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

By Marisel Salazar

| May. 5, 2022

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Summer is just around the corner, and you may be considering a much-deserved trip to the Hamptons. But in order to have your best summer ever, you’ll need to book a coveted rental. Fortunately, it’s not too late to jump on one of these prime spots, ranging from giant properties for groups looking to go in on a summer share to small (read: relatively affordable) cottages ideal for an intimate retreat with a friend or two. Check out a handful of gorgeous Hamptons rentals below.

11 Hamptons Summer Rentals at a Glance:

Most spacious rental: Water Mill Lofty Beach Barn, Water Mill
Best for a quiet getaway: Classic Shingled Residence, East Hampton
Best for lakeside lodging: Luxury Home, Montauk
Most uniquely designed home: Mid-Century Modern, East Hampton
Best for throwing a summer bash: Stunning Hampton Holiday Home, East Hampton
Most family-friendly home: Southampton Private Getaway, South Hampton
Best home away from home: Bay Beach Charming Family Vacation House, South Hampton
Best for hygge vibes in the summertime: Spacious Woodsy Getaway, East Hampton
Best long-term stay: Sag Harbor Vacation Home, Sag Harbor
Most private lodging: Hamptons Beach House, Amagansett
Best for hosting a family reunion: Luxurious Hamptons Estate, Sagaponack

VRBO

1. Water Mill Lofty Beach Barn, WATER MILL

Most spacious rental
Guests: Sleeps 8
Getting there: 2 hours and 15 minutes from Manhattan

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.

Book it

VRBO

2. Classic shingled residence, EAST HAMPTON

Best for a quiet getaway
Guests: Sleeps 7
Getting there: 3 hours and 10 minutes from Manhattan

Though it’s close to the village, farmers market and beaches, the location of this quaint rental keeps any peace-seekers away from the action. And you can rest assured no nosy neighbors can peak through as the backyard is lined with hedges of giant arborvitae that provide total privacy, so you’re free to relax by the pool without any worries. This rental also comes with a well-equipped outdoor kitchen and stone dining area if you want to throw a little barbecue in the backyard.

Book it

VRBO

3. Luxury Home, MONTAUK

Best for lakeside lodging
Guests: Sleeps 6
Getting there: 3 hours and 14 minutes from Manhattan

A white and slate grey family house that’s all about the water views, this gorgeous home is located right on Montauk Lake, so you can catch the sparkling waves any time of the day. Enjoy a lazy day around the infinity pool or if you’re feeling up for it, grab paddle boards and kayaks (the house comes with them!) and take a spin around the lake. Note: These spectacular digs were made with families in mind (truly, no bachelor or bachelorette parties allowed by request of the owners).

BOOK IT

VRBO

4. Mid-Century Modern, EAST HAMPTON

Most uniquely designed home
Guests: Sleeps 8
Getting there: 2 hours and 56 minutes from Manhattan

This house is for the design and architecture savvy. 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 tell-tale geometric lines, large windows and glass sliding doors to let lots of light in. The living room (with a fireplace), kitchen, and bedrooms are ample 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 private beach at Lion Head Bay to enjoy a Hampton’s sunset.

BOOK IT

VRBO

5. Stunning Hampton Holiday Home, EAST HAMPTON

Best for throwing a summer bash
Guests: Sleeps 10
Getting there: 2 hours and 56 minutes from Manhattan

Time to start planning your Hamptons all-white party. This stunning and spacious beach house keeps it simple and chic with a white, slate grey and blue palette throughout the home. It has massive ceilings to house a movie screening room, billiards table, gym and game room. And it has pretty much every kind of pool: sauna, outdoor heated pool and steam shower.

BOOK IT

VRBO

6. Southampton Private Getaway, SOUTH HAMPTON

Most family-friendly home
Guests: Sleeps 12
Getting there: 2 hours and 14 minutes from Manhattan

We’re pretty sure this house should be in an interior design magazine. This affordable-ish (by Hamptons standards, that is) yet gorgeous find is ideal for families. It boasts a private community beach, a saltwater pool and tennis and basketball courts. It’s also closely located to apple or pumpkin picking and vineyards.

