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- Rentals by Owner
Discover Your Ideal Rental by Owner in the Charming Town of Southampton, New York
Discover Your Perfect Town of Southampton Rentals by Owner
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Rentals by Owner
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Town of Southampton Rentals by Owner
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- Ocean View
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Why Choose Rent By Owner for your Town of Southampton vacation rental?
What makes our Rentals by Owner special?
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
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.
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.
Off-Season Highlights
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.
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.
Weekly Weather Forecast for Town of Southampton
How to Book Your Town of Southampton vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Town of Southampton
Common Rentals by Owner Amenities
What amenities can you expect?
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.
Top Attractions Around Town of Southampton
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities, scenic beaches, and cultural experiences, making it an ideal destination for those seeking a relaxing yet engaging getaway.

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.
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
1. What are the top vacation rentals in Town of Southampton?
There are a lot of options in Town of Southampton. If you plan on staying in the Town of Southampton area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Town of Southampton:
- WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
- Beach Hot tub Enjoy a getaway. Winery near
- Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!🏖️
- Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
- Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court
- AMAZING DUNE RD WESTHAMPTON BEACH HOME STEPS TO THE BEACH GREAT RATINGS !
- Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road
- Historic Sag Harbor Village Gem
- Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
- Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
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?
4. How do I communicate with the property owner before booking?
5. Are there any specific check-in and check-out procedures I should be aware of?
6. Is the rental suitable for families or large groups?
7. What amenities are usually included in rentals by owner in this region?
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