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Best Vacation Homes in Hay Beach

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Hay Beach Pet Friendly Vacation Rentals

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9.0 (228 Reviews)
Apartment
Cliffside Resort Condominiums
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Hay Beach Large Vacation Homes

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Why Choose Rent By Owner for your Hay Beach 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 Hay Beach

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you enjoy the region’s best weather and amenities, making your vacation in Hay Beach, Shelter Island Heights, New York, a truly memorable experience.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences its peak tourist season with warm weather and vibrant local activity, making it ideal for enjoying outdoor activities and relaxing on the beach.

Average Temperature Daytime: around 75-85°F - Nighttime: about 65-70°F
autumn
Early Fall (September to October)

The early fall offers pleasant weather and fewer crowds, providing a quieter yet lively atmosphere perfect for exploring the area’s natural beauty while still benefiting from the summer warmth.

Average Temperature Daytime: approximately 70-78°F - Nighttime: around 55-60°F

Off-Season Highlights

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Late Fall to Early Winter (November to December)

As the region transitions into cooler weather, visitor numbers decline, offering a peaceful environment with fewer crowds—ideal for those seeking tranquility in their accommodations.

Average Temperature Daytime: roughly 50-60°F - Nighttime: about 40-45°F
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Winter (January to February)

The winter months bring a quiet charm with less tourism, allowing you to enjoy the cozy ambiance and serene scenery while avoiding the peak season crowds.

Average Temperature Daytime: around 35-45°F - Nighttime: near 30-35°F

Weekly Weather Forecast for Hay Beach

How to Book Your Hay Beach Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Hay Beach

More Top-Rated Vacation Rentals in Hay Beach Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 a spacious outdoor patio with comfortable seating for relaxing evenings.
  • Take advantage of a private outdoor barbecue grill for al fresco dining.
  • Make the most of a well-maintained backyard perfect for outdoor games and activities.
  • Benefit from a shaded porch area ideal for unwinding while enjoying the fresh air.
  • Utilize a dedicated outdoor dining space to savor meals with friends and family.
  • Relax in an inviting swimming pool, offering a refreshing escape during warm days.
  • Experience convenient access to nearby beaches or waterfront views that define this region.

Top Attractions Around Hay Beach

What attractions are nearby?

Here, you can enjoy a variety of outdoor activities and scenic waterfronts that showcase the natural beauty of Shelter Island Heights and its surrounding area.

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Family Activities

  • Visit Hay Beach: Spend a relaxing day sunbathing and swimming on the pristine sands of Hay Beach, perfect for family fun by the water.
  • Shelter Island Kayaking Adventures: Explore the calm waters surrounding Shelter Island Heights with a family-friendly kayaking trip suitable for all skill levels.
  • Wildlife Watching at Mashomack Preserve: Discover local bird species and nature trails during an outdoor adventure at this scenic preserve close to here.
  • Boardwalk Strolls and Picnics: Enjoy leisurely walks along the scenic shoreline and have a delightful picnic in one of the area's picturesque parks.
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Adult Activities

  • Beachcombing along Hay Beach: Spend your day strolling the shoreline, collecting unique shells and observing marine life in this serene coastal area.
  • Birdwatching at Shelter Island Nature Preserves: Discover a variety of bird species while exploring the quiet natural habitats that surround the region.
  • Kayaking Adventures: Rent a kayak to paddle through calm waters, enjoying the scenic views and peaceful environment of this waterfront destination.
  • Fishing Excursions: Try your luck at fishing from the docks or charter a boat for a guided experience in the productive waters nearby.

Hay Beach Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the Beaches: Take advantage of the pristine shores to relax or enjoy water activities right outside your rental in this coastal region.
  • Visit Local Dining Spots: Savor fresh seafood and regional specialties at nearby restaurants to get a true taste of the area's culinary scene.
  • Plan Outdoor Adventures: Discover walking trails, golf courses, or boating opportunities that allow you to experience the natural beauty here.
  • Engage with the Community: Participate in local events or visit community gathering spots to immerse yourself in the area's welcoming atmosphere.

Transportation Options

  • Shelter Island Transportation Services: You can explore the area conveniently through local shuttle services that connect key points of Shelter Island, making travel to and from your vacation rental seamless.
  • Ferries to Shelter Island: Regular ferry services operate from nearby mainland locations, providing a scenic and reliable way to access this peaceful destination on Shelter Island.
  • Rental Cars in the Region: Renting a car is a practical option for discovering the sights around here, with various rental agencies offering flexible options close to the area.
  • Taxi and Ride-Sharing Options: Taxis and ride-sharing services are readily available, allowing you to navigate this destination comfortably without the need for personal transportation.

Local Customs Options

  • Respect for Maritime Traditions: You’ll find that embracing local maritime customs is common here, reflecting the area's proud nautical history.
  • Celebration of Seasonal Festivals: Participating in seasonal festivals allows visitors to experience the region's vibrant community spirit and rich cultural heritage.
  • Emphasis on Environmental Conservation: The community places great importance on preserving the natural beauty of Shelter Island, encouraging eco-friendly practices among visitors.
  • Respect for Local Art and Craftsmanship: Supporting local artisans and their crafts is a valued custom, helping you connect with the authentic charm of this destination.

Frequently Asked Questions About Hay Beach?

1. What are the top vacation rentals in Hay Beach?

There are a lot of options in Hay Beach. If you plan on staying in the Hay Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Hay Beach:

2. How many vacation rentals have private pools in Hay Beach?

There are 81 vacation rentals with private pools near Hay Beach. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Hay Beach are best for families?

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

4. How many Rentbyowner vacation rentals are available in Hay Beach?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 413 in the Hay Beach 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 Hay Beach. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by individual property. You should review the specific rental listing details or contact the property owner directly to understand the terms and any potential fees associated with cancellations.

6. How do I ensure my booking in Shelter Island Heights is secure?

To guarantee a secure booking, you can rely on the booking platform’s trusted payment methods and verified host information. It's also advisable to read reviews and communicate directly with the property owner for any specific questions.

7. Are there any additional fees I should be aware of when reserving here?

Additional fees such as cleaning fees, service charges, or taxes are typically detailed in the listing. Be sure to review the full fee breakdown before confirming your reservation or reach out to the host for clarifications.

8. Can I modify my reservation after booking in the region?

Modification options depend on each property’s policies. Contact the property owner directly through the platform to request changes, such as dates or guest count, and confirm if adjustments are possible.

9. What amenities are usually included in vacation rentals here?

Amenities vary between properties but often include essentials like Wi-Fi, kitchen supplies, heating or air conditioning, and outdoor spaces. For specific amenities, check the listing details or ask the host directly before booking.

Hay Beach Top Rated Vacation Rentals

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