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Four Plus Bedroom Homes for Rent in Southampton, NY Between $40,000 and $68,000

(1 - 15 of 209)
  1. 75 Spring Close, The architect designed, beautifully furnished, 4000 square foot home is sited on a private parcel equidistant to both East Hampton Village and Amagansett. This multi-level renovated barn with contemporary additions features many s...
    William R. Stoecker ·8 hours ago on RealtyWW
  2. Enjoy an authentic Southampton Village summer house experience in this 19th century barn- style home on a private 2.15 acres with water views of Lake Agawam. It has a long driveway just off First Neck Lane less than half a mile to the ocean beach....
    Maryanne Horwath ·1 day ago on RealtyWW
  3. Spend a luxurious two weeks In the heart of bustling Sag Harbor village with a property that is a testament to luxury and refinement. With 5, 500 square feet of opulence, this 6 bedroom retreat exudes grandeur at every turn. As you step through th...
    Gary Depersia ·1 day ago on RealtyWW
  4. An ideal residence for your summer needs. This sweet home with cheery living space, eat in kitchen and four bedrooms includes a junior primary on the first floor as well as spacious primary en suite on second level and two additional guest bedroom...
    Tina Chrappa ·2 days ago on RealtyWW
  5. Enjoy this stunning home on a third of an acre just outside East Hampton Village. Providing over 3, 850+/- sq. ft. of living on 3 levels, this light-filled residence boasts five en-suite bedrooms and a powder room. The first floor flows easily fro...
    Sarah B Minardi ·2 days ago on RealtyWW
  6. Situated on 2+ acres of land, surrounded by 200+ acres of reserve with miles and miles of hiking trails right out your back door. Clean and uncluttered the way a vacation home should be, this home offers a spacious second floor en-suite master wit...
    Jackie Dunphy ·2 days ago on RealtyWW
  7. This charming 4 bedroom, 2 bath home is all you need to enjoy your time in the Hamptons. Located in the private waterside community of East Hampton Landing, this home boasts an open floor plan with extensive outdoor decks and a 20'x 40' pool - all...
    Thomas E Fantini ·2 days ago on RealtyWW
  8. This premier Hamptons residence is replete with quintessential summer vignettes, and offers the pinnacle of modern luxury and bespoke finishes throughout. The property, located in the hamlet of North Haven and minutes from downtown Sag Harbor is c...
    Ann Gegelys ·2 days ago on RealtyWW
  9. Discover your perfect haven in this serene cul-de-sac just minutes away from a sandy bay beach and Sag Harbor Village. This exceptional home offers abundant space for hosting family and friends, complete with a cozy fireplace in the living area, a...
    Mala Sander ·3 days ago on RealtyWW
  10. A charming country home a stone's throw to the water for all of your boating needs. Post and beam constructed house offers plenty of space outside on the covered porches or inside for entertaining. A large gunite swimming pool surrounded by a beau...
    Theresa R. Andrew ·3 days ago on RealtyWW
  11. Private and serene 4 bedroom/2bath fully furnished, off-season rental beginning September 15-May 15th 2025. Located on a quiet block, SOH in East Quogue only 2hrs from NYC. Perfect for those looking to unwind in a tranquil setting minutes from the...
    Denise Bornschein ·3 days ago on RealtyWW
  12. Be the first to rent this charming and newly renovated Southampton Village 4 bedroom home--in Southampton Village --south of Hill Street. Located in the Rosko neighborhood between First Neck Lane and Halsey Neck Lane, enjoy quiet streets, a neighb...
    Ritchey Howe ·3 days ago on RealtyWW
  13. Experience the epitome of a quintessential Hamptons summer. Positioned perfectly in the coveted stretch between Sag Harbor Village and East Hampton Village, this exquisite 4-bedroom rental home offers unparalleled proximity to the finest shopping,...
    Brendan Connolly ·4 days ago on RealtyWW
  14. Welcome to your luxurious summer retreat in Southampton, where timeless elegance meets modern comfort! Nestled between the serene waters of Shinnecock Bay and Peconic Bay, this exquisite rental property offers a unique blend of tranquility and sop...
    Robert Canberg ·4 days ago on RealtyWW
  15. South of the highway, down the street from the Sagaponack School, sited on shy two acres, is this spacious renovated barn. Most of the windows and doors in all rooms face East and South offering beautiful light. There are five bedrooms in the main...
    Jane Gill ·4 days ago on RealtyWW
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