111

5-Bedroom Rentals in Fairfield County, CT

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  • 465 Edward St, Fairfield, CT 06824
    465 Edward St, Fairfield, CT 06824
    465 Edward St, Fairfield, CT 06824
    /38

    $11,500 per month

    • 5 Beds
    • 4 Baths
    • 2,547 Sq Ft
    • Townhouse for Rent

    465 Edward St, Fairfield, CT 06824

    FURNISHED ACADEMIC YEAR 2028-2029 AVAILABLE, inquire for pricing. HOME IS FURNISHED. ALSO AVAILABLE FOR SUMMER, furnished rental, entire home or one side. This is a side-by-side duplex with 4/5 beds in 465L & 5 beds in 467R. See floorplan attached. Great opportunity to be in the heart of it all and enjoy all that Fairfield has to offer...beaches, restaurants, shopping, schools, walking paths and

    Jessica Walsh William Raveis Real Estate

    465 Edward St, Fairfield, CT 06824
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /13

    $11,500 per month

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

    Unlisted Address

    Nestled in Rowayton, this meticulously renovated Coastal Cottage boasts five bedrooms and four and a half bathrooms, including two primary bedrooms with en suite bathrooms. The open floor plan centers around the chef's kitchen, with ample gathering spaces around fireplaces. In summer, relax in the private backyard with outdoor dining and living areas around an outdoor fireplace. Perfect for

    Missy Dye William Raveis Real Estate

    Unlisted Address
  • 59 Cat Rock Rd, Cos Cob, CT 06807
    59 Cat Rock Rd, Cos Cob, CT 06807
    59 Cat Rock Rd, Cos Cob, CT 06807
    /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
  • 35 Park Ave, Old Greenwich, CT 06870
    35 Park Ave, Old Greenwich, CT 06870
    35 Park Ave, Old Greenwich, CT 06870
    /24

    $19,500 per month

    • 6 Beds
    • 3.5 Baths
    • 3,074 Sq Ft
    • House for Rent

    35 Park Ave, Old Greenwich, CT 06870

    True privacy and beauty,. This home boasts magical landscape mature plantings that has been artfully designed on nearly half an acre in the heart of Old Greenwich, close to town center, schools, train, parks, and beaches. Inside, the home epitomizes understated luxury, featuring gorgeous natural light, oak floors, and large windows showcasing the remarkable setting. Highlights include an elegant

    Steven Magnuson Douglas Elliman of Connecticut

    35 Park Ave, Old Greenwich, CT 06870
  • 101 Roseville Rd, Westport, CT 06880
    101 Roseville Rd, Westport, CT 06880
    101 Roseville Rd, Westport, CT 06880
    /40

    $25,000 per month

    • 7 Beds
    • 8 Baths
    • 8,365 Sq Ft
    • House for Rent

    101 Roseville Rd, Westport, CT 06880

    LONG-TERM LEASE ONLY. Preferably two years. Available as of August 1st. Furnished or unfurnished. Nestled behind privacy gates in the heart of Westport's coveted Long Lots neighborhood, 101 Roseville Road presents a grand center hall Colonial that seamlessly blends timeless elegance with modern luxury. Built in 2007, this stately residence spans 5,955 square feet across four finished levels,

    Teoman Turut Keller Williams Realty

    101 Roseville Rd, Westport, CT 06880
  • 47 Winthrop Dr, Riverside, CT 06878
    47 Winthrop Dr, Riverside, CT 06878
    47 Winthrop Dr, Riverside, CT 06878
    /32

    $18,000 per month

    • 5 Beds
    • 5.5 Baths
    • 4,000 Sq Ft
    • House for Rent

    47 Winthrop Dr, Riverside, CT 06878

    Five en-suite bedroom home on a sought-after Riverside cul-de-sac with easy access to train, schools, library, village. Sited on the best lot on this street and built with quality craftsmanship/materials, the sun pours through large windows showcasing the professionally designed and landscaped garden. The 0.40 acre parcels offers unique/secluded privacy for outdoor entertaining.

