14

Wellesley, MA Houses for Rent

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  • /10

    $4,600 Plus Fees

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

    39 R Twitchell St, Wellesley, MA 02482

    Property Id: 2238150 Tucked away on a quiet street, this welcoming 2-bedroom, 1-bath guest house combines comfort, charm, and an incredible convenience in one location. The home sits on a large yard that offers plenty of space to relax, play, garden, or simply enjoy the outdoors. Inside, you’ll find a bright and easy-flowing layout with a cozy living area, kitchen, dining room and large

    39 R Twitchell St, Wellesley, MA 02482
  • /41

    $6,300 Per Month

    • 4 Beds
    • 3 Baths
    • 2,218 Sq Ft
    • House for Rent

    32 Bobolink Rd, Wellesley Hills, MA 02481

    AVAILABLE NOW! Bright, spacious and recently upgraded 4 beds, 3 bath split level home on a quiet neighborhood in Wellesley.Unbeatable location close to all the Wellesley top schools, parks, shopping, and commuter routes. Gleaming hardwood floors , open concept updated kitchen with maple cabinets and granite countertops. The spacious living and dining areas flow effortlessly into a welcoming

    Liling Lin PWK Realty LLC

    32 Bobolink Rd, Wellesley Hills, MA 02481
  • /7

    $4,600 Per Month

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

    39 Twitchell St, Wellesley, MA 02482

    Charming 2-Bedroom, 1-Bath on a Quiet Street — Walk to Schools, Train & DowntownTucked away on a quiet street, this welcoming 2-bedroom, 1-bath guest house combines comfort, charm, and an incredible convenience in one location. The home sits on a large yard that offers plenty of space to relax, play, garden, or simply enjoy the outdoors.Inside, you’ll find a bright and

    39 Twitchell St, Wellesley, MA 02482
  • /5

    $15,000 Per Month

    • 5 Beds
    • 6 Baths
    • 6,400 Sq Ft
    • House for Rent

    23 Bellevue Rd, Wellesley, MA 02481

    Beautifully maintained and recently renovated single family home for rent in one of the prestigious neighborhoods in Wellesley. Main level bedroom suite, plus additional main suite on first floor and three other bedrooms on the second floor. Total 5 bedrooms. Three full and three half baths. Fully finished basement. Open floor plan and lots of natural light and professionally landscaped grounds

    Ritu Chawla Coldwell Banker Realty - Wellesley

    23 Bellevue Rd, Wellesley, MA 02481
  • /21

    $34,000 Per Month

    • 6 Beds
    • 4.5 Baths
    • 5,091 Sq Ft
    • House for Rent

    28 Longfellow Rd, Wellesley Hills, MA 02481

    Welcome to this exquisitely restored Victorian, where historic charm and contemporary sophistication come together in one of Wellesley's most desirable neighborhoods. Thoughtfully renovated, this exceptional residence offers luxurious living with designer finishes, custom craftsmanship, and an inviting floor plan designed for today's lifestyle. Designed with comfort and flexibility in mind, the

    Kristen Dibella Boom Realty

    28 Longfellow Rd, Wellesley Hills, MA 02481
  • /26

    $16,999 Per Month

    • 6 Beds
    • 5 Baths
    • 5,220 Sq Ft
    • House for Rent

    28 Maurice Rd, Wellesley, MA 02482

    Available on 12/1! Enjoy condo-like living with furniture, ground maintenance and snow removal (over 3") included. This gorgeously built colonial offers 6 bedrooms, and 5 full bathroom with rich architecture and professionally landscaped yard. It conveniently situated minutes away from Sprague Elementary School and Wellesley Middle School, Wellesley downtown, Wellesley Commuter Rail Station, and

    HyRoad Partners Team HyRoad Realty, LLC

    28 Maurice Rd, Wellesley, MA 02482
  • /11

    $7,400 Per Month

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • House for Rent

    49 Cottonwood Rd, Wellesley, MA 02482

    Gorgeous single-family residence in one of the nicer areas of Wellesley. Close to Whole Foods and Linden Square! Recently renovated, with 4 bedrooms & 4 full bathrooms. Its prime location speaks volumes, located just steps from public schooling and parks; this home has clearly defined living and dining spaces. Enormous family room addition with cathedral ceilings that lead out to a beautiful deck

    Ryan Drowne Coldwell Banker Realty - Boston

    49 Cottonwood Rd, Wellesley, MA 02482
  • /23

    $6,000 Per Month

    • 4 Beds
    • 2 Baths
    • 2,079 Sq Ft
    • House for Rent

    11 Springdale Ave, Wellesley Hills, MA 02481

    Updated Single Family home in ideal Wellesley location. Tucked away on a quiet street just moments from the Farms train station, Warren Park, and Lower Falls restaurants, this charming home sits on a beautiful, private lot. The main level features an open-concept kitchen, dining area, and family room with a gas fireplace, all opening onto a deck overlooking the picturesque backyard—perfect for

    Bridget McHugh CJL Rentals & Property Management Co., Inc.

