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Greenwich, CT Homes for Rent with Private Pool

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  • /58

    $21,000 per month

    • 4 Beds
    • 4.5 Baths
    • 5,320 Sq Ft
    • House for Rent

    21 Harkim Rd, Greenwich, CT 06831

    RARE with CONCIERGE SERVICES & UTILITIES INCLUDED Breathtaking 1.5 acre country oasis with heated pool and lush lawns in the exclusive Bailiwick section of Greenwich. Renovated in 2024, this 4 Bedroom, 4.1 Bath, 5300+ square foot home offers the ultimate in privacy while being just minutes to both Greenwich and NY shopping, schools, amenities, and the Bailiwick Club which boasts 7 Har-tru tennis

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    (475) 255-2025

    21 Harkim Rd, Greenwich, CT 06831
  • /27

    $38,500 per month

    • 6 Beds
    • 8 Baths
    • 7,447 Sq Ft
    • House for Rent

    79 Richmond Hill Rd, Greenwich, CT 06831

    Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

    Agent Photo

    Kevin Stone

    Sotheby's International Realty

    (203) 601-7395

    79 Richmond Hill Rd, Greenwich, CT 06831
  • /37

    $15,000 per month

    • 5 Beds
    • 5.5 Baths
    • 5,676 Sq Ft
    • House for Rent

    31 Vineyard Ln, Greenwich, CT 06831

    Immediate rental opportunity! Secluded five-bedroom Contemporary boasts recent updates with walls of windows, inviting decks overlooking Horseneck Brook, elevator, indoor pool on two lush acres. Set back off a convenient lane close to town. Features upgraded eat-in kitchen with new floors, Quartz-clad counters, appliances; freshly painted interior and new mudroom. Main floor showcases fireplaces

    Spencer Sodokoff Houlihan Lawrence

    31 Vineyard Ln, Greenwich, CT 06831
  • /28

    $13,500 per month

    • 3 Beds
    • 4 Baths
    • 4,582 Sq Ft
    • House for Rent

    10 Bowman Dr, Greenwich, CT 06831

    The property is in the coveted King Merritt neighborhood , access to Tod's Point and all its amenities, 10 minutes away from its quaint Main Street.2025 full house renovation,light and airy contemporary feel featuring 3/4 bedrooms, 2 full and 2 half Bathrooms.Vaulted ceilings, large living room, office with wood burning fireplace and Built ins, laundry, powder room.Brand new Eat in

    Maria Sobrino William Pitt Sotheby's Int'l

    10 Bowman Dr, Greenwich, CT 06831
  • /25

    $15,000 per month

    • 5 Beds
    • 4.5 Baths
    • 4,378 Sq Ft
    • House for Rent

    23 Oak St, Greenwich, CT 06831

    Newly refreshed home, close to Town. Covered indoor pool, large usable yard.Primary bedroom includes a large sitting room with a fireplace, private office and luxurious bath.

    Michele Klosson Sotheby's International Realty

    23 Oak St, Greenwich, CT 06831
  • /29

    $16,500 per month

    • 5 Beds
    • 5 Baths
    • 3,994 Sq Ft
    • House for Rent

    39 Indian Mill Rd, Cos Cob, CT 06807

    AVAILABLE IMMEDIATELY. Situated on a quiet lane in North Street School District, with a path to North Mianus Park at end of cul-de-sac. Sun-filled five-bedroom Colonial, with a heated pool, is thoughtfully designed with an open floor plan seamlessly connecting indoor and outdoor living. The main level offers a mix of formal and informal spaces, including a bright kitchen with breakfast nook,

    Ellen Mosher Houlihan Lawrence

    39 Indian Mill Rd, Cos Cob, CT 06807
  • /19

    $3,200 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    321 Riversville Rd, Greenwich, CT 06831

    This charming one-bedroom, one-bathroom cottage offers a perfect blend of comfort and convenience. Enjoy the luxury of in-house laundry with a washer and dryer included.The cottage boasts a private outdoor space, ideal for relaxing with a morning coffee. For those sunny days, take a dip in the inviting pool, a feature that truly sets this property apart. The pet-friendly policy ensures

