14

Weston, CT Homes for Rent

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  • /20

    $3,600 Plus Fees

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    2 Newtown Turnpike Unit ., Weston, CT 06883

    Property Id: 1332235 (Available Nov/Dec for minimum 90 days or more) (Book direct or on the popular sites) Enjoy a large relaxing apartment in a cottage style house with modern living amenities. On 2nd floor wi th it's own entry door and 1,400 square feet of living space. Full details below. -All furniture included (only rented furnished) -2 large bedrooms

    2 Newtown Turnpike Unit ., Weston, CT 06883
  • /20

    $2,500 Plus Fees

    • Studio
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    1Newtown Turnpike Unit Studio, Weston, CT 06883

    Property Id: 1735921 (Available December 2026 for minimum 90 days or more) This is a top rated "Airbnb Favorite" in the area. This studio has all you need for a relaxing stay. It's a 500 sq ft. space w/kitchen, bartop, desk, and more. This is setup for a single occupant. -All furniture included -Private bathroom -Washer/Dryer -Fully equipped kitchen

    1Newtown Turnpike Unit Studio, Weston, CT 06883
  • /40

    $8,500 Per Month

    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft
    • House for Rent

    145 Lyons Plain Rd, Weston, CT 06883

    Charming Restored Antique with River Frontage in Lower Weston. Available for Yearly Rental. 3100 SF of refined living space with 4 beds and 4 full 1 half baths. Enter thru the expansive Foyer with fireplace and half bath Powder Room. The large Living Room/Dining Room with fireplace offers ample space. Library/Den with fireplace, wet bar and built ins. Solarium with sky lights perfect for enjoying

    Robert Appell Coldwell Banker Realty

    145 Lyons Plain Rd, Weston, CT 06883
  • /40

    $10,000 Per Month

    • 4 Beds
    • 4 Baths
    • 3,822 Sq Ft
    • House for Rent

    129 Davis Hill Rd, Weston, CT 06883

    Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

    Georgia Wasserman Coldwell Banker Realty

    129 Davis Hill Rd, Weston, CT 06883
  • /23

    $9,000 Per Month

    • 5 Beds
    • 3 Baths
    • 4,336 Sq Ft
    • House for Rent

    21 Deepwood Rd, Weston, CT 06883

    Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train

    Michael Spindler Real Broker CT

    21 Deepwood Rd, Weston, CT 06883
  • /28

    $11,500 Per Month

    • 4 Beds
    • 5 Baths
    • 4,370 Sq Ft
    • House for Rent

    21 Walker Ln, Weston, CT 06883

    Recently renovated from top to bottom, the home features a stunning new kitchen, beautifully updated bathrooms, new flooring, designer lighting, and updated plumbing throughout. The spacious, open layout offers oversized rooms, abundant natural light, and comfortable living spaces designed for both everyday living and entertaining. Move right in and enjoy a fully equipped home complete with

    Kim Harizman Compass Connecticut, LLC

    21 Walker Ln, Weston, CT 06883
  • /39

    $11,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 6,118 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
  • /40

    $15,000 Per Month

    • 4 Beds
    • 4 Baths
    • 3,822 Sq Ft
    • House for Rent

    129 Davis Hill Rd, Weston, CT 06883

    Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

    Georgia Wasserman Coldwell Banker Realty

    129 Davis Hill Rd, Weston, CT 06883
  • /31

    $10,500 Per Month

    • 4 Beds
    • 5.5 Baths
    • 5,605 Sq Ft
    • House for Rent

    6A Old Orchard Dr, Weston, CT 06883

    Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular--truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open

    Kristi Law William Pitt Sotheby's Int'l

    6A Old Orchard Dr, Weston, CT 06883
  • /38

    $20,000 Per Month

    • 4 Beds
    • 6 Baths
    • 5,444 Sq Ft
    • House for Rent

    25 Alwyn Ln, Weston, CT 06883

    This exceptional custom shingle-style home offers an impressive combination of privacy, space and sophisticated indoor-outdoor living. A gracious wraparound porch welcomes you to the home, surrounded by gorgeous grounds and mature landscaping. The heart of the home is the expansive kitchen and family room, where walls of windows overlook the private backyard, spacious terrace, hot tub + outdoor

