105

5-Bedroom Rentals in Fairfield County, CT

Section Image
  • /20

    $7,250 per month

    • 5 Beds
    • 2 Baths
    • 2,022 Sq Ft
    • House for Rent

    233 Hoyt St, Darien, CT 06820

    Property Id: 1764120Settle in before school starts! This 5 BR 2 BA single family home with a fenced yard and pet-friendly policy, won't last long at $7250/mo.Divided neatly into two floors: Downstairs is the primary bedroom, full bath, additional bedroom (currently used as an office) dining room, and eat-in kitchen. Upstairs is eat-in kitchenette (great for entertaining) with a

    233 Hoyt St, Darien, CT 06820
  • /7

    $1,950 per month

    • 6 Beds
    • 3 Baths
    • 3,374 Sq Ft
    • House for Rent

    225 Orchard St Unit 227, Bridgeport, CT 06608

    Welcome to this very nice 2 bedroom apartment located in the heart of Bridgeport, spacious bedrooms, hardwood floors, flooded with natural light. Schedule your showing, won't last.

    Tanya Silva YellowBrick Real Estate LLC

    225 Orchard St Unit 227, Bridgeport, CT 06608
  • /22

    $4,300 per month

    • 5 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • House for Rent

    129 Ashton St, Bridgeport, CT 06606

    Amazing 5 bedroom, 2 bathroom house in Bridgeport's North End. Walking distance to Sacred Heart University. Amenities included: central heat, deck, dishwasher, hardwood floors, washer dryer, and yard. No Utilities included. Is not pet friendly. Date Available: Jun 1st 2021. $4,300 month rent. $8,600 security deposit required. Please contact to learn more.

    129 Ashton St, Bridgeport, CT 06606
  • /16

    $4,000 per month

    • 5 Beds
    • 1 Bath
    • 1,539 Sq Ft
    • House for Rent

    37 Tarinelli Cir, Bridgeport, CT 06606

    Spacious 5-bedroom ranch located on a quiet, desirable street just steps from Sacred Heart University! This home features a bright dining room, central air, in-unit laundry, a cozy front porch, and a private patio-perfect for relaxing or entertaining. With parking for 6+ cars, it's ideal for roommates, or an extended family looking for comfort and space. Convenient location, great layout, and

    Emiliano Navarro Keller Williams Realty

    37 Tarinelli Cir, Bridgeport, CT 06606
  • /15

    $4,000 per month

    • 5 Beds
    • 2 Baths
    • 1,890 Sq Ft
    • House for Rent

    450 Thorme St, Bridgeport, CT 06606

    Amazing 5 bedroom, 2 bathroom house in Bridgeport's North End. Walking distance to Sacred Heart University. Amenities included: central heat, deck, dishwasher, hardwood floors, washer dryer, and yard. No Utilities included. Is not pet friendly. Date Available: Jun 1st 2021. $4,000 month rent. $8,000 security deposit required. Please contact to learn more.

    450 Thorme St, Bridgeport, CT 06606
  • /38

    $14,990 per month

    • 6 Beds
    • 5.5 Baths
    • 4,748 Sq Ft
    • House for Rent

    91 Noroton Ave, Darien, CT 06820

    This wonderful bright turn-key modern colonial has 4600+ square feet with 9 feet ceilings and open floor plan. Spacious kitchen offers 5/4" thick maple custom cabinets, wine bar and sink and high-end quartz countertops. All hardwood floors through out from main floor to attic. There are 2 large rooms with beautiful tile in finished basement and a full bath perfect for office, gym, recreation room

    Gloria Shao Keller Williams Prestige Prop.

    91 Noroton Ave, Darien, CT 06820
  • /24

    $2,350 per month

    • 5 Beds
    • 1 Bath
    • 1,800 Sq Ft
    • Condo for Rent

    1520 Pembroke St Unit 1L, Bridgeport, CT 06608

    1520 Pembroke St Unit 1L, Bridgeport, CT 06608
  • /40

    $25,000 per month

    • 5 Beds
    • 9 Baths
    • 11,450 Sq Ft
    • House for Rent

    64 Old Redding Rd, Weston, CT 06883

    Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

    Anissa Paolillo Redfin Corporation

    64 Old Redding Rd, Weston, CT 06883
  • /71

    $35,000 per month

    • 5 Beds
    • 6 Baths
    • 4,945 Sq Ft
    • House for Rent

    1007 King St, Greenwich, CT 06831

    Enjoy summertime in the country: Sunny antique farmhouse on 1.56 private acres with a wonderful balance of spacious indoor & outdoor areas for relaxing and entertaining. Oversized pool, gas grill, cabana with full bath and spectacular flower gardens. Ample yard space for the children to play, with all of the amenities of being near downtown Greenwich. Original details include wide plank hewn

