Cobb Road Cottage
$23,000Memorial Day to Labor Day
$18,000July 1st thru Labor Day
Southampton Village Traditional
$22,500Short term
Sag Harbor Lovely Farmhouse
$45,000July 1st thru Labor Day 2026
$30,000August 1st to Labor Day 2026
$22,000July 1-31st 2026
Enjoy a Stylish Hamptons Summer Escape!
$45,000Memorial Day to Labor Day
$10,000June 1-30th
$21,000July 1-31st
$21,000August 1-31st
$38,000July 1st thru Labor Day
Chic Southampton Summer Retreat
$105,000Memorial Day to Labor Day
$20,000June 1-30th
$40,000July 1-31st
$60,000June-July
Sunny 4 Bedroom in Sag Harbor Village!
$20,000June 1-30th
$25,000July 1-31st
$31,000August 1st to Labor Day
$16,000September 1-30th
$11,000October 1-31st
$7,000November 1-30th
$5,000December 1-31st
$3,500January 1-31st
Southampton Village Cottage
$20,000August 1st to Labor Day
South of Highway 3.4 Acre Home
$20,000September 1-30th
Special 5 Bedroom Home in Water Mill
$10,000September 1-30th
$19,000July 1-31st
$41,000July 1st thru Labor Day
$25,000August 1st to Labor Day
Southampton Beauty!
$225,000Year round
Southampton Light and Convenient Condo
$18,000July 1-31st
$45,000July 1st thru Labor Day
$25,000August 1st to Labor Day
Lovely Southampton Condo
$35,000July 1st thru Labor Day
$17,000July 1-31st
$20,000August 1st to Labor Day
$60,000Year round
$25,000June-July
Renovated Cottage in Shinnecock Hills!
$15,000July 1-31st
$8,500September 1-30th
$9,000June 1-30th
$15,500August 1-31st
Stunning Southampton Waterfront Getaway with Panoramic Views!
$83,000Memorial Day to Labor Day
$15,000June 1-30th
$100,000Year round
$10,000September 1-30th
$8,000October 1-31st
$8,000November 1-30th
$8,000December 1-31st
Charming Cottage close to Big Fresh Pond and Great Peconic Bay!!
$15,000July 1-31st
$20,000August 1st to Labor Day
$33,000July 1st thru Labor Day
Southampton Beach Cottage - Available June thru Labor Day
$39,000July 1st thru Labor Day
$19,999July 1-31st
$24,999August 1st to Labor Day
$55,000Memorial Day to Labor Day
$14,999June 1-30th
Shinnecock Bay Views
$13,500September 1-30th
Sagaponack Tradional
$12,500October 1-31st
$12,500November 1-30th
$15,000September 1-30th
$13,000December 1-31st
Sag Harbor Village
$7,500April 1-30th 2026
$30,000August 1st to Labor Day 2026
$7,500January 1-31st 2026
$50,000July 1st thru Labor Day 2026
$25,000July 1-31st 2026
$12,500June 1-30th 2026
$7,500March 1-31st 2026
$7,500May 1-31st 2026
$7,500November 1-30th 2026
$7,500October 1-31st 2026
$8,000September 1-30th 2026
$22,000Winter 2026
Members only Southampton Shores Beach, Marina and Tennis
$150,000Year round
Southampton Village Traditional Apartment
$12,000July 1-31st
$54,000Year round
Penn Cottage
$12,000June 1-30th
Bayfront Sag Harbor Traditional
$11,000Short term
Sprawling Five Bedroom Water Mill Home
$110,000Year round
West Hampton Beach House for Rent
$15,000September 1-30th
$8,000Standard monthly rent
Sag Harbor Beach Cottage
$7,000October 1-31st 2026
Sag Harbor Village Colonial
$78,000Year round
Charming Cottage in Hampton Bays
Bridgehampton South Winter Rental
$5,000April 1-30th
$5,000January 1-31st
$5,000March 1-31st
$5,000May 1-31st
$5,000November 1-30th
Sagaponack Beautiful Contemporary Home
$85,000August 1st to Labor Day 2026
$155,000July 1st thru Labor Day 2026
$75,000July 1-31st 2026
VILLA LA ROMANO Bocci, Tennis, Pool, And.... Fabulous
$150,000August 1-31st 2026
$300,000July 1st thru Labor Day 2026
$150,000July 1-31st 2026
PARADISE IN REMSENBURG
$85,000Memorial Day to Labor Day 2026
Post Modern Luxury
$165,000Memorial Day to Labor Day 2026
Southampton 4 Bedrom With Pool, Amazing Location.
$35,000August 1st to Labor Day
$60,000July 1st thru Labor Day
$30,000July 1-31st
$40,000June-July
$65,000Memorial Day to Labor Day
Mecox Bay Cottage
$90,000August 1-31st 2026
$90,000July 1-31st 2026
$47,000June 1-30th 2026
$45,000May 1-31st 2026
$7,500November 1-30th 2026
$10,500October 1-31st 2026
$45,000September 1-30th 2026
All Hamptons has to offer. Paradise on Earth.
$30,000April through May 2026
$15,000April 1-30th 2026
$70,000August 1st to Labor Day 2026
$65,000August 1-31st 2026
$10,000January 1-31st 2026
$125,000July 1st thru Labor Day 2026
$65,000July 1-31st 2026
$50,000June 1-30th 2026
$10,000March 1-31st 2026
$20,000May 1-31st 2026
$150,000Memorial Day to Labor Day 2026
$25,000Winter 2026
$300,000Year round 2026
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