9 May - 10 May
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.

Search for holiday rentals in Shirley on Expedia! You can easily find your home rentals, villas, holiday apartments in Shirley using one of the methods below:

  • View our selection of featured holiday rentals in Shirley
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  • Enter your travel dates to view the best deals on holiday rentals in Shirley while they last

Look no further and take a look at our great range of rental properties in Shirley!

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?

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres : This holiday home rental outside of Shirley is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Shirley?

With 19 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.

Recent reviews of Shirley properties
Expedia verified reviews

Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

5/5 Excellent
"we just stayed one night, hotel was clean, comfortable bed, and polite staff."
A verified traveller stayed at Hilton Garden Inn Islip/MacArthur Airport
Posted 2 days ago
Hilton Garden Inn Islip/MacArthur Airport