1. USA
  2. New York
  3. Town of Southampton
  4. Rentals by Owner

Town of Southampton Rentals by Owner

Why Choose Rent By Owner for your Town of Southampton vacation rental?

What makes our Rentals by Owner 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 Town of Southampton

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation here ensures you can enjoy the region's offerings at their best, making your rental by owner experience in this destination both memorable and hassle-free.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, this coastal destination in New York attracts visitors seeking warm weather and vibrant social scenes, making it an ideal time for rental by owner bookings.

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

The early fall remains popular due to pleasant weather and beautiful foliage, offering a serene atmosphere for those looking to enjoy their stay here during peak season.

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

Off-Season Highlights

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Winter (December to February)

During the quiet winter months, fewer tourists visit, providing a peaceful environment for rental by owner seekers wanting a more secluded experience in this region.

Average Temperature Daytime: Around 35-45°F - Nighttime: Near 25-35°F
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Spring (March to May)

Early spring sees a slowdown in visitor numbers, making it an excellent time to find exclusive rental opportunities before the busy summer season begins.

Average Temperature Daytime: Approximately 50-60°F - Nighttime: About 40-50°F

Weekly Weather Forecast for Town of Southampton

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 your stay outdoors with a private swimming pool available at many rentals in the area.
  • Relax or entertain guests on spacious, well-maintained patios perfect for enjoying the region’s pleasant weather.
  • Take advantage of outdoor dining areas that make it easy to savor meals al fresco while surrounded by scenic views.
  • Make use of lush lawns and gardens for outdoor activities or simply unwinding amidst natural beauty.
  • Spend sunny days lounging on private decks that offer stunning vistas of the surrounding landscape.
  • Benefit from outdoor showers or hot tubs included in select properties for added comfort during your visit.
  • Utilize designated barbecue areas to host memorable cookouts in the fresh air of this charming destination.
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Family Activities

  • Southampton Beaches: Spend a day relaxing on the pristine beaches, where you can enjoy swimming, building sandcastles, or simply soaking up the sun with your family.
  • Coopers Beach: Visit this renowned family-friendly beach known for its gentle surf and clean shoreline, perfect for a fun day by the water in the region.
  • Sagamore Hill Golf Course: Enjoy a family round of golf at this scenic course that offers leisure for players of all ages amidst picturesque surroundings.
  • The Hamptons Historical Museums: Explore the local history through engaging exhibits and guided tours, providing educational entertainment for both kids and adults during your stay in the area.
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Adult Activities

  • Visit the Long Island Aquarium and Exhibition Center: Explore marine life exhibits and interactive displays that make for an engaging day near this coastal region.
  • Enjoy a round of golf at local courses: Tee off at scenic golf courses here, offering picturesque views and a relaxing outdoor activity for enthusiasts.
  • Discover art and culture at regional galleries: Browse through vibrant art galleries that showcase the area's rich cultural scene and creative talents.
  • Relax on pristine beaches: Spend your leisure time unwinding on beautiful beaches that provide the perfect backdrop for sunbathing and seaside strolls in the region.

Other Places to Stay in Town of Southampton, NY

Town of Southampton Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your visit during the off-season: Visiting during the quieter months allows you to enjoy a more relaxed experience while exploring the region’s scenic beauty and local charm.
  • Explore local markets and eateries: Take advantage of the area’s renowned food scene by sampling fresh, regional ingredients at local markets and dining spots near your rental.
  • Utilize your rental's outdoor spaces: Make the most of any gardens, patios, or decks offered by your accommodation to unwind and soak in the tranquil surroundings.
  • Connect with nearby attractions thoughtfully: While venturing out to explore the region’s well-known spots, plan your days to balance sightseeing with leisure at your rental property for a well-rounded stay.

Transportation Options

  • Local Bus Services: Affordable and convenient, the bus system provides direct routes around the region, making it easy for you to explore Southampton without a car.
  • Rental Cars: Numerous local rental agencies offer a variety of vehicles, giving you the flexibility to travel at your own pace throughout the area.
  • Taxi and Ride-Sharing Services: Taxis and popular ride-sharing options are readily available here, providing quick transportation solutions when you need them.
  • Bicycle Rentals: For an eco-friendly and leisurely way to experience the destination, bike rentals are a great choice within the region’s scenic surroundings.

Local Customs Options

  • Respect for Local Art and Heritage: You’ll find that appreciating and supporting local art is a valued custom here, making it a meaningful part of your stay in this charming region.
  • Embracing the Coastal Lifestyle: Visitors often adopt a relaxed attitude toward dress and behavior to align with the area’s laid-back seaside culture.
  • Supporting Sustainable Practices: Eco-conscious habits are encouraged, so consider engaging in recycling and using environmentally friendly products during your visit.
  • Participating in Community Events: Engaging in local gatherings or markets can enrich your experience and demonstrate respect for the community’s traditions and social fabric.

Frequently Asked Questions About Town of Southampton Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Town of Southampton?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2693 in the Town of Southampton 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 Town of Southampton. 

3. What is the cancellation policy for a rental by owner in this area?

Cancellation policies vary depending on the individual listing. You should review the specific cancellation details provided on the rental's page or contact the owner directly to understand the terms and any potential fees.

4. How do I communicate with the property owner before booking?

You can reach out to the property owner through the messaging feature on the booking platform. This allows you to ask questions, clarify details, or request additional information about the rental in this destination.

5. Are there any specific check-in and check-out procedures I should be aware of?

Check-in and check-out procedures are typically outlined in the rental listing. It's recommended to read these details carefully or contact the owner to confirm arrival times and any key exchange instructions relevant to your stay here.

6. Is the rental suitable for families or large groups?

Details about occupancy limits and amenities for family-friendly stays are included in each listing. For larger groups, ensure the property capacity meets your needs by reviewing the description or contacting the owner directly.

7. What amenities are usually included in rentals by owner in this region?

Amenities can differ from one property to another, but common features often include kitchens, Wi-Fi, parking, and outdoor spaces. To get a complete list, please check the specific listing or contact the owner for more information.

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