    Jenny Allen Compass Connecticut, LLC

    321 Riversville Rd, Greenwich, CT 06831
  • /27

    $15,750 per month

    • 4 Beds
    • 4.5 Baths
    • 3,402 Sq Ft
    • House for Rent

    35 Dartmouth Rd, Cos Cob, CT 06807

    Nestled on a peaceful cul-de-sac, this chic home boasts an open-concept layout with soaring vaulted ceilings in the family room that create an inviting and spacious atmosphere. The light wood floors enhance the natural light streaming through expansive windows, adding warmth and elegance throughout. The gourmet kitchen is connected to the family, living, and dining rooms, offering a seamless flow

    Joy Kim Metalios Houlihan Lawrence

    35 Dartmouth Rd, Cos Cob, CT 06807
  • /80

    $75,000 per month

    • 6 Beds
    • 6.5 Baths
    • House for Rent

    546 Lake Ave, Greenwich, CT 06830

    'Chateau Chadeline' an architectural landmark blending classic charm and modern refinement is located in the heart of mid country on Lake Avenue. This stunning complete renovation has 6 ensuite bedrooms, 2 saunas, and is nestled in 2.83 park- like acres. An over sized pool, tennis court, 2 bedroom guest cottage complete this spectacular home boasting spa like amenities. Sited above Horseneck

    Mary Jones Sotheby's International Realty

    546 Lake Ave, Greenwich, CT 06830
  • /42

    $45,000 per month

    • 6 Beds
    • 8 Baths
    • 10,328 Sq Ft
    • House for Rent

    Unlisted Address

    Extraordinary 3-acre Greenwich mid country estate in a bucolic & private setting, situated within close proximity to downtown Greenwich. This recently renovated substantial stone Georgian Colonial blends timeless character with modern aesthetics and features gracious & luxurious living spaces, ideal for entertaining family & friends. Architectural highlights include high ceilings, oversize

    Kevin Sneddon Compass Connecticut, LLC

    Unlisted Address
  • /38

    $5,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Townhouse for Rent

    60 Greenwich Hills Dr Unit 60, Greenwich, CT 06831

    Sunny 3 bedroom 2.5 bath unit at Greenwich Hills offers fully equipped kitchen, dining area with slider to peaceful patio to enjoy the outdoors and spacious living room completes the main level. The second level offers a primary bedroom with full bath plus two additional bedrooms with marble hall bath with whirlpool tub. Lower level has spacious laundry room and family room. Furnished

    Sallie Craig BHHS New England Properties

    60 Greenwich Hills Dr Unit 60, Greenwich, CT 06831
  • /54

    $23,000 per month

    • 5 Beds
    • 5.5 Baths
    • 4,553 Sq Ft
    • House for Rent

    127 Dingletown Rd, Greenwich, CT 06830

    Mid-Country Classic Colonial nestled in a park-like setting sprawling over 2 acres located minutes to Central Greenwich. Boasting 5 en-suite bedrooms, 5.5 luxurious bathrooms, formal living room with wet bar, multiple fireplaces, Gourmet Kitchen with an oversized island, Au pair suite with a private entrance spread out over 4,500 square feet. Beautiful stone walled gardens and terraces, fire

    Daniel DiPaolo BHHS New England Properties

    127 Dingletown Rd, Greenwich, CT 06830
  • /27

    $29,500 per month

    • 4 Beds
    • 5 Baths
    • 3,842 Sq Ft
    • House for Rent

    9 Fairgreen Ln, Old Greenwich, CT 06870

    Luxury meets coastal living in this transitional-style home in the private Shorelands Association. With 4 bedrooms, 5 bathrooms, and stunning natural light throughout, this home is designed for modern family life and entertaining. Enjoy a gourmet kitchen with Wolf & Sub-Zero appliances and oversized island with seating, linear gas fireplace, elevator, hardwood floors, and marble bathroom flooring

