Discover Your Perfect Bridgehampton Vacation Homes

Bridgehampton Luxury Rentals

Bridgehampton Pet Friendly Vacation Rentals

Bridgehampton Large Vacation Homes

Why Choose Rent By Owner for your Bridgehampton 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 Bridgehampton

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here can enhance your experience, allowing you to enjoy the area's scenic beauty and local charm at its finest.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences its busiest period, making it ideal for travelers seeking vibrant social scenes and outdoor activities.

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

Late summer transitioning into early fall is a popular time here for enjoying colorful foliage and pleasant weather, attracting visitors looking for a scenic retreat.

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

Off-Season Highlights

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Winter (December to February)

The winter months see fewer visitors, offering a quieter atmosphere perfect for those seeking tranquility and off-season rates in the area.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Spring (March to May)

Early spring marks a shoulder season with milder weather and fewer crowds, providing an excellent opportunity to enjoy the region’s natural beauty at a relaxed pace.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Bridgehampton

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 a private outdoor swimming pool to relax after exploring the region.
  • Make use of spacious decks or patios for outdoor dining and entertaining.
  • Take advantage of lush gardens or landscaped yards that add charm to your stay.
  • Benefit from an outdoor fire pit perfect for cozy evenings with family or friends.
  • Utilize outdoor BBQ grills to indulge in delicious grilled meals during your visit.
  • Relax on comfortable outdoor lounging areas to soak up the sunshine.
  • Access expansive lawns or open fields ideal for outdoor activities and recreation.
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Family Activities

  • Bridgehampton Historical Society Museum: Explore local history and enjoy interactive exhibits that engage children and adults alike in the heart of the area.
  • Long Beach: Spend a day relaxing along the sandy shores perfect for swimming, building sandcastles, and family picnics right here in the region.
  • Sag Harbor County Park: Discover outdoor fun with nature trails, playgrounds, and scenic views, making it ideal for family outings in this destination.
  • Napeague Bay Kayaking Adventures: Experience an exciting water activity where your family can paddle through calm waters and enjoy the unique coastal scenery of the region.
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Adult Activities

  • Wine Tasting Tours: Explore the region's renowned wineries, where you can indulge in tastings and learn about the area's viticulture heritage.
  • Art Gallery Visits: Discover local artistic talent by visiting the charming galleries that showcase the creativity thriving in this destination.
  • Golfing Adventures: Enjoy a round of golf at exclusive courses that offer scenic views and challenging play amidst the area's natural beauty.
  • Fine Dining Experiences: Savor exquisite cuisine at upscale restaurants that highlight the region's culinary excellence for adult travelers seeking relaxation and indulgence.

Other Places to Stay in Bridgehampton, NY

Bridgehampton Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Markets: Take advantage of the area's renowned farm stands and eateries to enjoy fresh, regional produce and authentic cuisine during your stay.
  • Prioritize Outdoor Activities: Make the most of the region's scenic outdoor spaces by engaging in activities such as biking, walking, or relaxing on nearby beaches.
  • Plan Visits During Off-Peak Hours: Avoid crowds at popular spots by scheduling visits early in the morning or later in the afternoon to experience a more relaxed atmosphere.
  • Choose Vacation Rentals with Prime Locations: Select properties that are conveniently situated to give you easy access to the area's key attractions and natural beauty.

Transportation Options

  • Bridgehampton Bus Service: This regional bus option offers convenient transportation to and from the area, making exploring nearby attractions or commuting easier during your stay.
  • Rental Cars: Renting a car provides the flexibility to discover this destination at your own pace, with many nearby agencies catering to visitors of the region.
  • Taxi Services and Rideshares: Available for quick trips or last-minute plans, these services offer reliable transport options within the destination and the surrounding area.
  • Private Shuttle Services: For added comfort and convenience, private shuttles can be arranged for traveling between your vacation rental and key points around the region.

Local Customs Options

  • Greetings and Hospitality: When visiting here, you’ll notice that warm welcomes and friendly interactions are a cherished part of the local customs in this region.
  • Farmers’ Markets and Local Produce: Engaging with farmers’ markets is common, offering a taste of fresh, locally-sourced products that reflect the area's agricultural heritage.
  • Respect for Nature and Environment: Respect for the natural surroundings is deeply ingrained, so expect guests to be mindful of waste disposal and conservation efforts during your stay.
  • Seasonal Celebrations and Festivals: Participating in seasonal events and community festivals is a popular way to immerse yourself in the region’s traditions and local culture.

Frequently Asked Questions About Bridgehampton?

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

There are 85 vacation rentals with private pools near Bridgehampton. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 174 in the Bridgehampton 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 Bridgehampton. 

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

Cancellation policies vary depending on the individual listing. To ensure you understand the specific terms, please review the cancellation details listed with each property or contact the property owner directly before completing your booking.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are outlined in each listing. For clarity on all costs involved, review the detailed fee section on the property page or reach out to the host for confirmation.

7. How do I confirm the availability of a vacation rental during my preferred dates?

Availability is updated in real-time on the booking platform. To secure your reservation, simply select your dates and follow the booking process, or contact the property owner to verify the dates before confirming.

8. What amenities are typically included in vacation rentals in this region?

Amenities differ by property but often include essentials like Wi-Fi, air conditioning, fully equipped kitchens, and outdoor spaces. Check each listing for a complete list of available features to match your needs.

9. What should I know about checking in and out of vacation rentals in this destination?

Check-in and check-out procedures are specified in each listing. Many properties offer flexible times; however, it’s best to read the instructions provided or communicate directly with the host to ensure a smooth arrival and departure.

Bridgehampton Top Rated Vacation Rentals