20 Hamptons Summer Rentals That Haven’t Been Snatched Up Yet

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Summer is just around the corner meaning days spent outdoors and in the sunshine are only a few months away. If you’ve been thinking of heading to the Hamptons on a much-needed getaway, we’ve found a bunch of awesome rentals that are, shockingly, still available. From sprawling properties perfect for large families to cozy houses great for smaller friend groups, there’s something here for everyone looking to relax and unwind out on Long Island. Here, the 20 best Hamptons summer rentals to book ASAP.

The Best Hamptons Summer Rentals at a Glance

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Most Spacious

1. Water Mill Lofty Beach Barn, Water Mill

  • Guests: Sleeps 8
  • Getting there: 2 hours and 15 minutes from NYC

Only 3.5 miles from the beach, this sprawling property is an easy choice for anyone looking to get away from the city. Sitting on 3,000 square feet, the home has an open plan with a large separate den, which is an amazing spot for the kids or large groups to spread out and enjoy a movie, books or games. And if you ever get tired of splashing in the pool, you can easily head to either Cooper's Beach or Flying Point Beach which are both less than a ten-minute drive away.

Most Unique Design

2. Mid-Century Modern, East Hampton

  • Guests: Sleeps 8
  • Getting there: 2 hours and 56 minutes from NYC

This house is definitely the one for any design and architecture savvy New Yorkers. We live for a mid-century modern look and this gorgeous, deep navy blue and wood accented beach house, designed by famed architect Carl Koch, hits all the marks. It’s got gorgeous geometric lines, large windows and glass sliding doors to let in lots of light. The living room (with a fireplace), kitchen and bedrooms are spacious and airy, so you and your crew won’t feel squeezed in at all. If you don’t feel like hanging out on the expansive wraparound deck with a hammock, lounge by the pool surrounded by teak chairs. After a day of relaxing, take a short walk down the path to arrive to your own private beach at Lion Head Bay to enjoy a Hampton’s sunset.

Best for Throwing a Summer Bash

3. Stunning Hampton Holiday Home, East Hampton

  • Guests: Sleeps 10
  • Getting there: 2 hours and 56 minutes from Manhattan

Got a birthday, anniversary or another special event coming up? This East Hampton beauty is the perfect place to host all kinds of festivities. This stunning and roomy beach house keeps it simple and chic with a white, slate grey and blue palette throughout the home. It also has massive ceilings to house a movie screening room, billiards table, gym and game room. Plus, it comes with spa-level amenities—sauna, outdoor heated pool and steam shower—to really help you unwind after your blowout bash.

Best Family-Friendly

4. Southampton Private Getaway, Southampton

  • Guests: Sleeps 12
  • Getting there: 2 hours and 14 minutes from NYC

This five-bedroom home looks like something straight out of an interior design magazine. The affordable-ish (by Hamptons standards, that is) yet gorgeous find is ideal for families thanks to the game-filled living room, big backyard and open kitchen. It also boasts a private community beach, a saltwater pool and both tennis and basketball courts. And if you want some activities outside your gorgeous rental, the house is closely located to apple or pumpkin picking as well as multiple vineyards.

Best Hygge Vibes

5. Spacious Woodsy Getaway, East Hampton

  • Guests: Sleeps 12
  • Getting there: 2 hours and 41 minutes from NYC

Modern Alpine ski-chalet vibes, but make it Hamptons. We took one look at this open-floor plan format place and were itching to book it. It’s got this Scandinavian feel that makes it feel so hygge chic no matter the time of the year. There’s also a souped-up chef’s kitchen, huge outdoor pool, clawfoot bathtub and five bedrooms over three floors. It’s situated right near East Hampton Village, Sag Harbor and Wainscott Beach, giving you plenty of options for easy exploration.

Best Long-Term Stay

6. Sag Harbor Vacation Home, Sag Harbor

  • Guests: Sleeps 8
  • Getting there: 2 hours and 34 minutes from NYC

If the fireplace and outdoor firepit don’t impress you, then the wine fridge and heated pool should certainly do the trick. Add the finished basement with a recreation room, home gym and home theater and we bet you’re intrigued. If you’re looking for a spacious home to rent for the month, then look no further than this Sag Harbor abode. It’s just a quick walk, bike or run from Sag Harbor Village’s Main Street where you can enjoy scenic views, cozy area cafes, tons of restaurants and plenty of great shopping.