    Milo Ceci Ceci Properties

    9 Fairgreen Ln, Old Greenwich, CT 06870
  • /29

    $18,000 per month

    • 6 Beds
    • 8 Baths
    • 5,613 Sq Ft
    • House for Rent

    4 Mountain Laurel Dr, Greenwich, CT 06831

    Stately Georgian brick on a private cul-de-sac w/2 landscaped acres, stunning pool & spa. Approach via wrought iron gates to a circular driveway. Elegant, beautifully decorated home boasts 5,613 SF (add. 1000+/- sf in finished part of garden level), high ceilings, hardwood & stone floors & 5 fireplaces. Spacious entry foyer leads to gourmet kitchen w/Sub Zero, Viking & Bosch appliances, adj.

    Barbara Wells Houlihan Lawrence

    4 Mountain Laurel Dr, Greenwich, CT 06831
  • /25

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • 5,132 Sq Ft
    • House for Rent

    21 Hycliff Rd, Greenwich, CT 06831

    Amazing summer rental with pool available for July, August and September. Serenity awaits you on coveted back-country cul-de-sac in this private, park-like setting rich with mature plantings and natural beauty. A unique, idyllic entrance leads you to the peaceful banks of the Byram River. This architecturally significant home features a dramatic expansion by mid-century modern architect Paul

    Julie Church Houlihan Lawrence

    21 Hycliff Rd, Greenwich, CT 06831
  • /27

    $14,750 per month

    • 4 Beds
    • 3.5 Baths
    • 3,010 Sq Ft
    • House for Rent

    387 Stanwich Rd, Greenwich, CT 06830

    Stunning long-term rental available furnished or unfurnished on highly sought-after Stanwich Road in prestigious Mid-Country Greenwich. Fully renovated and set on 2 parklike acres abutting 4.25 acres of conservation land for exceptional privacy. A dramatic double-height living and dining room features a wet bar, wood-burning fireplace, floor-to-ceiling glass, and sliding doors to the rear deck.

    Jennifer Leahy Compass Connecticut, LLC

    387 Stanwich Rd, Greenwich, CT 06830
  • /43

    $29,000 per month

    • 5 Beds
    • 4.5 Baths
    • 4,706 Sq Ft
    • House for Rent

    9 Cameron Dr, Greenwich, CT 06831

    Welcome to your private retreat—an idyllic country oasis set on over 4 lush acres with mature plantings, flowering trees, and serene landscape. This extraordinary property offers a unique blend of luxury, comfort, and versatility, with multiple living spaces designed for both relaxation and entertainment.The main house features a high-end kitchen that seamlessly flows into the family

    Laurie Meyer Brown Harris Stevens CT, LLC

    9 Cameron Dr, Greenwich, CT 06831
  • /60

    $39,500 per month

    • 6 Beds
    • 9 Baths
    • 8,482 Sq Ft
    • House for Rent

    59 Cat Rock Rd, Cos Cob, CT 06807

    The ideal country House for your unforgettable Summer In Greenwich. Available from June 28th - October 13th. This amazing shingle style home was custom built in 2010 and offers 8482 square feet of beautifully detailed interior spaces with high ceilings Throughout. Offering graciously scaled public rooms, a private study, gorgeous formal dining room, a gourmet kitchen with breakfast room, access

    Stephen Archino Sotheby's International Realty

    59 Cat Rock Rd, Cos Cob, CT 06807
  • /58

    $32,500 per month

    • 6 Beds
    • 4.5 Baths
    • 7,860 Sq Ft
    • House for Rent

    367 Riversville Rd, Greenwich, CT 06831

    Renovated 2025. Furnished rental with a pool and tennis court. Live the ''French'' lifestyle right here in Greenwich, CT. This 7,860sf Chateau has 6 bedrooms, 4.1 baths, formal and informal entertaining spaces, a playroom/media room for the kids as well a home gym. The backyard is the perfect playground, complete with a large terrace overlooking the heated pool, the sloping lawn and a tennis

    Beau Chmiel Sotheby's International Realty

    367 Riversville Rd, Greenwich, CT 06831
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