Dream Homes

5 Stunning Hamptons Summer Rentals Available Now

With Memorial Day Weekend just a short two weeks away, your Hamptons summer wishes may be fulfilled by one of these top rental opportunities. See five of our favorite Hamptons summer rentals below, or search for more great Hamptons rentals on Out East.

46 Robertson Drive

Here’s a wonderful family summer rental located in highly desirable North Haven, blocks from the bay beach and minutes from Sag Harbor Village. Bright and roomy, this updated splanch has 4 airy bedrooms, marble and tile baths, and a modern kitchen with stainless-steel appliances. A large, in-ground pool, bocce court and jungle gym make the backyard perfect for adults and kids alike.

Price
$60,000 (Memorial Day to Labor Day)
Area Sag Harbor
Bed
4
Bath
3
Acres
SQ. FT.
3K

Here’s a wonderful family summer rental located in highly desirable North Haven, blocks from the bay beach and minutes from Sag Harbor Village. Bright and roomy, this updated splanch has 4 airy bedrooms, marble and tile baths, and a modern kitchen with stainless-steel appliances. A large, in-ground pool, bocce court and jungle gym make the backyard perfect for adults and kids alike.

205 Windmill Lane #B

This lovely, shingled traditional is close to all things Southampton, just a quick walk from shopping and dining in the village and a short drive from the ocean beaches. For those who prefer to stay closer to home, this well-designed and beautifully furnished house has ample entertaining space, a chef’s kitchen with Wolf and Sub Zero appliances, 4 large bedrooms and a detached artist’s studio. Privacy is key: 15-foot hedges surround the landscaped backyard, which has a heated gunite pool and bluestone patio.

Price
$70,000 (Memorial Day to Labor Day)
Area Southampton
Bed
4
Bath
4
Acres
0.2
SQ. FT.
2K

This lovely, shingled traditional is close to all things Southampton, just a quick walk from shopping and dining in the village and a short drive from the ocean beaches. For those who prefer to stay closer to home, this well-designed and beautifully furnished house has ample entertaining space, a chef’s kitchen with Wolf and Sub Zero appliances, 4 large bedrooms and a detached artist’s studio. Privacy is key: 15-foot hedges surround the landscaped backyard, which has a heated gunite pool and bluestone patio.

48 Lake Drive

The steal of the week — you cannot beat the price for this adorable bungalow just one block from the private bay beach in Bay View Oaks (north of Route 27 off North Sea Road). Just right for the casual Hamptons weekender, the open living area here boasts a renovated galley kitchen, comfy seating and lots of light; the bedrooms are spacious and the baths are new. There’s great outdoor living space as well, with manicured front and back yards, decking and an outdoor shower.

Price
$30,000 (Memorial Day to Labor Day)
Area Southampton
Bed
2
Bath
2
Acres
0.3
SQ. FT.
800

The steal of the week — you cannot beat the price for this adorable bungalow just one block from the private bay beach in Bay View Oaks (north of Route 27 off North Sea Road). Just right for the casual Hamptons weekender, the open living area here boasts a renovated galley kitchen, comfy seating and lots of light; the bedrooms are spacious and the baths are new. There’s great outdoor living space as well, with manicured front and back yards, decking and an outdoor shower.

19 Prospect Blvd.

This sunny contemporary is a low-maintenance rental at a very attractive price for its location close to East Hampton Village. There’s plenty of space both inside and out: The large, open interior spills out onto beautiful outdoor decking that overlooks a mature garden, patio and pool. Lots of room for guests and family, with 4 bedrooms, a modern kitchen and serviceable baths.

Price
$45,000 (Memorial Day to Labor Day)
Area East Hampton
Bed
4
Bath
2
Acres
0.5
SQ. FT.
2.4K

This sunny contemporary is a low-maintenance rental at a very attractive price for its location close to East Hampton Village. There’s plenty of space both inside and out: The large, open interior spills out onto beautiful outdoor decking that overlooks a mature garden, patio and pool. Lots of room for guests and family, with 4 bedrooms, a modern kitchen and serviceable baths.

442 Blank Lane

Sleek and modern meet farmhouse in this first-time rental offering nestled in the idyllic estate area of Water Mill. This family home is both comfortable and stylish, with hardwood floors throughout, a renovated gourmet kitchen with large center island, a formal dining room, spacious living room and modern baths. Lush gardens offset the patio, pool, fire pit and outdoor dining area  — as well as the converted barn.

Price
$65,000 (Memorial Day to Labor Day)
Area Water Mill
Bed
3
Bath
2
Acres
0.5
SQ. FT.
1.8K

Sleek and modern meet farmhouse in this first-time rental offering nestled in the idyllic estate area of Water Mill. This family home is both comfortable and stylish, with hardwood floors throughout, a renovated gourmet kitchen with large center island, a formal dining room, spacious living room and modern baths. Lush gardens offset the patio, pool, fire pit and outdoor dining area  — as well as the converted barn.


Inspired to find your next home on the East End? Search Out East for rental and sale properties in the Hamptons and North Fork.

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