Southampton, New York Vacation Rentals

Explore 95 rental homes and villas in Southampton, New York for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Homes with Pools, Air Condition Homes and Best Affordable Homes. With a wide range of homes to offer, pricing can start as low as $74 per night with homes containing as many as 9 bedrooms and 11 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Southampton Overview
Nestled in the heart of the Hamptons, Southampton, New York, is a picturesque enclave that offers an unparalleled blend of coastal elegance and serene luxury. This idyllic destination is a haven for those who appreciate the finer things in life, with its breathtaking beaches, exclusive private homes, and a relaxed yet refined atmosphere. Imagine waking up in your own private home, a sanctuary where every detail caters to your comfort and style. In Southampton, a wealth of rental homes awaits, many boasting their own swimming pools—a perfect retreat for a leisurely swim or a poolside cocktail. These homes, often pet-friendly, ensure that your cherished companions can join in on your seaside escape, making your stay as inclusive as it is luxurious. The crown jewel of Southampton's shoreline is undoubtedly Coopers Beach. With its soft, white sands and crystal-clear waters, it's no wonder this beach is frequently lauded as one of the nation's best. The sight of grand mansions standing sentinel along the coast only enhances the beach's scenic splendor, offering a postcard-perfect setting for sunbathing, swimming, or simply unwinding to the rhythmic sounds of the Atlantic. Southampton's Main Street is a vibrant artery, alive with chic boutiques, world-class art galleries, and gourmet dining establishments. The architectural grandeur of the area is on full display, with historic shingle-style homes and public buildings that narrate the story of Southampton's opulent heritage. Cultural pursuits abound, with the Southampton Arts Center and the Southampton Historical Museum serving as gateways to the village's artistic soul and storied past. Engage with local and international art, catch an inspiring film, or delve into the annals of history to uncover the tapestry of events that shaped this coastal gem. For nature lovers, the Elizabeth A. Morton National Wildlife Refuge offers a tranquil escape. Here, you can immerse yourself in the beauty of the outdoors, from bird watching to hiking trails that meander through diverse habitats, all while savoring the panoramic views of Peconic Bay and Little Peconic Bay. Venture a little further to the North Fork wine region, where the fruits of Long Island's vineyards await. Spend a day sipping on award-winning wines, touring the picturesque vineyards, and experiencing the passion behind the region's viticulture. Golf aficionados will revel in the challenge and beauty of local courses, including the esteemed Shinnecock Hills Golf Club, a historic venue that has played host to the U.S. Open Championships and is a testament to the timeless spirit of the sport. Southampton is more than just a destination; it's an experience that captivates the senses and soothes the soul. It's a place where the allure of the beachfront, the privacy of luxurious homes, and the richness of culture and history converge to create a retreat that is as memorable as it is exclusive. Whether you're seeking a tranquil beachside haven, a cultural odyssey, or simply a secluded spot to relax and rejuvenate, Southampton promises a stay that is nothing short of extraordinary.
Cultural Attractions in Southampton
Southampton, New York, is a destination that offers a serene and culturally rich experience for travelers who revel in the arts, history, and local customs. This picturesque town in the Hamptons is not only known for its stunning beaches and affluent summer homes but also for its vibrant cultural scene that caters to the discerning tastes of art connoisseurs, history enthusiasts, and lovers of live music. Begin your cultural journey at the Southampton Arts Center, which is housed in the former Southampton Village Hall. The center is a hub for the arts, offering a diverse range of exhibitions, film screenings, and live performances. Its dynamic programming ensures that there is always something new and exciting for visitors to experience. For those interested in the rich history of Southampton, the Southampton Historical Museum is an essential stop. The museum's main building, the Rogers Mansion, is a preserved 19th-century home that provides a glimpse into the life of a wealthy Southampton family. The museum also includes several historic structures and a research center, offering a deep dive into the town's past. Art enthusiasts will find a treasure trove of galleries in Southampton. The Tripoli Gallery, for example, showcases contemporary art by both established and emerging artists, often with a focus on local talent. The Parrish Art Museum, located a short drive away in Water Mill, is a must-visit for its impressive collection of American art, with a particular emphasis on works from the East End of Long Island. Live music is a cherished part of Southampton's cultural landscape, with various venues hosting performances throughout the year. The Southampton Cultural Center presents a range of concerts, from classical to contemporary, in an intimate setting. During the summer months, the town comes alive with outdoor concerts at Agawam Park, where locals and visitors alike gather to enjoy live music in a picturesque setting. Southampton's local customs can be experienced through its seasonal events and festivals. The annual SouthamptonFest celebrates the town's cultural heritage with live music, dance, art, and food, while the Southampton Antique Fair is a delight for those interested in antiques and vintage finds. For a taste of local cuisine, Southampton offers a variety of dining options that showcase the region's fresh produce and seafood. Enjoy a meal at one of the town's fine restaurants or casual eateries, and don't miss the opportunity to visit the local farmers' markets for a true taste of the Hamptons. In Southampton, the blend of high culture and local charm creates a unique and enriching experience for travelers. Whether you're exploring art galleries, attending a live concert, or delving into the town's history, Southampton is a destination that promises to captivate and inspire.