    Debbie McGarrity BHHS New England Properties

    1007 King St, Greenwich, CT 06831
  • /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. HOME IS FURNISHED. Also available for a summer, furnished rental, entire home or one side - inquire for pricing. 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

    Jessica Walsh William Raveis Real Estate

    465 Edward St, Fairfield, CT 06824
  • /2

    $13,000 per month

    • 5 Beds
    • 6 Baths
    • 4,236 Sq Ft
    • House for Rent

    14 Circle Rd, Darien, CT 06820

    Perfect Summer Rental- renovated open kitchen with high end appliances and cozy sitting area with fireplace, formal dining room, oversized elegant living room with screened porch. The large family room opens on o beautiful private pool. The house has 5 bedrooms, and 4 full baths and two half baths. This is the prefect place to spend the summer. Tenant pays credit check and security deposit.

    Sharon Rodda Houlihan Lawrence

    14 Circle Rd, Darien, CT 06820
  • /27

    $20,000 per month

    • 6 Beds
    • 7 Baths
    • 7,050 Sq Ft
    • House for Rent

    398 Greens Farms Rd, Westport, CT 06880

    Welcome to an exquisite rental located at 398 Greens Farms Road in the prestigious town of Westport, CT. This elegant residence offers a seamless blend of sophistication and comfort, promising an unparalleled living experience. Spanning over 7000 square feet, this home features 6 spacious bedrooms, including a luxurious primary suite complete with two walk-in closets and dressing room. The

    Lynne Nolan Compass Connecticut, LLC

    398 Greens Farms Rd, Westport, CT 06880
  • /29

    $13,500 per month

    • 5 Beds
    • 3 Baths
    • 2,916 Sq Ft
    • House for Rent

    17 Nutmeg Dr, Greenwich, CT 06831

    This completely renovated 5-bedroom, 3-bathroom residence offers luxurious living on a serene 2-acre private property. The brand-new gourmet kitchen is a chef's delight, featuring top-of-the-line appliances, custom cabinetry, and elegant countertops. Each of the three bathrooms has been meticulously updated with modern fixtures and finishes. This home is also designed with energy efficiency in

    Yuka Kominami Sotheby's International Realty

    17 Nutmeg Dr, Greenwich, CT 06831
  • /40

    $11,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,923 Sq Ft
    • House for Rent

    112 Birch Hill Rd, Weston, CT 06883

    A rare opportunity for lovers of contemporary design-the architect-designed Glass House of Weston is available for rent. This renovated home boasts an open floorplan flooded w/natural light from floor-to-ceiling windows and skylights, offering serene views of its well-maintained natural surroundings, lush foliage, and striking rock outcroppings. The LR features soaring ceilings, mahogany windows,

    Barbara Bross Coldwell Banker Realty

    112 Birch Hill Rd, Weston, CT 06883
  • /29

    $35,000 per month

    • 5 Beds
    • 4.5 Baths
    • 5,268 Sq Ft
    • House for Rent

    15 Shagbark Rd, Norwalk, CT 06854

    Looking for a summer get away with expansive water views, inground pool and a most bucolic setting? Do you desire a short drive or train ride from NYC? Then this wonderful Wilson Point summer rental is for you! Overlooking Long Island Sound on two green acres this custom designed home is meticulously cared for and offers gracious indoor and out door spaces. First floor offers an over sized

    Tamsen Langalis William Raveis Real Estate

    15 Shagbark Rd, Norwalk, CT 06854
  • /33

    $50,000 per month

    • 7 Beds
    • 9 Baths
    • 9,114 Sq Ft
    • House for Rent

    584 West Rd, New Canaan, CT 06840

    Spend the summer in beautiful Connecticut by the pool, or enjoy beaches and boating on the Long Island Sound, just 6 miles away from this elegant and stately 7-bedroom New Canaan estate with a refined elegance for sophisticated yet comfortable living. The versatile spaces, unique design elements and thoughtful layout are perfect for casual gatherings or elegant, formal entertaining. The property