    11 Springdale Ave, Wellesley Hills, MA 02481
  • /40

    $11,500 Per Month

    • 4 Beds
    • 5 Baths
    • 3,828 Sq Ft
    • House for Rent

    99 Pond Rd, Wellesley, MA 02482

    A truly exceptional offering, this private estate is one of Wellesley's most remarkable properties. Set on more than 10 breathtaking acres overlooking Lake Waban, this historic residence dating to 1732 offers an extraordinary combination of privacy, natural beauty, and timeless New England charm that is rarely available. With nearly 4,000 square feet of living space, the residence features a

    Eleanor Bright Berkshire Hathaway HomeServices Commonwealth Real Estate

    99 Pond Rd, Wellesley, MA 02482
  • /23

    $17,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,408 Sq Ft
    • House for Rent

    86 Parker Rd, Wellesley, MA 02482

    Experience luxury living in this like-new fully furnished single-family home, ideally situated on a beautifully landscaped oversized lot with a private fenced backyard in one of Wellesley's most sought-after neighborhoods. Filled with natural light, this exceptional home showcases Craftsman-inspired details, premium finishes, and an open-concept layout designed for comfortable everyday living and

    JULIE CREMIN William Raveis R.E. & Home Services

    86 Parker Rd, Wellesley, MA 02482
  • /10

    $4,650 Per Month

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

    39 Twitchell St Unit R, Wellesley, MA 02482

    Charming 2-Bedroom, 1-Bath on a Quiet Street — Walk to Schools, Train & Downtown Tucked away on a quiet street, this welcoming 2-bedroom, 1-bath guest house combines comfort, charm, and an incredible convenience in one location. The home sits on a large yard that offers plenty of space to relax, play, garden, or simply enjoy the outdoors.Inside, you’ll find a bright and easy-flowing layout with a

    Kristen Dibella Boom Realty

    39 Twitchell St Unit R, Wellesley, MA 02482
  • /22

    $4,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,408 Sq Ft
    • House for Rent

    7 Sunnyside Ave, Wellesley, MA 02482

    Nestled on a peaceful cul-de-sac near the Wellesley/Weston line, this sun-filled four-bedroom Cape offers exceptional convenience to Route 9, Wellesley Square, the Commuter Rail, Fells Market, Wellesley College, the Mass Pike, and Natick Mall. Located in the sought-after Hardy School district, the home is freshly painted inside and out and features gleaming hardwood floors. The main level

    Karen Kirk Engel & Völkers Wellesley

    7 Sunnyside Ave, Wellesley, MA 02482
  • /38

    $7,900 Per Month

    • 5 Beds
    • 3 Baths
    • 2,875 Sq Ft
    • House for Rent

    20 Donizetti St, Wellesley, MA 02482

    Centrally located in the heart of Wellesley Center. This once upon a time farmhouse has been thoughtfully renovated and expanded to maximize open concept living space. The charming front porch invites you home. Upon entering you will immediately notice high ceilings, beautiful custom millwork, and an abundance of natural light. The formal spaces allow for a front-to-back living room, dining room,

    Donahue Maley & Burns Team Compass

    20 Donizetti St, Wellesley, MA 02482
  • /16

    $8,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,504 Sq Ft
    • House for Rent

    48 Homsy Ln, Needham Heights, MA 02494

    Welcome to this immaculate 4-bedroom, 3.5-bath home, situated at the end of a peaceful Needham cul-de-sac. Filled with natural light, this beautifully maintained home offers an open, spacious floor plan with vaulted ceilings & a dramatic 2-story foyer. The modern chef’s kitchen features granite countertops & generous workspace, opening to inviting living areas with 2 fireplaces and custom

    The Samantha Eisenberg Group Compass

    48 Homsy Ln, Needham Heights, MA 02494

Frequently Asked Questions

How much does it cost to rent a single-family home in Wellesley, MA?
The median rent for a single-family home in Wellesley, MA is $7,650 per month, though prices vary by neighborhood, size, and property type. As of September 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Wellesley, MA?
To comfortably afford the median rent in Wellesley, MA, a household needs to earn roughly $178,000 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 $4,450 per month in Wellesley, MA, renters typically need to show $13,350 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 Wellesley, MA?
In Wellesley, MA, the price-to-rent ratio is 30.0, 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 Wellesley, MA are best for renting a single-family home?
The best neighborhood for renting in Wellesley, MA depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a single-family home include Auburndale, Waban, Newton Highlands, Thompsonville and Oak Hill, each with its own character and price range.

Rental Home Trends

Number of Houses for Rent
14
Median Single Family Home Rent
$7,650
Median 3 Bedroom Single Family Home Rent
$5,400
Median 4 Bedroom Single Family Home Rent
$8,750
Median 5 Bedroom Single Family Home Rent
$8,200
How to Rent a Home