Kids IconFamily friendly activities in Southampton
Southampton, New York, is a delightful destination for families traveling with children, offering a blend of beachside fun, educational experiences, and outdoor adventures that are sure to enchant young visitors. Begin your family excursion at the renowned Cooper's Beach, where the soft white sands and gentle waves provide the perfect setting for a day of sunbathing, sandcastle building, and splashing in the Atlantic Ocean. The beach's amenities, including lifeguards and snack stands, ensure a comfortable and safe environment for families. For a touch of nature and wildlife, the Elizabeth A. Morton National Wildlife Refuge is a must-visit. Children will be thrilled to see birds, turtles, and other local wildlife in their natural habitat. The refuge's trails are easy for little legs to manage, and the chance to feed birds right from their hands is an experience they won't soon forget. The Southampton Historical Museum offers a glimpse into the past with its engaging exhibits on local history. The museum's grounds often host family-friendly events and activities, including colonial-era games and crafts that allow children to learn while having fun. Take a break from the beach and head to the Southampton Ice Rink for some indoor ice-skating fun. It's a great way to cool off and enjoy some physical activity, and the rink offers skate rentals and public skating sessions suitable for all ages. For a unique outdoor experience, visit the Seven Ponds Orchard, where families can pick their own fruit, enjoy a hayride, and explore the corn maze. It's a delightful way to spend an afternoon, and children will love the chance to taste the freshest produce straight from the source. The Children's Museum of the East End, located a short drive from Southampton, is another fantastic destination for families. With hands-on exhibits designed to spark curiosity and imagination, children can engage in play that educates and entertains. Lastly, no visit to Southampton with children would be complete without a stop at the Big Duck, a quirky roadside attraction in the shape of a giant duck. It's a fun photo opportunity and a chance to learn about Long Island's duck farming history. Southampton's blend of coastal charm, educational opportunities, and family-friendly attractions make it an ideal destination for those traveling with children. Whether your family prefers beach days, nature walks, or cultural experiences, Southampton has something to offer for every young traveler.
Nature IconOutdoor activities in Southampton
Southampton, New York, is a coastal haven that offers a serene escape into nature's embrace. This picturesque destination on the South Fork of Long Island is renowned for its stunning beaches, lush landscapes, and a variety of outdoor activities that cater to nature enthusiasts. The pristine beaches of Southampton are a major draw for visitors. Cooper's Beach, often ranked among the top beaches in the United States, boasts soft white sands and clear blue waters, making it an ideal spot for sunbathing, swimming, and beachcombing. The gentle waves are perfect for paddleboarding and kayaking, while the expansive shoreline offers ample space for a peaceful walk or a seaside picnic. Beyond the beaches, the Shinnecock East County Park provides a rugged, natural environment for those looking to connect with the wilder side of Southampton. This barrier beach park is a popular spot for fishing, bird-watching, and camping. The park's undisturbed dunes and wetlands are home to a variety of wildlife, offering a chance to observe nature in its purest form. For a more structured outdoor experience, the Southampton Trails Preservation Society maintains an extensive network of trails that wind through the area's diverse ecosystems. Hikers and cyclists can explore the dense woodlands, open meadows, and wetlands while enjoying the local flora and fauna. The trails range from easy walks to more challenging hikes, ensuring that there's something suitable for every level of outdoor enthusiast. The Elizabeth A. Morton National Wildlife Refuge is another gem for nature lovers. This 187-acre peninsula on Little Peconic Bay is a sanctuary for a wide array of wildlife, including birds, turtles, and small mammals. The refuge's unique combination of habitats, including beaches, lagoons, salt and freshwater marshes, and forests, make it a fantastic spot for wildlife photography and observation. For those interested in water-based activities, the Peconic Bay and its estuaries offer excellent opportunities for boating, sailing, and fishing. The calm waters are ideal for exploring by kayak or canoe, providing a tranquil way to discover the hidden coves and marshlands that are teeming with marine life. Lastly, the local vineyards and farms around Southampton offer a delightful way to enjoy the outdoors while savoring the local produce and wines. Many of these establishments feature outdoor tasting areas where visitors can relax amidst the scenic beauty of the countryside. In Southampton, the blend of coastal charm, natural beauty, and outdoor adventure creates a perfect retreat for those seeking to connect with nature and enjoy the great outdoors.