    Schuyler Morris Brown Harris Stevens

    584 West Rd, New Canaan, CT 06840
  • /40

    $15,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,767 Sq Ft
    • House for Rent

    9 Lantern Ridge Rd, New Canaan, CT 06840

    Discover the perfect blend of elegance and modern comfort in this newly renovated home nestled on two serene acres in New Canaan. Boasting five spacious bedrooms and three and a half baths, this home offers ample space for relaxation and entertaining. The heart of the home is an open floorplan kitchen and dining area, featuring a large kitchen island perfect for culinary creations and

    Melissa Engel Douglas Elliman of Connecticut

    9 Lantern Ridge Rd, New Canaan, CT 06840
  • /12

    $4,000 per month

    • 5 Beds
    • 2.5 Baths
    • 1,744 Sq Ft
    • House for Rent

    70 Oliver St, Bridgeport, CT 06606

    Convenience at its best! Located on a quiet street, this spacious 4 Bedroom, 2.5 Bath home with possible lower level in-law suite makes day to day living easy. The flow of the main level, along with the spacious kitchen, large bedrooms and a great outdoor space for entertaining makes it a wonderful rental. In addition to the day-to-day living needs, the home offers loads of additional storage for

    Adam Wagner Keller Williams Prestige Prop.

    70 Oliver St, Bridgeport, CT 06606
  • /39

    $28,000 per month

    • 6 Beds
    • 6 Baths
    • 3,536 Sq Ft
    • House for Rent

    23 Eggleston Ln, Old Greenwich, CT 06870

    Savor the essence of coastal living with this stunning fully furnished 6-bedroom, 5.5-bath direct waterfront Shore Colonial. Nestled in the coveted private Shorelands Association of Old Greenwich.Set on a peaceful cul-de-sac, this exceptional residence captures panoramic views of Long Island Sound from nearly every room, offering a front-row seat to breathtaking sunsets across the water. the

    Danielle Scialpi-Malloy Serhant Connecticut LLC

    23 Eggleston Ln, Old Greenwich, CT 06870
  • /27

    $11,500 per month

    • 5 Beds
    • 4 Baths
    • 3,317 Sq Ft
    • House for Rent

    35 Deep Gorge Rd, Greenwich, CT 06831

    Exceptional Open floor plan SF home all renovated 2023.LR with FP and cathedral ceiling, DR open to Kitchen and delightful patio, light flooded FR with FP french door to patio and backyard. 5 large BR's, 3.5 renovated bath, office, garage, mudroom, storage, great outdoor space , 1.5 acre of land for children or pets to play at. Luxury primary BR with 2 walk-in closets and spa like bath with

    Simin Kayod Coldwell Banker Realty

    35 Deep Gorge Rd, Greenwich, CT 06831
  • /40

    $13,500 per month

    • 5 Beds
    • 3.5 Baths
    • 3,724 Sq Ft
    • House for Rent

    60 Squires Ln, New Canaan, CT 06840

    Welcome to 60 Squires Lane, an exceptional rental opportunity nestled at the top of a peaceful cul-de-sac on the west side of town. This beautifully maintained 5-bedroom, 3.5-bath home offers space, style, and serenity on over 5 acres of lush, private grounds. Step inside to find sun-drenched rooms, gleaming hardwood floors, and a gracious flow ideal for both everyday living and entertaining.

    Diana Demirjian William Raveis Real Estate

    60 Squires Ln, New Canaan, CT 06840
  • /2

    $3,200 per month

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

    235 Park St Unit 2, Bridgeport, CT 06608

    Spacious 5 bedroom apartment with lots of space.

