5-Bedroom Rentals in Westchester County, NY

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  $35,000 per month

  • 6 Beds
  • 7.5 Baths
  • 8,850 Sq Ft
  • House for Rent

  230 Stuyvesant Ave, Rye, NY 10580

  Historic Center Hall colonial with 6 bedrooms, 7 full baths and 1 powder room on 1.94 acres overlooking Milton Harbor, Long Island Sound and the Manhattan skyline with sweeping water views from almost every room. This wonderful home offers a large dock, gazebo seating area and a fabulous outdoor living and entertaining area with a fireplace, pergola and a heated infinity pool.

  Peggy Shepard Julia B Fee Sothebys Int. Rlty

  230 Stuyvesant Ave, Rye, NY 10580
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  $9,499 per month

  • 5 Beds
  • 5.5 Baths
  • 4,407 Sq Ft
  • House for Rent

  29 Eastview Dr, Valhalla, NY 10595

  Welcome to 29 Eastview Road, a spacious and beautifully maintained 5-bedroom, 6-bathroom home nestled in the highly sought-after Stonegate community of Valhalla. Located on a quiet cul-de-sac, this home offers exceptional space both inside and out. Step inside to find a generously sized living room, a formal dining room perfect for gatherings, and a large kitchen with an island and eat-in layout

  Jason Schmeltzer Coldwell Banker Realty

  29 Eastview Dr, Valhalla, NY 10595
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  $15,000 per month

  • 5 Beds
  • 4.5 Baths
  • 3,600 Sq Ft
  • Townhouse for Rent

  75 Orchard Ave Unit A, Rye, NY 10580

  Be the first to call this beautifully built 2025, 5-bedroom, 4.5-bathroom home your own—ideally situated in the heart of Rye City! Thoughtfully designed with high-end finishes and a flexible floor plan, this newly constructed residence is ideal for today’s lifestyle. The sun-drenched first floor features an open-concept kitchen, dining, and living space—perfect for entertaining or casual family

  Jennifer Holmes Julia B Fee Sothebys Int. Rlty

  75 Orchard Ave Unit A, Rye, NY 10580
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  $15,000 per month

  • 5 Beds
  • 5.5 Baths
  • 3,575 Sq Ft
  • House for Rent

  2 Hudson St, Hastings On Hudson, NY 10706

  Experience elevated living in this exquisitely reimagined residence in the charming Rivertown of Hastings-on-Hudson. Originally built in 1953 and fully re-constructed in 2011, this custom contemporary home now offers 5 bedrooms, 6 bathrooms (5 full, 1 half), and approximately 3,575 square feet of beautifully appointed living space, plus an additional 1,572 square feet in the finished walk-out

  Zoya Litinetskaya Compass Greater NY, LLC

  2 Hudson St, Hastings On Hudson, NY 10706
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  $7,500 per month

  • 7 Beds
  • 3.5 Baths
  • 4,229 Sq Ft
  • House for Rent

  15 Inningwood Rd, Ossining, NY 10562

  Country living just 45 minutes from NYC! Nestled on a picturesque 5+ acre estate, 15 Inningwood Road is the one-of-a-kind Maplehurst Farm that seamlessly blends peaceful living with equestrian amenities. This stunning property offers a custom-built 50'x20' heated in-ground pool, a well-appointed horse barn with 6 stalls, 5 with their own spacious paddocks, and an impressive 80'x115' riding arena,

  Nicole Biello Compass Greater NY, LLC

  15 Inningwood Rd, Ossining, NY 10562
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  $35,000 per month

  • 5 Beds
  • 8 Baths
  • 6,156 Sq Ft
  • House for Rent

  27 S Bedford Rd, Pound Ridge, NY 10576

  Spectacular Waterfront. A breathtaking backdrop with tennis court and pool!! Stunning and Sophisticated Country House dramatically sited overlooking the clean waters of a private pond. Incredible spaces, exquisitely appointed, with wonderful light and views. Center Entrance Hall with French doors out to waterfront terrace. Dramatic Great Room with dining and reception areas. Formal Living Room