    Christine Oleynick Keller Williams Realty

    25 Alwyn Ln, Weston, CT 06883
  • /40

    $11,000 Per Month

    • 5 Beds
    • 4 Baths
    • 4,577 Sq Ft
    • House for Rent

    158 Steep Hill Rd, Weston, CT 06883

    Light-filled, beautifully renovated and wonderfully versatile, this striking Weston contemporary offers over 5,000 square feet of living space in a private yet convenient setting. From the moment you enter, the home impresses with a dramatic great room featuring soaring cathedral ceilings, skylights and walls of windows that bring the outdoors in. Designed for everyday living and entertaining,

    Christine Oleynick Keller Williams Realty

    158 Steep Hill Rd, Weston, CT 06883
  • /28

    $4,000 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    102 Ladder Hill Rd N Unit Cottage, Weston, CT 06883

    Experience the elegance and tranquility of this exquisite two-bedroom cottage nestled within a picturesque lakeside estate. Bathed in natural light, this like-new home radiates charm and luxury. Revel in the open floor plan with granite kitchen counters and newer appliances, while the spacious bedrooms offer a haven of comfort. Discover quality finishes, high ceilings, and gorgeous hardwood

    Len Schwartz Keller Williams Prestige Prop.

    102 Ladder Hill Rd N Unit Cottage, Weston, CT 06883
  • /22

    $5,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,419 Sq Ft
    • House for Rent

    17 Old Mill Rd, Weston, CT 06883

    Set in a peaceful country setting surrounded by woods, a pond and a meandering stream, this light-filled home offers an easy, open layout and beautiful views of nature from nearly every angle. The spacious living room features a fireplace and overlooks the pond, while the renovated kitchen has all-new stainless steel appliances. Updated baths and hardwood floors throughout add to the home's

    Elizabeth Videler The Riverside Realty Group

    17 Old Mill Rd, Weston, CT 06883
  • /33

    $8,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 3,316 Sq Ft
    • House for Rent

    896 Westport Rd, Easton, CT 06612

    Charming retreat in lower Easton nestled on 3+ acres just over the Westport border! This warm & inviting home exudes character and charm with the comforts of modern day amenities such as central AC and generator. Enter through the welcoming screened in porch where you can relax in the morning with your coffee in hand and at night with your favorite drink. Enjoy the sunny great room/art studio and

    Jordan Dolger Higgins Group Real Estate

    896 Westport Rd, Easton, CT 06612

Why Live in Weston

Weston, Connecticut, founded in 1787, is a small town located 58 miles northeast of New York City, surrounded by woodlands and countryside. The town center hosts local businesses, schools, the Weston Public Library, and the Weston Senior Center. Weston is known for its community spirit and scenic beauty, with single-family homes ranging from 18th-century cottages to 21st-century mansion estates, often set on 2- to 4-acre lots with mature trees. Popular home features include covered patios, board-and-batten windows, and multi-car garages. Bisceglie-Scribner Park, the town's main green space, offers Little League fields, pickleball courts, and a swimming pond, while Devil’s Den Preserve provides over 20 miles of trails for hiking and birdwatching. The private Aspetuck Valley Country Club features an 18-hole golf course and pickleball courts. Weston’s public schools are highly rated, with Hurlbutt Elementary, Weston Intermediate, Weston Middle, and Weston High School all receiving high marks. The town hosts various events, such as the Memorial Day Fair and Weston Founders Day, fostering a tight-knit community. Weston Shopping Center includes Lily’s Weston Market and Lunch Box, with additional shopping and dining options available in nearby Wilton. Commuting to NYC is common, with Westport Station 7 miles away offering rail service. Norwalk Hospital is 9 miles away, and John F. Kennedy International Airport is 56 miles away.

Frequently Asked Questions

How much does it cost to rent a home in Weston, CT?
The median rent for a home in Weston, CT is $10,000 per month, though prices vary by neighborhood, size, and property type. As of September 2026, condos tend to be the most affordable option while single-family homes are currently more expensive.
How much do you need to make to afford rent in Weston, CT?
To comfortably afford the median rent in Weston, CT, a household needs to earn roughly $400,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $10,000 per month in Weston, CT, renters typically need to show $30,000 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Weston, CT?
In Weston, CT, the price-to-rent ratio is 12.0, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Weston, CT are best for renting a home?
The best neighborhood for renting in Weston, CT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Coleytown, Staples, Westport Village, Cranbury and Wolfpit, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
14
Median Rent
$10,000
Median Single Family Home Rent
$6,800
Median Condo Rent
$3,050
How to Rent a Home