Discover Your Perfect Hampton Bays Vacation Homes

Hampton Bays Luxury Rentals

Hampton Bays Large Vacation Homes

Why Choose Rent By Owner for your Hampton Bays 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 Hampton Bays

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination can enhance your experience when exploring the region, ensuring you enjoy the best weather and activities during your stay in Hampton Bays, New York.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, you can enjoy warm temperatures and vibrant outdoor activities along the coast, making it an ideal time for beach days and exploring the area’s natural beauty.

Average Temperature Daytime: around 80°F - Nighttime: around 65°F
autumn
Early Fall (September to October)

This period offers pleasant weather with fewer crowds, perfect for leisurely strolls and enjoying the region’s scenic landscapes without the busy summer rush.

Average Temperature Daytime: around 75°F - Nighttime: around 55°F

Off-Season Highlights

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Late Fall to Early Winter (November to December)

As the region transitions into cooler weather, this is a quiet time to experience the area's peaceful atmosphere and seek out cozy accommodations.

Average Temperature Daytime: around 50°F - Nighttime: around 40°F
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Winter (January to February)

During the winter months, the area becomes tranquil, offering a serene environment for those looking to escape the crowds and enjoy more affordable vacation rentals.

Average Temperature Daytime: around 40°F - Nighttime: around 30°F

Weekly Weather Forecast for Hampton Bays

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 areas perfect for al fresco meals in the region’s pleasant climate.
  • Relax in private swimming pools that offer a refreshing retreat after exploring nearby beaches.
  • Take advantage of spacious patios or decks ideal for entertaining guests or unwinding under the sun.
  • Make use of well-maintained gardens or lush landscaping that enhance your outdoor experience.
  • Utilize outdoor grills and barbecue stations to prepare tasty meals during your stay in this destination.
  • Find ample parking space with designated areas for convenience during your vacation in the area.
  • Access outdoor showers and poolside loungers designed for relaxation and comfort under the sun.
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Family Activities

  • Shinnecock Canal Park: Spend a day outdoors enjoying scenic waterfront views and family-friendly walking trails along the canal.
  • Sag Harbor History Museum: Explore local history and engaging exhibits that offer an educational experience for children and adults alike.
  • The Nature Preserve at Ponquogue Beach: Relax on pristine shores, build sandcastles, or splash in the gentle waves with your loved ones.
  • Outer Beach Adventures: Discover the region’s natural beauty through guided eco-tours that highlight local flora and fauna suitable for all ages.
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Adult Activities

  • Sailing and Boating: Explore the pristine waters by renting a boat or joining a sailing tour to enjoy the scenic views and tranquil bay atmosphere.
  • Fishing Experiences: Take advantage of the region’s renowned fishing spots, whether from the shore or via deep-sea chartered trips for a rewarding angling adventure.
  • Local Seafood Dining: Savor fresh, locally caught seafood at the area’s acclaimed waterfront restaurants, offering authentic flavors of the region.
  • Beach and Waterfront Relaxation: Unwind on the sandy beaches or along the shoreline, soaking up the sun and enjoying the peaceful coastal environment here.

Hampton Bays Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Markets: Take advantage of the region's fresh seafood and local markets to enjoy authentic tastes during your stay.
  • Plan Outdoor Activities: Make the most of the area’s natural beauty by scheduling beach outings, boating trips, or nature walks around your vacation rental.
  • Choose a Prime Location: Select a property near desired attractions or scenic spots to maximize convenience and experience more of what this destination offers.
  • Engage in Seasonal Events: Check out local festivals or seasonal happenings that provide unique insights into the area's culture and community atmosphere.

Transportation Options

  • Long Island Rail Road (LIRR): This regional rail service offers convenient transportation from Hampton Bays to New York City and other parts of Long Island, making day trips straightforward.
  • Local Bus Services: The region is served by local bus routes that connect you to nearby towns, beaches, and transit hubs for a budget-friendly travel option.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide flexible, door-to-door transportation throughout the area, ideal for quick trips or airport transfers.
  • Car Rentals: Renting a vehicle here offers you the freedom to explore the scenic coastline and attractions at your own pace during your stay.

Local Customs Options

  • Clamming and Shellfishing Culture: Engaging in clamming and shellfishing is a cherished tradition here, connecting you with the area's maritime heritage and local seafood cuisine.
  • Farming and Agricultural Festivals: The region celebrates its farming roots through seasonal festivals that highlight local produce and community spirit, offering authentic experiences for visitors.
  • Bay Area Boating Etiquette: Respectful boating practices are a key part of local customs, ensuring safe and enjoyable water activities along the scenic waterways.
  • Seasonal Seafood Celebrations: Embracing the local bounty, seasonal seafood festivals showcase the region’s fresh catches and bring residents and visitors together in celebration.

Frequently Asked Questions About Hampton Bays?

2. How many vacation rentals have private pools in Hampton Bays?

There are 175 vacation rentals with private pools near Hampton Bays. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Hampton Bays are best for families?

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

4. How many Rentbyowner vacation rentals are available in Hampton Bays?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 506 in the Hampton Bays 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 Hampton Bays. 

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

Cancellation policies vary by property. You should review the specific rental listing to understand the terms, including any fees or restrictions, before confirming your booking.

6. How do I secure my reservation at a vacation rental in this area?

To reserve a property, you'll need to complete the booking process on the listing page, which may include providing payment details and agreeing to the owner's terms. Confirm all details before finalizing your reservation.

7. Are there any additional fees associated with staying in vacation rentals here?

Additional fees such as cleaning fees, service charges, or security deposits are often specified in the listing details. Please read the full description or contact the owner for clarification.

8. What amenities can I expect at vacation rentals in Hampton Bays, New York?

Amenities vary by property but commonly include essential features like Wi-Fi, parking, and kitchen facilities. For specific amenities, refer to the property's listing details.

9. Is it possible to host events or pets at these vacation rentals in this destination?

Policies regarding events and pets differ among owners. You should check the individual listing or contact the host directly to confirm if hosting gatherings or bringing pets is permitted.

Hampton Bays Top Rated Vacation Rentals