    Charles Magyar William Raveis Real Estate

    47 Winthrop Dr, Riverside, CT 06878
  • 66 Compo Mill Cove, Westport, CT 06880
    66 Compo Mill Cove, Westport, CT 06880
    66 Compo Mill Cove, Westport, CT 06880
    /34

    $50,000 per month

    • 5 Beds
    • 5.5 Baths
    • 3,770 Sq Ft
    • House for Rent

    66 Compo Mill Cove, Westport, CT 06880

    Escape to a private island retreat that you didnt now existed in Westport, where luxury meets coastal charm. This newly renovated, designer-furnished home spans over 4,000 sq. ft. and sits directly on the beach in Compo Mill Cove.With four/five beautifully appointed bedrooms, a bonus bedroom/au pair suite, 5.1 bathrooms, and a dedicated office or artist's space, this home offers both comfort and

    Steven Magnuson Douglas Elliman of Connecticut

    66 Compo Mill Cove, Westport, CT 06880
  • 1987 Fairfield Beach Rd, Fairfield, CT 06824
    1987 Fairfield Beach Rd, Fairfield, CT 06824
    1987 Fairfield Beach Rd, Fairfield, CT 06824
    /40

    $20,000 per month

    • 6 Beds
    • 3 Baths
    • 2,725 Sq Ft
    • House for Rent

    1987 Fairfield Beach Rd, Fairfield, CT 06824

    AVAILABLE JUNE 1, 2025. RENOVATED and ELEGANT Single home peacefully settled in a very private ,tranquil and family section of the Penfield Beach. This home features 6 bedrooms, an office, a playroom, 3 renovated full baths, security system, new central air, new appliances , new washer-dryer and renovated kitchen.The yard is fully fenced for extra privacy and offers a fantastic setting for

    Helene Salerno Preoh, LLC

    1987 Fairfield Beach Rd, Fairfield, CT 06824
  • 503 Reef Rd, Fairfield, CT 06824
    503 Reef Rd, Fairfield, CT 06824
    503 Reef Rd, Fairfield, CT 06824
    /39

    $15,000 per month

    • 5 Beds
    • 2.5 Baths
    • 2,640 Sq Ft
    • House for Rent

    503 Reef Rd, Fairfield, CT 06824

    FURNISHED SUMMER RENTAL.Renovated 5 Bedrooms, 2 full baths Home on a Private Large 0.31 acre walking distance between the Beach and the Town. This home features a large family room, a separate dining room and Renovated Kitchen. Hardwood floors throughout. Pets welcome. Want to Enjoy the Beach LifeStyle and walk or Bike to the New and Renovated Theater and Farm to Table Restaurants: Look no

    Helene Salerno Preoh, LLC

    503 Reef Rd, Fairfield, CT 06824
  • 13 Lockwood Ave, Old Greenwich, CT 06870
    13 Lockwood Ave, Old Greenwich, CT 06870
    13 Lockwood Ave, Old Greenwich, CT 06870
    /49

    $20,000 per month

    • 6 Beds
    • 3.5 Baths
    • 3,275 Sq Ft
    • House for Rent

    13 Lockwood Ave, Old Greenwich, CT 06870

    SUMMER OR SHORT TERM FURNISHED RENTALLocated south of the village in Old Greenwich, a charming furnished 6 bedroom, 3 full bath Colonial with private, oversized backyard and large flagstone patio with lovely lush gardens for outdoor living. Bright, open floor plan with plenty of space. And a bonus Studio apartment over the Garage! The Studio has a Kitchen and full bath. Close to town, library,

    Sheila Goggin BHHS New England Properties

    13 Lockwood Ave, Old Greenwich, CT 06870
  • 20 Joann Cir, Westport, CT 06880
    20 Joann Cir, Westport, CT 06880
    20 Joann Cir, Westport, CT 06880
    /34

    $13,000 per month

    • 5 Beds
    • 4 Baths
    • 3,392 Sq Ft
    • House for Rent

    20 Joann Cir, Westport, CT 06880

    Located on a quiet neighborhood street, this 5-bedroom home spans a full acre, offering a tranquil setting for your summer retreat. It's ideally positioned near all town amenities, perfect for enjoying Westport's lively summer scene. The home welcomes you with a spacious living room, large windows highlighting scenic views, and a dining area leading to a sunlit deck-great for relaxing summer