Best for Friend Groups

7. Stylish Artist’s Home, East Hampton

  • Guests: Sleeps 8
  • Getting there: 3 hours from NYC

Grab your friends and head to this summer house that offers quick access to beaches, dining and activities in nearby East Hampton, Sag Harbor, Bridgehampton and Wainscott (so many options!). Homebodies and introverts alike will love this hidden, comfortable home with its inground pool, entertaining deck, fire pit, grill and outdoor shower. And the trendy interior design is great for snapping photos of indoor hangs whether you’re chilling by the wood-burning fireplace, chic dining room or cozy couches in the open living room.

Best Beachside Lodging

8. Beach House, Montauk

  • Guests: Sleeps 10
  • Getting there: 3 hours and 35 minutes from NYC

With unobstructed views of the ocean, this beautiful home is located right off Montauk Highway meaning it’s also walking distance from the village center. Bikes are also provided for guests who want a quicker way to get into town. Use the private path to head to the beach where you can spend the day on the sand or to cozy up and watch the sunset. Guests can also use the house’s firepit and outdoor grill for dining al fresco. Overall, this place sounds like a relaxing dream, perfect for beach-lovers.

Best Affordable

9. Village Property, Southampton

  • Guests: Sleeps 8
  • Getting there: 2 hours and 20 minutes from NYC

We’ll be honest, the Hamptons are not the most affordable of vacation destinations. But that doesn’t mean you can’t find some hidden deals if you look—case in point, this homey and accommodating house located in the village of Southampton. Its centralized location makes it ideal for groups who want to explore the surrounding areas and experience the nearby shops, bars and restaurants. No car? No problem. The property is within walking distance of the train station and Jitney stop. There’s also a large deck that overlooks an inground pool and a fenced in yard where plenty of outdoor games can be played.

Best Homey Vibes

10. Island View House, Sag Harbor

  • Guests: Sleeps 12
  • Getting there: 2 hours and 40 minutes from NYC

The modern cozy vibes of this Sag Harbor house are sure to make you feel instantly at ease so you can start relaxing right away. Although it sleeps 12 and has a layout that’s great for large groups, the listing specifically will not accommodate bachelor or bachelorette parties. That said, big families or chill gatherings can enjoy a saltwater pool, hot tub, blooming garden and outdoor lounge that surrounds a wood-burning fire pit. The house also boasts hotel-quality bedding, a formal dining room and a full chef’s kitchen. Southampton and East Hampton are about a 20-minute drive away and just 40 minutes to Montauk. Hikers will appreciate a footpath to a hiking trail that can be found at the top of the street.

Best for a Quiet Getaway

11. Secluded Luxury Escape, East Hampton

  • Guests: Sleeps 10
  • Getting there: 3 hours and 10 minutes from NYC

In need of some peace and quiet? This secluded East Hampton luxury home is located on lush, landscaped grounds and is the perfect place to unwind with a gorgeous inground salt pool, stone patio, fire pit and cabana. Parties are strictly prohibited so noise is actually required to be kept at a minimum during your stay—a major bonus for anyone looking to escape the roar of city life. The house is located less than five minutes from the middle of town with easy access to restaurants and shops.

Most Classic Hamptons House

12. Beachfront House, Montauk

  • Guests: Sleeps 10
  • Getting there: 3 hours and 30 minutes from NYC

This Montauk beach house is all about the panoramic water views. The balcony and porch overlook a quiet local beach that’s also just a half hour from the center of town, making it easy to chill by the water all afternoon before strolling into town to hit up the local bars and restaurants for the evening. The airy, open floor plan has quintessential beach-house vibes, and guests have access to an outdoor grill and modern kitchen.