BOOK IT

VRBO

7. Bay Beach Charming Family Vacation House, SOUTH HAMPTON

Best home away from home
Guests: Sleeps 9
Getting there: 2 hours and 14 minutes from Manhattan

An adorable cottage that is just a quickie walk to Peconic Bay beach. It feels as if this *could* be your house, with more of a rustic, lived-in feel than the standard palatial, massive Hamptons digs (if that’s what you’re going for). It still has a swimming pool, tricked out kitchen and fireplaces though, because, well, it’s the Hamptons.

BOOK IT

VRBO

8. Spacious Woodsy Getaway, East HAMPTON

Best for hygge vibes in the summertime
Guests: Sleeps 12
Getting there: 2 hours and 41 minutes from Manhattan

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 a souped up chef’s kitchen, pool, clawfoot bathtub and is near East Hampton Village, Sag Harbor, and Wainscott Beach.

BOOK IT

VRBO

9. Sag Harbor Vacation Home, Sag Harbor

Best long-term stay
Guests: Sleeps 8
Getting there: 2 hours and 34 minutes from Manhattan

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 as you enjoy some Rn’R in the Hamptons, then look no further than this Sag Harbor abode. It's perfectly located a mere walk, bike or run to Sag Harbor Village’s Main Street where you can enjoy scenic streets, great area cafes, restaurants and tons of great shopping.

Book it

VRBO

10. Hamptons Beach House, Amagansett

Most private lodging
Guests: Sleeps 7
Getting there: 2 hours and 31 minutes from Amagansett

Nestled in the famed Amagansett Dunes, this home will certainly provide the space needed for relaxed summer living. The property is fenced for total privacy and is ornamented by plants, seasonal flowers and coastal vegetation for some always-welcomed greenery and additional concealments. Spend your summer days lounging by the pool or reading a bestseller in one of the spacious, naturally lit rooms. For the days when you’re in the mood for an early morning beach run, some fresh air, or you feel like catching a gorgeous sunset, you can head down the block where there’s a private, resident's only footpath that leads to one of the East End's most spectacular white sandy ocean beaches.

Book it

VRBO

11. Luxurious Hamptons Estate, Sagaponack

Best for hosting a family reunion
Guests: Sleep 16
Getting there: 2 hours and 13 minutes from Manhattan

Thinking of hosting a family reunion? Then this nine-bedroom property with nine full baths should be a top contender. The home is outfitted with any and every amenity you can possibly need to host a large crowd. From a fully-equipped chef’s kitchen with stainless steel appliances, a marble-topped island and mahogany countertops that offer plenty of space for food preparations; to informal and formal dining areas for everyone to eat freely; as well as plenty of TV sets and a sprawling pool area, for endless entertainment.

Book it

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

11 Hamptons Summer Rentals at a Glance:

1. Water Mill Lofty Beach Barn, WATER MILL

2. Classic shingled residence, EAST HAMPTON

3. Luxury Home, MONTAUK

4. Mid-Century Modern, EAST HAMPTON

5. Stunning Hampton Holiday Home, EAST HAMPTON

6. Southampton Private Getaway, SOUTH HAMPTON

7. Bay Beach Charming Family Vacation House, SOUTH HAMPTON

8. Spacious Woodsy Getaway, East HAMPTON

9. Sag Harbor Vacation Home, Sag Harbor

10. Hamptons Beach House, Amagansett

11. Luxurious Hamptons Estate, Sagaponack

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

11 Hamptons Summer Rentals at a Glance:

1. Water Mill Lofty Beach Barn, WATER MILL

2. Classic shingled residence, EAST HAMPTON

3. Luxury Home, MONTAUK

4. Mid-Century Modern, EAST HAMPTON

5. Stunning Hampton Holiday Home, EAST HAMPTON

6. Southampton Private Getaway, SOUTH HAMPTON

7. Bay Beach Charming Family Vacation House, SOUTH HAMPTON

8. Spacious Woodsy Getaway, East HAMPTON

9. Sag Harbor Vacation Home, Sag Harbor

10. Hamptons Beach House, Amagansett

11. Luxurious Hamptons Estate, Sagaponack

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