    Maya Wertheim Coldwell Banker Realty

    20 Joann Cir, Westport, CT 06880
  • 6 Irene Ln, Sherman, CT 06784
    6 Irene Ln, Sherman, CT 06784
    6 Irene Ln, Sherman, CT 06784
    /37

    $6,500 per month

    • 5 Beds
    • 6 Baths
    • 4,022 Sq Ft
    • House for Rent

    6 Irene Ln, Sherman, CT 06784

    Private Home with Beautiful Pool and Plenty of Space In & Out! Enjoy Peace and Tranquility on 4+ Private Acres Bordering Land Trust at end of Long Level Driveway. Great for Entertaining! Colonial with Contemporary Flair Boasts Designer Chef's Kitchen, 2 Story Foyer, Main Level Office with French doors, 2 Story Great Room with Arched Picture Windows to bring in Wonderful Sunsets. This Amazing 5

    Joseph Perun Perun Properties

    6 Irene Ln, Sherman, CT 06784
  • 128 Mansfield Ave, Darien, CT 06820
    128 Mansfield Ave, Darien, CT 06820
    128 Mansfield Ave, Darien, CT 06820
    /17

    $25,000 per month

    • 5 Beds
    • 8 Baths
    • 5,028 Sq Ft
    • House for Rent

    128 Mansfield Ave, Darien, CT 06820

    Looking to get away this summer? Explore all that Darien has to offer in this gracious colonial located one mile from town and the highly anticipated Corbin District project featuring new shops and restaurants. Set within a beautiful waterfront community with two area beaches life in this home will be a welcome respite! Beautiful new gourmet kitchen with breakfast room adjacent to family room,

    Amy Barsanti William Pitt Sotheby's Int'l

    128 Mansfield Ave, Darien, CT 06820
  • 237 Park St Unit 2nd Floor, Bridgeport, CT 06608
    237 Park St Unit 2nd Floor, Bridgeport, CT 06608
    237 Park St Unit 2nd Floor, Bridgeport, CT 06608
    /5

    $2,500 per month

    • 5 Beds
    • 1 Bath
    • 5,994 Sq Ft
    • Apartment for Rent

    237 Park St Unit 2nd Floor, Bridgeport, CT 06608

    Spacious two-level, 5 bedroom apartment with large kitchen. Schedule a viewing today!

    Thomas Chanaca Chanaca Real Estate

    237 Park St Unit 2nd Floor, Bridgeport, CT 06608
  • 145 Rooster River Blvd, Bridgeport, CT 06606
    145 Rooster River Blvd, Bridgeport, CT 06606
    145 Rooster River Blvd, Bridgeport, CT 06606
    /31

    $3,500 per month

    • 5 Beds
    • 2 Baths
    • 1,452 Sq Ft
    • House for Rent

    145 Rooster River Blvd, Bridgeport, CT 06606

    Available for immediate occupancy. In the heart of North End, on a quiet thru-way off Madison Ave, overlooking Horse Tavern Brook, less than 5 min from the main Sacred Heart campus. 4 Bedroom House with extra room for additional accommodation. With a NEW kitchen, lighting, and a finished lower level. Hardwood & Vinyl throughout the house and bedrooms. Tile floors kitchen and bathrooms.

    Konstantinos Milas Milas Realty Advisors

    145 Rooster River Blvd, Bridgeport, CT 06606
  • 1400 Stratford Ave Unit 2, Bridgeport, CT 06607
    1400 Stratford Ave Unit 2, Bridgeport, CT 06607
    1400 Stratford Ave Unit 2, Bridgeport, CT 06607
    /6

    $2,800 per month

    • 5 Beds
    • 2 Baths
    • 2,764 Sq Ft
    • Apartment for Rent

    1400 Stratford Ave Unit 2, Bridgeport, CT 06607

    Bright, clean, 5 bedroom 2 bathroom apartment.

