14

Newest Homes for Rent in Weston, CT

Section Image
  • /18

    $4,550 Per Month

    • 3 Beds
    • 2 Baths
    • 1,498 Sq Ft
    • House for Rent

    284 Lyons Plain Rd, Weston, CT 06883

    Idyllic 3 bedroom/2 bath farmhouse, discreetly tucked behind an historic barn, located on a scenic riverfront estate in picturesque lower Weston -- just 1 hour from NYC. The main level has an airy, open flow, large hearth and loads of character, plus a sundrenched bedroom suite with adjacent full bath and laundry. Upper level has two additional bedrooms, brand new bath and adjoining study. Two

    Joni Usdan Coldwell Banker Realty

    284 Lyons Plain 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
  • /10

    $6,200 Per Month

    • 4 Beds
    • 2 Baths
    • 2,072 Sq Ft
    • House for Rent

    42 Blueberry Hill Rd, Weston, CT 06883

    Welcome to this spacious annual rental in one of Weston's most desirable neighborhoods! Set on a private 1-acre lot, this well-maintained ranch offers comfortable single-level living with generous room sizes, hardwood floors, and an attached two-car garage. Enjoy a bright, inviting living area, an eat-in kitchen, multiple bedrooms, two full bathrooms, and a convenient laundry room. Step outside

    Christine Oleynick Keller Williams Realty

    42 Blueberry Hill 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
  • /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
  • /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
  • /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
  • /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
  • /33

    $9,500 Per Month

    • 4 Beds
    • 5 Baths
    • 4,500 Sq Ft
    • House for Rent

    55 Blueberry Hill Rd, Weston, CT 06883

    At the End of a Coveted Cul-de-sac in Lower Weston - Welcome to 55 Blueberry Hill! A picture-perfect lifestyle awaits in this thoughtfully reimagined and beautifully appointed country home. This stunning 4-bedroom, 3-full and 2-half bath residence spans over 4,500 sq.ft., offering a gracious layout, gleaming hardwood floors throughout, and timeless architectural details. The custom center-hall

    Vickie Kelley Camelot Real Estate

    55 Blueberry Hill Rd, Weston, CT 06883
  • /17

    $5,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,851 Sq Ft
    • House for Rent

    24 N Calvin Rd, Weston, CT 06883

    Welcome to 24 N Calvin Rd, an exceptional residence set in the prestigious enclave of Weston, where timeless elegance meets serene New England beauty. Perfectly positioned on a private, picturesque setting, this distinguished home offers a rare combination of sophistication, comfort, and refined living. Thoughtfully designed with attention to detail, the home features expansive, light-filled

    Irsannia Gallardo eRealty Advisors, Inc.

    24 N Calvin Rd, 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
  • /20

    $2,900 Plus Fees

    • 2 Beds
    • 1 Bath
    • House for Rent

    13 Waterbury St, Weston, CT 06883

    Property Id: 987925 Down a country lane and sitting on pretty farmland, is this cozy late 50's 2Bdrm-shingled cottage -Easy one level living that includes newly updated kitchen with new,app's, nice tile /counters-and bath- all- freshly painted and move in ready. Enjoy the convenient yet private location, just across the street from popular Bisceglie-Scribner Park, comprised of 53.5 acres

    13 Waterbury St, 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 Fall) (90+ days only) (Book direct or on the popular sites) This studio has all you need for a relaxing stay. It's a 500 sq ft. space w/kitchen, bartop, desk, & more. Inside a cottage style house w/gorgeous stone private entry on a 3 acre property in beautiful nature. -All furniture included -Private bathroom -Washer/Dryer -Fully

    1Newtown Turnpike Unit Studio, Weston, CT 06883
  • /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 (90+ days only) Available- Fall/Winter 2026. We also book for 2027. (Recommended that you read the entire listing before reaching out) Enjoy a large relaxing apartment in a cottage style house with modern living amenities. On 2nd floor with it's own entry door & 1,400 square feet of living space. -All furniture included (only rented furnished)

    2 Newtown Turnpike Unit ., Weston, CT 06883

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 $5,000 per month, though prices vary by neighborhood, size, and property type. As of August 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 $200,000 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 $5,000 per month in Weston, CT, renters typically need to show $15,000 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 23.3, 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, Cranbury, Old Hill, Westport Village and Staples, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
14
Median Rent
$5,000
Median Single Family Home Rent
$6,500
Median Condo Rent
$3,050
How to Rent a Home