Weather IconWeather in Southampton
Southampton, New York, graces the eastern shores of Long Island with a climate that is generally mild and influenced by the nearby Atlantic Ocean. This coastal town experiences a range of weather conditions throughout the year, making it a versatile destination for visitors. The summer months, from June to August, are the warmest and most popular time to visit Southampton. Average high temperatures hover around the upper 70s to mid-80s Fahrenheit (25-30°C), with occasional heat waves pushing the mercury higher. The ocean breeze often provides relief from the heat, and humidity levels can vary. This is the perfect time for beachgoers to bask in the sun at Coopers Beach or enjoy the many outdoor activities and events that Southampton has to offer. Autumn, from September to November, brings cooler temperatures and a significant drop in humidity, making it a delightful time to visit. The highs range from the mid-60s to the low 70s Fahrenheit (18-22°C) in early autumn, gradually cooling as the season progresses. This is an excellent time for those who prefer a quieter visit, as the summer crowds have dissipated, and the changing foliage offers a beautiful backdrop for outdoor pursuits. Winter, from December to February, is the coldest season, with temperatures often ranging from the mid-20s to the low 40s Fahrenheit (-4 to 4°C). Snowfall can occur, but the proximity to the ocean tends to moderate the climate, resulting in less snow compared to inland areas. While it's off-peak for tourism, the winter season has its own charm, with holiday decorations and a peaceful atmosphere. Spring, from March to May, sees a gradual warming with temperatures ranging from the mid-40s to the high 60s Fahrenheit (7-20°C). This season can be unpredictable, with a mix of sunny days and spring showers. The blooming flowers and greening landscapes make it a refreshing time for visitors to explore the town's natural beauty and historical sites. The most pleasant climate in Southampton is typically found in late spring through early fall, when the weather is warm and conducive to enjoying the town's beaches, outdoor dining, and cultural events. Whether you're looking to soak up the sun or enjoy the serene off-season ambiance, Southampton offers a climate that caters to a variety of preferences throughout the year.
Transportation in Southampton
Southampton, New York, a charming village in the heart of the Hamptons, offers a serene escape with its beautiful beaches, upscale shops, and historic homes. While it exudes a small-town feel, getting to and around Southampton is quite convenient with several transportation options available. Most visitors arrive in Southampton via car, as it is easily accessible from New York City and other parts of Long Island via the Long Island Expressway (I-495) and NY Route 27 (Montauk Highway). For those not driving, the Hampton Jitney provides a comfortable and frequent bus service from various points in New York City directly to Southampton. Additionally, the Long Island Rail Road (LIRR) offers a scenic train ride from Penn Station in Manhattan to Southampton, which is a popular choice during the summer months. Once in Southampton, getting around can be a delightful experience. The village itself is quite walkable, with many of the main attractions, shops, and dining options located within the village center. Walking through the historic streets allows visitors to appreciate the quaint architecture and peaceful atmosphere at a leisurely pace. For those looking to explore the wider area, including the many beaches and neighboring Hamptons villages, having a car is advantageous. Car rentals are available in the area, and taxis and ride-sharing services like Uber and Lyft operate in Southampton, providing convenient options for those without their own vehicle. Bicycling is another popular mode of transportation, especially during the warmer months. Bike rentals are available, and many visitors enjoy cycling to the beach or around the picturesque neighborhoods. The relatively flat terrain and scenic routes make for an enjoyable biking experience. For those interested in maritime travel, Southampton is also accessible by private boat, with several marinas accommodating vessels of various sizes. This is a particularly attractive option for those looking to enjoy the waters of the Peconic Bay and the Atlantic Ocean. In summary, Southampton offers a range of transportation options suitable for all types of visitors. Whether you prefer the independence of driving, the convenience of public transportation, or the leisure of walking or cycling, Southampton is a destination that is both accessible and enjoyable to navigate.