    Lisa Nussbaum Top Tier Realty Group, LLC

    1400 Stratford Ave Unit 2, Bridgeport, CT 06607
  • 83-87 Madison Ave, Bridgeport, CT 06604
    83-87 Madison Ave, Bridgeport, CT 06604
    83-87 Madison Ave, Bridgeport, CT 06604
    /8

    $1,950 per month

    • 8 Beds
    • 4 Baths
    • 5,259 Sq Ft
    • House for Rent

    83-87 Madison Ave, Bridgeport, CT 06604

    Renting only the Unit 85A Madison Ave . There is a renovated and spacious apartment of Four bedrooms located in the second floor is light and bright. The kitchen has new cabinets and counters and a new range hood. Close to I-95, Metro North, Ferry, Bus Line, theatre, Hartford Health arena, shopping center, Commuter Bus, Medical Facilities, Private Schools, Public Transportation and Walk to Bus

    Rina Santamaria Smart Realty Services Corp

    83-87 Madison Ave, Bridgeport, CT 06604
  • 91 Lake Dr N, New Fairfield, CT 06812
    91 Lake Dr N, New Fairfield, CT 06812
    91 Lake Dr N, New Fairfield, CT 06812
    /5

    $30,000 per month

    • 5 Beds
    • 3.5 Baths
    • 4,250 Sq Ft
    • House for Rent

    91 Lake Dr N, New Fairfield, CT 06812

    Available August for $30K. Inquire for additional availability and pricing. Enjoy your time at one of Candlewood's most luxurious waterfront homes. Located at the end of a cul-de-sac in a gated community, this Candlewood Isle home is something out of a fairy tale. Constructed with logs imported from France, numbered and reassembled on the perfect lot, where the home boasts commanding views across

    Kevin Donovan Compass Connecticut, LLC

    91 Lake Dr N, New Fairfield, CT 06812
  • 939 Black Rock Turnpike, Easton, CT 06612
    939 Black Rock Turnpike, Easton, CT 06612
    939 Black Rock Turnpike, Easton, CT 06612
    /25

    $24,000 per month

    • 5 Beds
    • 5.5 Baths
    • 6,238 Sq Ft
    • House for Rent

    939 Black Rock Turnpike, Easton, CT 06612

    This 1700's estate is a perfect summer retreat. It's situated on 3+ acres on the Connecticut Golf Club & serves as a serene and secluded escape from the city. If you are looking for some space to spread out and relax, this 6000+ sq foot home has a little something for everyone. All 5 bedrooms are located upstairs (queen or king beds) with multiple living areas downstairs for reading, working or

    Mary Kate Klemish-Boehm Brown Harris Stevens

    939 Black Rock Turnpike, Easton, CT 06612
  • 533 E Main St, Bridgeport, CT 06608
    533 E Main St, Bridgeport, CT 06608
    533 E Main St, Bridgeport, CT 06608
    /12

    $2,875 per month

    • 5 Beds
    • 1 Bath
    • 5,510 Sq Ft
    • Apartment for Rent

    533 E Main St, Bridgeport, CT 06608

    Modern, beautiful 5 bedroom apartment available remodeled with w/d hookups

    Lisa Nussbaum Top Tier Realty Group, LLC

    533 E Main St, Bridgeport, CT 06608
  • 367 Riversville Rd, Greenwich, CT 06831
    367 Riversville Rd, Greenwich, CT 06831
    367 Riversville Rd, Greenwich, CT 06831
    /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
  • 22 Tomac Ave, Old Greenwich, CT 06870
    22 Tomac Ave, Old Greenwich, CT 06870
    22 Tomac Ave, Old Greenwich, CT 06870
    /17

    $20,000 per month

    • 5 Beds
    • 3 Baths
    • 3,517 Sq Ft
    • House for Rent

    22 Tomac Ave, Old Greenwich, CT 06870

    End of summer into Fall furnished rental at $5,000 pre WEEK. Convenient location for easy access to Old Greenwich south of the village w/sidewalks to town, school & train. This spacious Shore Colonial is warm & welcoming with 5 bedrooms and 3 full baths. Easy access to nearby Tomac Cove for fishing. The home has a large LL game room for hours of fun, opens to yard. Living room has a

    Jackie Hammock Coldwell Banker Realty

    22 Tomac Ave, Old Greenwich, CT 06870
  • 29 Tito Ln, Wilton, CT 06897
    29 Tito Ln, Wilton, CT 06897
    29 Tito Ln, Wilton, CT 06897
    /40