    Thomas Chanaca Chanaca Real Estate

    235 Park St Unit 2, Bridgeport, CT 06608
  • /56

    $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 - September 3rd. 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

    $24,999 per month

    • 5 Beds
    • 7 Baths
    • 5,366 Sq Ft
    • House for Rent

    6 Coachlamp Ln, Greenwich, CT 06830

    Available starting early May and through the summer this luxurious, fully furnished center hall colonial is nestled in a serene private cul-de-sac close to everything! Meticulous attention to detail, featuring coffered ceilings and master craftsmanship, this home exudes sophistication. Enjoy a stunning open gourmet kitchen, complete with ample counter space and a spacious layout that seamlessly

    Stacy Young William Raveis Real Estate

    6 Coachlamp Ln, Greenwich, CT 06830
  • /33

    $36,000 per month

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

    35 Park Ave, Old Greenwich, CT 06870

    For true privacy and beauty, look no further than 35 Park Avenue. The magical landscape brimming with specimen plantings has been artfully designed on nearly half an acre in the heart of Old Greenwich, close to the town center, schools, parks, and beaches. Inside, the home epitomizes understated luxury, featuring gorgeous natural light, oak floors, and large windows showcasing the remarkable

    Monica Webster Douglas Elliman of Connecticut

    35 Park Ave, Old Greenwich, CT 06870
  • /33

    $29,000 per month

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

    35 Park Ave, Old Greenwich, CT 06870

    For true privacy and beauty, look no further than 35 Park Avenue. The magical landscape brimming with specimen plantings has been artfully designed on nearly half an acre in the heart of Old Greenwich, close to the town center, schools, parks, and beaches. Inside, the home epitomizes understated luxury, featuring gorgeous natural light, oak floors, and large windows showcasing the remarkable

    Monica Webster Douglas Elliman of Connecticut

    35 Park Ave, Old Greenwich, CT 06870
  • /40

    $25,000 per month

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

    101 Roseville Rd, Westport, CT 06880

    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, offering ample space for both intimate gatherings and grand entertaining. Upon entering, you're

    Teoman Turut Keller Williams Realty

    101 Roseville Rd, Westport, CT 06880
  • /27

    $15,000 per month

    • 5 Beds
    • 4 Baths
    • 3,188 Sq Ft
    • House for Rent

    259 Somerset Ave, Fairfield, CT 06824

    Enjoy an unforgettable summer in this stunning 5-bedroom, 3.5-bath Colonial at the end of a quiet cul-de-sac, just miles from the beach. This beautifully furnished home offers three levels of living space and a private backyard with an in-ground salt water pool-your perfect summer retreat! The main level features a chef's eat-in kitchen with marble countertops, stainless steel appliances, and all

    Jennifer Thomas-Heath Houlihan Lawrence

    259 Somerset Ave, Fairfield, CT 06824
  • /30

    $7,500 per month

    • 5 Beds
    • 2.5 Baths
    • 2,848 Sq Ft
    • House for Rent

    2428 Long Ridge Rd, Stamford, CT 06903

    A serene haven nestled next to conservation land, this renovated ranch-style estate offers charm and seclusion in a 5 bedroom, 2.5 bath house filled with casement windows and skylights that invite natural light and outdoor vistas throughout its expansive and open floor plan. For barefoot living enthusiasts, most shared spaces feature heated floors. A brand-new Carrier Infinity heat pump with

    Maria Miller William Raveis Real Estate

    2428 Long Ridge Rd, Stamford, CT 06903
  • /34

    $15,500 per month

    • 5 Beds
    • 5 Baths
    • 4,200 Sq Ft
    • House for Rent

    28 Terrace Ave, Riverside, CT 06878

    This delightful Tudor style home was gutted, tastefully renovated and expanded with finest luxuries from today's lifestyle which combine with classic graciousness. 5 Bedrooms, 4.5 Baths, 4200 sf, 2 car garage. Walkout lower level with wet bar, separate entrance, laundry room, large cedar closet and bath. Eat-in, light filled Gourmet custom made kitchen with top of the line professional grade

    Nahed Hallaba William Raveis Real Estate

    28 Terrace Ave, Riverside, CT 06878
  • /26

    $24,000 per month

    • 5 Beds
    • 7 Baths
    • 6,017 Sq Ft
    • House for Rent

    17 Rustic View Rd, Greenwich, CT 06830

    This peaceful 5-bedroom home is situated in a quiet cul-de-sac, offering easy access to schools, public transit, and highways. It features two luxurious primary suites, with the first-floor suite boasting a spacious walk-in closet and en-suite bathroom. Upstairs, the second suite impresses with vaulted ceilings and elegant finishes. The bright family room flows into a modern kitchen with updated