  Mary Dowdle Ginnel Real Estate

  27 S Bedford Rd, Pound Ridge, NY 10576
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  $12,000 per month

  • 5 Beds
  • 5.5 Baths
  • 5,356 Sq Ft
  • House for Rent

  105 Hardscrabble Lake Dr, Chappaqua, NY 10514

  Luxurious Estate Rental with Scenic Views & Ultimate Entertaining Space. Discover refined living in this stunning 5-bedroom, 5.5-bath Colonial home nestled on 2.2 acres on semi-private lane in the prestigious Hardscrabble Lake neighborhood. From the double Juliet staircase and soaring 2-story foyer to the chef’s dream kitchen with Viking appliances, every inch is crafted with unparalleled

  Lauren Zaccaria Houlihan Lawrence Inc.

  105 Hardscrabble Lake Dr, Chappaqua, NY 10514
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  $25,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,534 Sq Ft
  • House for Rent

  106 Old Stone Hill Rd, Pound Ridge, NY 10576

  Gracefully sited on almost 10 acres of pastoral property with pool, tennis and amazing gardens. Five bedroom home is the perfect country estate. Spectacular setting for both grand and intimate everyday living. Gorgeous views of the property and Pound Ridge Reservation.

  Mary Dowdle Ginnel Real Estate

  106 Old Stone Hill Rd, Pound Ridge, NY 10576
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  $8,500 per month

  • 5 Beds
  • 5.5 Baths
  • 4,616 Sq Ft
  • House for Rent

  675 Quaker Rd, Chappaqua, NY 10514

  Flexible Rental - Short or Long Term Options Available. Lovely 5 bed/5 bath split level home in prime Chappaqua location. Enjoy privacy on over an acre that borders the protected land of the Audubon Sanctuary. Special features include soaring vaulted ceilings, walk-in closets and ample storage in beautiful custom built-ins throughout the home, and established gardening beds. Multiple outdoor

  Margaret Harrington Douglas Elliman Real Estate

  675 Quaker Rd, Chappaqua, NY 10514
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  $6,000 per month

  • 5 Beds
  • 3 Baths
  • 1,956 Sq Ft
  • House for Rent

  2 Livingston Rd, Scarsdale, NY 10583

  Sunny & bright, this recently renovated house, located in nice & quiet Cul-De Sac, refinished hardwood flooring throughout, freshly painted interiors, formal living room, home office, huge open concept family room, east-in kitchen with skylights, glass sliding doors to enormous wrap around deck, over look at lush green fenced-in backyard, 4 bedrooms & 2 full baths on main floor, 1 bedroom/bath in

  Helen Chang Julia B Fee Sothebys Int. Rlty

  2 Livingston Rd, Scarsdale, NY 10583
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  $9,700 per month

  • 5 Beds
  • 3.5 Baths
  • 4,829 Sq Ft
  • House for Rent

  4 Sonoma Rd, Cortlandt Manor, NY 10567

  An elegantly presented Cortlandt Chase rental home with an endless list of distinctions. This spacious Madison style colonial encourages prospective tenants to envision their dream living space. The well-appointed chef's kitchen offers ample room to unleash culinary creativity, complete with a prepping island, pantry, beverage cooler and gas cooking facilities. Adjacent to the kitchen, the

  Angela Lanni Houlihan Lawrence Inc.

  4 Sonoma Rd, Cortlandt Manor, NY 10567
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  $12,500 per month

  • 5 Beds
  • 3.5 Baths
  • 2,846 Sq Ft
  • House for Rent

  192 Fox Meadow Rd, Scarsdale, NY 10583

  Fully Furnished or Unfurnished Rental in Prime Fox Meadow Location – Short or Long Term.Nestled in Scarsdale’s highly desirable Fox Meadow neighborhood, this beautifully appointed home offers the perfect blend of comfort, style, and convenience. Available furnished or unfurnished, for short-term or long-term lease.Short distance to the Metro-North train (just 30 minutes to Grand Central),

  Carol Napadensky Julia B Fee Sothebys Int. Rlty

  192 Fox Meadow Rd, Scarsdale, NY 10583

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