    $9,750 per month

    • 5 Beds
    • 4.5 Baths
    • 3,423 Sq Ft
    • House for Rent

    29 Tito Ln, Wilton, CT 06897

    Welcome to the former residence of Ace Frehley of the iconic band KISS. Cross through iron gates, over a stone bridge and up a circular driveway with garden pond and waterfall and arrive at this 6400 sf 5 bedroom 6 1/2 Bathroom home. Situated across from a 70 acre private farm w/ accessible hiking trails, makes this a perfect escape. Akin to something out of a magazine, this breathtaking home has

    Evan Sheftel Millstone Real Estate Corp

    29 Tito Ln, Wilton, CT 06897
  • 26 Pequot Ln, New Canaan, CT 06840
    26 Pequot Ln, New Canaan, CT 06840
    26 Pequot Ln, New Canaan, CT 06840
    /40

    $28,500 per month

    • 6 Beds
    • 7.5 Baths
    • 12,385 Sq Ft
    • House for Rent

    26 Pequot Ln, New Canaan, CT 06840

    THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, ELEVATOR ON ALL 3 FLOORS, SPORTS & TENNIS COURT, MEDIA ROOM, HIS & HER BATHS WITH SEVERAL ADDITIONAL PRACTICAL AND FUN AMENITIES LIKE A CUSTOM BUILT BAR, TWO STEAM SHOWERS, UPSTAIRS AND DOWNSTAIRS LAUNDRY ROOMS, AN EXERCISE ROOM WITH EQUIPMENT, POOL TABLE,

    Susan Morelli Coldwell Banker Realty

    26 Pequot Ln, New Canaan, CT 06840
  • 320 Norland Ave, Bridgeport, CT 06606
    320 Norland Ave, Bridgeport, CT 06606
    /2

    $3,800 per month

    • 6 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • House for Rent

    320 Norland Ave, Bridgeport, CT 06606

    Fully Renovated 6-Bedroom Home Near Sacred Heart - Ideal for Student Housing! Welcome to 320 Norland Avenue in Bridgeport, CT - a beautifully renovated single-family home offering space, style, and convenience. This expansive residence features 6 spacious bedrooms and 3 full bathrooms, making it a perfect fit for students or anyone seeking room to spread out. Enjoy a modern, updated kitchen

    Sherina Baker SB Realty Group, LLC

    320 Norland Ave, Bridgeport, CT 06606
  • 748 Maplewood Ave Unit 750, Bridgeport, CT 06605
    748 Maplewood Ave Unit 750, Bridgeport, CT 06605
    /2

    $3,350 per month

    • 5 Beds
    • 2 Baths
    • 4,081 Sq Ft
    • House for Rent

    748 Maplewood Ave Unit 750, Bridgeport, CT 06605

    This stunning apartment features five spacious bedrooms and twobathrooms. It includes washer and dryer hookups, ample parking, and has been recently remodeled with the addition of brand-new appliances.

    Lisa Nussbaum Top Tier Realty Group, LLC

    748 Maplewood Ave Unit 750, Bridgeport, CT 06605
  • 155 Brooklawn Ave, Bridgeport, CT 06604
    155 Brooklawn Ave, Bridgeport, CT 06604
    /2

    $6,500 per month

    • 7 Beds
    • 4.5 Baths
    • 4,669 Sq Ft
    • House for Rent

    155 Brooklawn Ave, Bridgeport, CT 06604

    Magnificent and sophisticated, this stunning 4669 square foot residence is nestled in the prestigious Brooklawn neighborhood featuring seven bedrooms and four and a half bathrooms. This exception home was previous used as a sober home.

    Luisa Dias RE/MAX Right Choice

    155 Brooklawn Ave, Bridgeport, CT 06604
  • 1410 E Main St, Bridgeport, CT 06608
    1410 E Main St, Bridgeport, CT 06608
    /2

    $3,350 per month

    • 5 Beds
    • 2 Baths
    • 5,830 Sq Ft
    • Apartment for Rent

    1410 E Main St, Bridgeport, CT 06608

    Bright, clean, 5 bed , 2 full bath, features 1 bonus office / small room , New floors, freshly Painted, Eat in kitchen, Stainless appliances , Front balcony Fenced yard , Close to transportation

    Lisa Nussbaum Top Tier Realty Group, LLC

    1410 E Main St, Bridgeport, CT 06608

Showing Results 81 - 111, Page 3 of 3

Connecticut Fairfield County

5-Bedroom Rentals in Fairfield County, CT

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