Shirley holiday homes

We found 347 holiday rentals — enter your dates for availability
Discover a selection of 14 homes and other holiday rentals in Shirley that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Shirley

Showing deals for:30 Oct - 6 Nov

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Why visit Shirley

  • Scenic outdoor adventures: Enjoy a mix of beautiful beaches, urban parks, and state parks perfect for relaxing strolls and family picnics.
  • Family-friendly vibes: Shirley offers a welcoming atmosphere, ideal for travellers looking for safe, engaging activities with kids.
  • Local charm: Explore lovely residential neighbourhoods and immerse in the everyday life and leisure of this quintessential New York city.
  • Business meets leisure: Experience a balanced vibe where the city's professional spirit blends with ample recreational opportunities.
  • Natural beauty: Revel in the scenic landscapes that provide a serene backdrop for outdoor pursuits and unwinding.

Top attractions near Shirley

Shirley, New York, offers a delightful blend of outdoor and family-friendly experiences, making it an ideal holiday destination. Visitors can explore beautiful beaches, scenic parks, and local attractions that cater to nature lovers and those seeking relaxation. The area’s urban parks and nearby state parks provide ample opportunities for outdoor activities, ensuring a memorable trip filled with stunning scenery and quality time with loved ones.

  • Fire Island National Seashore: Experience stunning coastal scenery with pristine beaches, hiking trails, and opportunities for wildlife observation, perfect for outdoor enthusiasts looking for adventure.
  • Riverhead Raceway: Immerse yourself in the thrill of motor racing, showcasing exciting events and a vibrant atmosphere that appeals to sports fans and adrenaline seekers alike.
  • Shorefront Park: Enjoy a relaxing day at this urban park featuring playgrounds, picnic areas, and scenic waterfront views, ideal for families and outdoor lovers.

Things to do recommended for couples

Shirley offers delightful experiences for couples, like a serene walk along the picturesque Smith Point County Park beach or a cozy dinner at a local winery, perfect for sipping wine under the stars. Don't miss exploring the charming nearby towns for unique shops and cafés.

Things to do recommended for families

Families visiting Shirley, New York, can enjoy scenic drives, interactive museums, and engaging outdoor parks suitable for lively family explorations.

Things to do recommended for groups

Groups visiting Shirley can enjoy the thrill of motor racing at Riverhead Raceway, located 19km away. This exciting venue offers a vibrant atmosphere filled with sports and adventure, perfect for those looking to create unforgettable memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Shirley

Whether you’re journeying with a group, travelling with family, bringing along your pets, or seeking extended stays, be sure to use the appropriate filters to match your needs. Here are some booking tips from Vrbo for you.

  • Traveling to Shirley with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Shirley with young kids: Traveling with young children can be a bit of a challenge, requiring you to prioritise their comfort and safety along with age-appropriate facilities like a private pool. It’s also wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Shirley: Some travellers won’t consider a family holiday complete without their beloved four-legged companion. If you share this sentiment, explore Vrbo properties that welcome pets. Most of these pet-friendly options come with feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Shirley: If you're searching for holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Shirley

Discover the charm of Shirley, New York, where family-friendly vibes meet a business atmosphere. Explore lovely residential neighbourhoods, local attractions, and nearby beaches. Enjoy relaxing strolls and outdoor adventures in this scenic city, perfect for travellers seeking a mix of excitement and tranquillity. Experience the heart of New York in Shirley, a destination that offers both leisure and a taste of local life.

  • Mastic Beach: Located 5km from Shirley, Mastic Beach offers a delightful blend of outdoor family fun and seaside charm. Here, visitors can enjoy a relaxing day at the beach or engage in a round of golf at a nearby course. The area is known for its family-friendly beach and the expansive national state park, making it a perfect spot for both leisure and adventure. With a focus on outdoor experiences, Mastic Beach promises a refreshing escape with a variety of educational and recreational activities.
  • Brookhaven: Just 5km from Shirley, Brookhaven is a vibrant city that caters to families and those seeking an outdoor urban experience. It features a mix of activities, including golf at local courses and educational venues that highlight the area's cultural offerings. A stroll along the beach or a visit to the sports facility stadium provides a taste of the city's dynamic urban vibe. Brookhaven invites visitors to explore its blend of modern amenities and natural attractions, creating a balanced travel experience.
  • Bellport: Situated 8km from Shirley, Bellport boasts a charming setting ideal for outdoor, family, and romantic getaways. The city offers ample opportunities for leisurely exploration, from scenic lake views to family-friendly beach outings. With educational venues and golf courses enhancing the local experience, Bellport presents a harmonious mix of recreation and relaxation. It's an inviting destination for those looking to immerse themselves in a picturesque coastal lifestyle while enjoying a diverse range of activities.