    Joy Kim Metalios Houlihan Lawrence

    17 Rustic View Rd, Greenwich, CT 06830
  • /40

    $30,000 per month

    • 5 Beds
    • 4.5 Baths
    • 2,360 Sq Ft
    • House for Rent

    28 Oak St, Westport, CT 06880

    Discover a fully renovated 5-bedroom, 4-bath home in Westport,CT, offering the perfect blend of upscale elegance and family-friendly comfort. On the main level, you'll find a sophisticated dining room with a gas fireplace beneath a starlit chandelier, a cozy living room with an electric fireplace, and an adjacent family room with a 60" smart TV and a built-in coffee/tea bar. Spacious kitchen with

    Rose Philip Coldwell Banker Realty

    28 Oak St, Westport, CT 06880
  • /33

    $32,000 per month

    • 7 Beds
    • 7 Baths
    • 6,500 Sq Ft
    • House for Rent

    190 Lake Ave, Greenwich, CT 06830

    The address is 190S Lake Avenue, Greenwich, CT. Owner is willing to lease with option to purchase. Gorgeous quiet estate like compound with large one acre flat yard with Greenwich Avenue and Metro North in very close proximity. Perfect for a multi-generational family to live with privacy yet side by side, or for a family with frequent guests or large home office needs. Offering a European

    Shelly Tretter Lynch Compass Connecticut, LLC

    190 Lake Ave, Greenwich, CT 06830
  • /9

    $850 per month

    • 6 Beds
    • 4 Baths
    • 1,824 Sq Ft
    • Apartment for Rent

    137 Sunshine Cir, Bridgeport, CT 06606

    Room for Rent! Beautiful townhome apartment. Room is Furnished with Queen sized bed, Mini Blinds, 32 Inch TV, 4-drawer dresser, Large Mirror, Couch, Nightstand. Common Areas Include, Bathroom, Living Room and Kitchen. Must be maintained at all times. Wifi & Utilities Included! $50.00 a month for AC use during the summer months. Requirements: Background Check 2 Months Security Deposit NO Pets.

    Kisenia Pacheco Pacheco & Co.

    137 Sunshine Cir, Bridgeport, CT 06606
  • /20

    $10,000 per month

    • 5 Beds
    • 4 Baths
    • 3,296 Sq Ft
    • House for Rent

    997 Reef Rd, Fairfield, CT 06824

    STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly

    Helene Salerno Preoh, LLC

    997 Reef Rd, Fairfield, CT 06824
  • /20

    $10,000 per month

    • 5 Beds
    • 4 Baths
    • 3,296 Sq Ft
    • House for Rent

    995 Reef Rd, Fairfield, CT 06824

    STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly

    Helene Salerno Preoh, LLC

    995 Reef Rd, Fairfield, CT 06824
  • /33

    $22,500 per month

    • 5 Beds
    • 6 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
  • /39

    $19,500 per month

    • 6 Beds
    • 7 Baths
    • 4,977 Sq Ft
    • House for Rent

    235 N Maple Ave, Greenwich, CT 06830

    Nestled in one of Greenwich's most coveted neighborhoods, this 6-bedroom home blends timeless elegance with modern convenience. Just moments from the Avenue and Greenwich Schools, the meticulously landscaped 0.8-acre property offers luxury, comfort, and functionality. Inside, enjoy great flow with an eat-in kitchen featuring Christopher Peacock cabinetry, cozy living room, home offices, and

    Susheila Starr Sotheby's International Realty

    235 N Maple Ave, Greenwich, CT 06830
  • /27

    $30,000 per month

    • 5 Beds
    • 7 Baths
    • 6,075 Sq Ft
    • House for Rent

    47 Carriglea Dr, Riverside, CT 06878

    Available for immediate occupancy! Fully furnished with flexible lease terms available. Taken down to the studs & completely reimagined in 2014 this exquisitely renovated english manor sits atop a hill on an oversized 2.50 acre lot with stunning views of the Cos Cob harbor and Long Island Sound. The entire house can be controlled from a single touch of a button. Raise/lower every shade, light,

    Jennifer Leahy Compass Connecticut, LLC

    47 Carriglea Dr, Riverside, CT 06878
  • /31

    $60,000 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

Showing Results 1 - 40, Page 1 of 3

How to Rent a Home