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Page 3: Four Plus Bedroom Homes for Rent in Southampton, NY Between $39,000 and $66,000

(31 - 45 of 205)
  1. 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 ·2 weeks ago on RealtyWW
  2. 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 ·2 weeks ago on RealtyWW
  3. 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 weeks ago on RealtyWW
  4. 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 weeks ago on RealtyWW
  5. 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 weeks ago on RealtyWW
  6. 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 ·2 weeks ago on RealtyWW
  7. 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 ·2 weeks ago on RealtyWW
  8. 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 ·2 weeks ago on RealtyWW
  9. 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 ·2 weeks ago on RealtyWW
  10. 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 ·2 weeks ago on RealtyWW
  11. 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 ·2 weeks ago on RealtyWW
  12. 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 ·2 weeks ago on RealtyWW
  13. The interior showcases a warm color palette with soothing hues setting the tone for a relaxing summer escape. The open floor plan includes a living room and dining room leading into the gorgeous gourmet kitchen. Fit for a true epicurean chef, it i...
    John P Vitello ·2 weeks ago on RealtyWW
  14. THINKING ABOUT NEXT SUMMER?Make your plans now. Enjoy this water front property, with its own private beach, just steps away from the Shelter Island Yacht Club, relax watching the regatta's pass by. In close proximity to all the Heights has to off...
    M. Wein Realty Inc. ·2 weeks ago on LinkuRealty
  15. Beautiful Post and Beam located in sought after Landfall Association in Northwest Woods. This impressive four bedroom three bath home has soaring ceiling that spill in warm beams of light from the expansive windows. The bedrooms are cozy and restf...
    James L Blueweiss ·2 weeks ago on RealtyWW
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