Top 10 Hamptons Summer Rentals

The Hamptons has always offered a welcome escape from dense, urban areas during the warmer weather. Elliman Insider rounded up our top 10 East End rentals on the market, complete with pools and lush landscapes to last the whole summer. From Sag Harbor to Amagansett, these homes offer a cool, oasis-like way of living. No matter if you’re looking for a getaway just for a week, or a place to call your own from now until Labor Day, your next summer retreat awaits. Sag Harbor 278 Main Street, Sag Harbor  5 Bedrooms | 4 Bedrooms $125,000August A Main Street masterpiece, this original bespoke captain’s house in Sag Harbor is a home of which dreams are made. Originally built in 1810 by master craftsman Benjamin Glover, for whom Glover Street is named, and recently reimagined by acclaimed designer Nick Olsen, the Glover House is a study in the best of the best of the East End’s architecture and design. The elegant three-story, 4,000-square-foot home features a media room, seven fireplaces and an impressive master suite parlor. Exterior amenities at this pristine home include what might be the greatest front porch in all of Sag Harbor, plus a back deck and patio along with a heated gunite pool. 1100 Brick Kiln Road, Sag Harbor 6 Bedrooms | 6 Bathrooms | 2 Half Bathrooms Monthly Rates Available This magnificent French-style home is set on 10 bucolic acres. Upon entering through the main gates, up through the long tree-lined drive, past the guest cottage, English gardens, pool, and pool house, one will find the main residence that includes six bedrooms, plus three additional bedrooms in the cottages. A Tuscan style chef’s kitchen with double Viking stoves and fridge are the perfect place to prepare any summer meals. The home also includes a formal dining room, ballroom for entertaining, library and den. Southampton Village 379 Captains Neck Lane, Southampton Village 7 Bedrooms | 10 Bathrooms | 3 Half Bathrooms $300,000July | $400,000August Situated on close to two beautifully landscaped acres, this masterfully crafted, shingle-style mansion was just finished and is now move-in ready. The grand proportions of the rooms contribute to a unique and regal feel of the property. With only the top-of-the-line materials, including imported extra thick double-pane windows with temperature-controlled coating, custom-made three panel doors, custom hardware and stone, this home is a vision of thoughtful luxury. 59 First Neck Ln, Southampton 9 Bedrooms | 11 Bathrooms | 2 Half Bathrooms $280,000July | $160,000Short TermWeekly Additional Monthly Rates Available Exceptional home located in one of the most desirable streets in the Southampton Estate Section. The home just went through an immaculate renovation; the elegant floor plan includes a grand foyer with windows overlooking the grounds, two oversized and separate living rooms, both accessing terraces and areas of the garden, a beautiful den off the pool, an elegant formal dining room, and a sunny and inviting informal dining area. The master suite features a fireplace, private terrace, two baths and two dressing rooms, and a study overlooking the grounds. All principal rooms have access to the stone patio surrounded by beautifully landscaped and private grounds. 118 West Prospect Street, Southampton 6 Bedrooms | 7 Bathrooms | 1 Half Bathroom $100,000August Modern minimalism at its finest, this home is conveniently located near shops, restaurants and world- class beaches. Be the first to enjoy this 5,700 +- square foot residence featuring open, light-filled living spaces, crisp clean finishes and a unique and innovative architectural design unlike any other in Southampton Village. High-end amenities and finishes abound with Italian Scavolini kitchen cabinets and bath vanities, Miele and Sub-Zero appliances, white oak floors, multiple porches, attached two-car garage and smart home technology. The master suite and spa-like bathroom offer an abundance of natural light and a private mahogany balcony overlooking the beautiful, southern exposed property. Amagansett 72 Atlantic Avenue, Amagansett 8 Bathrooms | 9 Bathrooms | 1 Half Bathroom $75,000Short termWeekly | Monthly Rates Available This modern glass house built in 2019 in a prime south-of-the-highway location in the Amagansett Lanes is only steps to the ocean. The home offers a luxurious retreat environment with modern interiors and beautifully crafted outdoor living and recreational spaces. The eight bedroom main residence features 8,500+- SF of clean, modern lines beautifully appointed by a renowned architect. Multiple living areas offer a seamless blend of privacy and open, light-filled social spaces for family and friends. A large chef’s kitchen flows into the dining area and great rooms, with an extensive Ipe decking that provides beautiful views of the pool and secluded yard. East Hampton 24 Edwards Hole Road, East Hampton 5 Bedrooms | 6 Bathrooms | 1 Half Bathroom $100,000July | Additional Monthly Rates Available For contemporary minded vacationer, with a flair for a modern state of the art and hip home, we are proud to present a contemporary home with every amenity imaginable. Sited on a hilltop on an ample 4.8 +- acres, this home is the epitome of cool; It boasts five bedrooms, and six bathrooms with room for tennis. The upstairs floor-to-ceiling sliding glass doors disappear into the framework to create a perfect transition between the indoor and outdoor space. 198 Two Holes Water Road, East Hampton 6 Bedrooms | 6 Bathrooms | 2 Half Bathrooms $250,000JulyAugust-Labor Day Along the winding, private drive that leads to this home, you’ll pass a full-size size, all-weather tennis court before arriving at the striking home’s front steps. This uniquely situated estate enjoys seclusion and privacy while sitting just a short distance from the bustling village of East Hampton. The palatial 9,000-square-foot-home features seven bedrooms and six-and-a-half bathrooms. The estate underwent a top-to-bottom renovation in 2019 and sits upon just under 11 sprawling acres. Marked by dramatic sculptural touches and wide expanses of scenic space, this property is made for the good life. Water Mill 900 Head of Pond Road, Water Mill 7 Bedrooms | 8 Bathrooms | 1 Half Bathroom $190,000July | $60,000Short TermWeekly This elegant home is sited on 1.8+- acres of professionally designed landscaping. Pristine interiors throughout, Calcutta marble bathrooms, white oak floors, custom kitchen perfect for entertaining. Sweeping Master Suite. Heated pool and exquisite blue stone patios and full outdoor kitchenbar with TV. Finished lower level with staff quarters, gated and surveillance security. This property is available to be rented for weeks at a time. Bridgehampton 2138 Scuttle Hole Rd, Bridgehampton 6 Bedrooms | 8 Bathrooms | 1 Half Bathroom $175,000July | Additional Monthly Rates Available Spectacularly set on a 3+ acre flag lot in Bridgehampton, just moments away from the village, wineries and polo grounds, this modern masterpiece is your dream holiday escape. With six bedrooms, 8 bathrooms, and 1 half bathroom, and four living rooms, you’ll have more than enough space to relax and enjoy peaceful solitude. An outdoor, built-in grill, a covered, open air living room with fireplace, gym, 3 car garage, gourmet kitchen, and a state-of-the art sound system are just a few of the amazing amenities found in this beautiful estate. Find your next Hamptons rental today.