Best time to go to Shirley

If you're planning a trip to Shirley, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January34.9°F (1.6°C)Light RainMostly SunnyAverage
February35.6°F (2.0°C)Light RainMostly SunnyAverage
March40.3°F (4.6°C)Light RainMostly SunnyAverage
April48.7°F (9.3°C)Light RainMostly SunnySlightly High
May57.7°F (14.3°C)Light RainMostly SunnyAverage
June66.9°F (19.4°C)Light RainMostly SunnySlightly High
July74.7°F (23.7°C)Light RainMostly SunnySlightly High
August74.5°F (23.6°C)Light RainMostly SunnyAverage
September68.9°F (20.5°C)Light RainMostly SunnyAverage
October59.9°F (15.5°C)Light RainMostly SunnySlightly Low
November49.3°F (9.6°C)Light RainMostly SunnySlightly Low
December41.7°F (5.4°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is a breeze

If you’re keen to stretch your travel budget, try being flexible with your dates as fares do vary. Additionally, opting for a longer stay can often lead to substantial savings. To pinpoint the ideal Vrbo property for your needs, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy space to start new journeys, pick up where you left off, or review and organise your plans. You'll see any properties you've saved or booked neatly arranged under Potential, Upcoming or Current Trips. Begin using Trip Boards by visiting: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Shirley getaway

The parks and other outdoor surroundings create an inviting atmosphere in Shirley. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Shirley

Are you searching for attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Shirley a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Swan Lake Golf Club (7.6 mi / 12.2 km)
  • Splish Splash Water Park (10.9 mi / 17.6 km)
  • Paumanok Vineyards (17.2 mi / 27.6 km)
  • Jamesport Vineyards (17.4 mi / 28 km)
  • Long Island Game Farm (5.2 mi / 8.4 km)
  • Bellport Country Club (5.4 mi / 8.7 km)

Exploring the natural landscape of Shirley

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Shirley is a great place to spend some time outside. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Smith Point County Park (5 mi / 8 km)
  • Cupsogue County Park (7.1 mi / 11.5 km)
  • Shorefront Park (8.1 mi / 13.1 km)
  • Fire Island National Seashore (8.4 mi / 13.6 km)
  • Lake Ronkonkoma (13.3 mi / 21.4 km)
  • Bayard Cutting Arboretum State Park (15.8 mi / 25.5 km)

Transport to and around Shirley

The nearest airport is in Shirley, NY (WSH-Brookhaven Calabro), located 1.7 mi (2.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Islip, NY (ISP-MacArthur), which is 12.1 mi (19.4 km) away.

If you'd prefer to travel by train, you can make your way to Mastic Shirley Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Shirley?
Houses are the most popular style of holiday home in Shirley, according to our data. Even if you've got a different vision in mind, Bookabach has holiday homes in many shapes and sizes. Look over our options to find your perfect Shirley pad.
How much does it cost to rent a holiday home in Shirley?
A number of things affect what you'll pay for your holiday home in Shirley, like the season, length of stay and type of property. Still, all of our holiday homes have one thing in common — amazing value. Just enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Shirley?
Prices for beach houses in Shirley differ depending on the size and style of the property and when you're travelling. Simply enter your dates of travel into Bookabach and how many guests to view holiday home options and prices. From there you can use our filter tool to narrow your search by ratings, amenities and more.
What are popular home amenities in Shirley?
The most popular home amenities people are looking for in Shirley are a water view, a swimming pool and a firepit. Whether you're on a trip with family, buddies or even pets, Bookabach holiday homes include the best amenities for starting a new adventure with the people you love.
What are the top attractions for families in Shirley?
Keeping the kids happy during your Shirley holiday is a breeze with these family-friendly attractions:

  • Long Island Game Farm
  • Bowl Long Island at Patchogue
  • Boomers! Medford

Are there holiday homes with WiFi in Shirley?
Shirley has six holiday homes with WiFi, so you'll be able to stay connected while you're on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with your family to scrolling social media, these Bookabach homes make it a cinch to go online.
How old do you have to be to rent a holiday home in Shirley?
The minimum age is normally 16, 18 or 21. It can change between properties on Bookabach, so look at the rules of your preferred Shirley stay before booking your stay.
How long can I rent a holiday home in Shirley for?
The amount of time you can book a Shirley holiday home for varies depending on the property. Simply tap in your dates of travel to find options offering longer term stays. They feature all the things you need to make your extended trip more comfortable like kitchens and air conditioning. Some holiday homes may also offer weekly or monthly discounted prices, so you can have a longer stay for less.