Discover Your Perfect Shirley Vacation Homes

Shirley Luxury Rentals

Shirley Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Shirley Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Shirley

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, allowing you to enjoy the region's seasonal beauty and activities when they are at their best.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll enjoy warm weather ideal for outdoor activities and exploring the scenic beauty of the region.

Average Temperature Daytime: around 75°F to 85°F - Nighttime: around 60°F to 70°F
autumn
Fall (September to November)

Fall offers vibrant foliage and pleasant temperatures, making it a perfect time to experience the area's natural charm.

Average Temperature Daytime: around 65°F to 75°F - Nighttime: around 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

The winter season sees cooler temperatures, providing a peaceful atmosphere and opportunities for cozy stays in comfortable vacation rentals.

Average Temperature Daytime: around 30°F to 40°F - Nighttime: around 20°F to 30°F
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Spring (March to May)

Spring features milder weather and blooming nature, offering a quieter environment for those seeking tranquility away from the crowds.

Average Temperature Daytime: around 50°F to 60°F - Nighttime: around 40°F to 50°F

Weekly Weather Forecast for Shirley

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining with a private barbecue grill setup, perfect for summer evenings in the region.
  • Relax in a spacious backyard with lush landscaping, ideal for soaking up the natural beauty of Shirley, New York.
  • Take advantage of a well-maintained patio area for entertaining or unwinding after exploring the area's attractions.
  • Make the most of an inviting fire pit for cozy gatherings during cooler nights in this destination.
  • Benefit from access to scenic walking trails and nature paths directly from your rental property.
  • Utilize available outdoor parking spaces designed for convenience while exploring here.
  • Enjoy sun loungers and outdoor seating areas that provide the perfect spot for relaxation in the region's pleasant climate.
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Family Activities

  • Long Island Game Farm Wildlife Park & Children's Zoo: Engage your family with a visit to this wildlife park, where you can observe exotic animals and enjoy interactive exhibits right in the region.
  • Robert Moses State Park: Spend a day at this popular state park, perfect for relaxing on sandy beaches, having picnics, or enjoying outdoor activities near the coast.
  • The Hamptons Beaches: Explore beautiful beaches nearby that offer family-friendly shoreline experiences, ideal for building sandcastles and seaside fun.
  • Huntington City Hall Green: Discover local outdoor spaces with open areas suitable for family outings and casual strolls within the area’s vibrant community.
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Adult Activities

  • Exploring the Long Island Game Farm: Discover a fun-filled day at this nearby wildlife park, perfect for enjoying nature and animal encounters in the region.
  • Visiting Smith Point County Park: Relax on the sandy beaches or engage in water sports at this popular destination along the coastline here.
  • Playing golf at Country Point Golf Course: Improve your swing at this scenic course known for its lush fairways and tranquil setting within the area.
  • Enjoying local dining experiences: Savor delicious regional cuisine at convenient restaurants, offering a taste of the area's culinary delights.

Other Places to Stay in Shirley, NY

Shirley Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Markets and Eateries: Immerse yourself in the region’s authentic flavors by visiting nearby markets and dining at local eateries to enjoy a true taste of here.
  • Plan Outdoor Activities: Take advantage of the area's natural beauty by organizing outdoor adventures such as hiking or fishing in scenic spots close to your vacation rentals.
  • Discover Nearby Attractions: While staying in vacation rentals here, make time to visit popular regional attractions that showcase the unique charm of this destination.
  • Utilize Local Transportation Options: Maximize your stay by familiarizing yourself with local transit services or parking facilities to easily navigate the region and access top sites.

Transportation Options

  • Long Island Rail Road: This regional rail system provides convenient connections from Shirley to New York City and other parts of Long Island, making it easy for you to explore beyond the area.
  • Bus Services: Various bus routes serve the region, offering an affordable transportation option that connects you to local destinations and transit hubs.
  • Rental Car Services: Several rental car providers are available near Shirley, giving you flexibility to navigate the region and visit nearby attractions at your own pace.
  • Taxis and Ride-Sharing: Taxis and ride-sharing services operate in the area, providing quick and reliable transportation for short trips within Shirley and its surroundings.

Local Customs Options

  • Local Seafood Traditions: You can explore the region’s rich seafood customs, often reflected in the fresh catches enjoyed by residents and visitors alike.
  • Seasonal Festivals: Participating in seasonal festivals here allows you to experience authentic local celebrations rooted in the area's cultural heritage.
  • Fishing Practices: Engaging with community fishing practices offers a glimpse into the longstanding maritime traditions prevalent in this destination.
  • Community Gatherings: Attending neighborhood gatherings provides an opportunity to immerse yourself in the region's friendly social customs and hospitality.

Frequently Asked Questions About Shirley?

2. How many vacation rentals have private pools in Shirley?

3. Which vacation homes in Shirley are best for families?

If you are looking for a family-friendly vacation home in Shirley, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Shirley:

4. How many Rentbyowner vacation rentals are available in Shirley?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 252 in the Shirley area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Shirley. 

5. What is the cancellation policy for vacation rentals in Shirley, New York?

Each listing has its own cancellation policy, which you can review on the property details page. For specific policies and potential fees, please read the terms carefully or contact the property owner directly.

6. How do I find available dates for vacation rentals in Shirley, New York?

To check availability, enter your preferred travel dates on the property listing page. The system will display all options that match your selected timeframe within this region.

7. Are there any additional fees I should be aware of when booking a rental in Shirley?

Additional fees such as cleaning, service charges, or local taxes are typically detailed in the listing. Be sure to review these before confirming your reservation to avoid surprises.

8. What amenities are usually included in vacation rentals around Shirley, New York?

Most properties offer a range of amenities like Wi-Fi, parking, kitchens, and outdoor spaces. Specific amenities are listed on each property’s page, so you can choose based on your needs.

9. How can I contact the property owner if I have questions about my stay?

You can reach out to the property owner directly through the messaging feature on the listing platform. They are available to assist with any questions regarding the rental, the area, or special requests.

Shirley Top Rated Vacation Rentals