Most Luxurious

13. Grand Estate, Sagaponack

  • Guests: Sleeps 16
  • Getting there: 2 hours and 10 minutes from NYC

We’re pretty sure you will never want to leave this house once you step foot on the property. It has just about everything you need to have a fun-filled getaway including a tennis court, inground pool, home theater, hot tub, ping pong table and plenty of backyard space. Outside you’ll find a grill, dining table and chairs for entertaining. Just note, shoes are not allowed into the house to make it easier to maintain that gorgeous cream interior.

Best Short-Term Stay

14. Village Home, Southampton

  • Guests: Sleeps 8
  • Getting there: 2 hours from NYC

Looking to get away for just a few short days? This home in Southampton allows for five-day rentals as opposed to weekly or monthly stays. Less than a mile from the beach and close to the village, this house is great for a family getaway with a heated, natural saltwater pool, private backyard and game room with a ping pong table. For those needing to work from home, there is a dedicated workspace you can sneak away to for a few hours.

Best for Interior Design Buffs

15. Light-Filled Village Gem, Sag Harbor

  • Guests: Sleeps 6
  • Getting there: 2 hours and 20 minutes from NYC

It’s no surprise that this house was featured on Homes & Gardens with its sprawling grounds and unique construction. 20-foot floor-to-ceiling windows and skylights throughout the home bring in tons of natural light and lend a homey vibe to the space.  The first floor includes a glass dining room, gourmet kitchen and oversized mahogany deck that looks out onto the yard. Guests can use the inground pool, grill and outdoor space in the summertime and the fireplace, lounge and Scandinavian sauna in the colder months.

Best Secluded Getaway

16. Private Hamptons Escape, Amagansett

  • Guests: Sleeps 12
  • Getting there: 2 hours and 30 minutes from NYC

Sneak away from the hustle and bustle of you everyday life and spend your summer days at this private and luxurious home in Amagansett. Everything you need is already situated on the property including a home office, backyard fire pit, game room, Peloton bike, home theater, chef’s kitchen, hot tub, patio and inground pool. Rain or shine, you’ll be able to enjoy everything this home has to offer without needing to wander into town or to the beach, both of which are conveniently located less than two miles away, should you find yourself wanting.

Best for Small Groups

17. Open Concept Home, Bridgehampton

  • Guests: Sleeps 6
  • Getting there: 2 hours from NYC

This Bridgehampton home is great for folks who want to see it all and is located smack dab in the middle of multiple beaches, wineries, farms and gourmet restaurants. It’s also easily accessible via train or Jitney. The home provides bikes for those who want to maximize exploring the surrounding area, but if staying in is more your style, there’s so much to do right at home. Enjoy a large eat-in kitchen, fire pit, back deck, private backyard and heated pool.

Best for Surfers

18. Ditch House, Montauk

  • Guests: Sleeps 8
  • Getting there: 3 hours from NYC

Surfers and beach lovers alike will appreciate this newly renovated house just steps away from the famous Ditch Plains Beach. With a lush backyard and sprawling ocean views, this house is perfect for a group looking to maximize their rest and relaxation. Guests can chill out and unwind after a long day on the sand at the home’s outdoor dining area equipped with a fire pit and barbeques

Best for Family Reunions

19. Hamptons Summer Home, Southampton

  • Guests: Sleeps 14
  • Getting there: 2 hours and 15 minutes from NYC

If you’ve got a family reunion scheduled for this summer, this seven-bedroom house should be at the top of your list. Your loved ones will enjoy all the amenities it has to offer including an open plan kitchen for cooking buffet-stlye meals, a dining table that seats 14, a saltwater pool, an indoor fireplace, a gym and a ping pong table. Rain or shine, this home can be enjoyed by adults and children of all ages.

Best for Active Travelers

20. Hampton Oasis, Westhampton Beach

  • Guests: Sleeps 12
  • Getting there: 2 hours and 45 minutes from NYC

This delightful Westhampton Beach home is just a six-minute drive to the beach and walking distance from the center of town. As for activities, you’d be hard pressed to find a rental with more options. This house has board games, beach accessories, gym equipment and tons of cooking tools for whipping up experimental dishes or beloved favorites. Don’t forget the outdoor oasis where guests can swim, lounge and grill all in one place.

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