4 Bedroom Homes for Rent in Chestnut Hill, MA (595 Rentals) Page 3 of 12

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
property at 41 Orkney Rd

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

41 Orkney Rd, Unit 3

41 Orkney Rd
BostonMA02135
property at 41 Orkney Rd

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

41 Orkney Rd, Unit 3

41 Orkney Rd
BostonMA02135
property at 539 Commonwealth Ave

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 3 Bath Condo for Rent

Available Now

539 Commonwealth Ave, Unit 2

539 Commonwealth Ave
NewtonMA02459
property at 144 Winchester St

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 1.5 Bath Townhome for Rent

Available Apr 1, 2027

144 Winchester St, Unit 2

144 Winchester St
BrooklineMA02446
property at 48 Babcock St

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

48 Babcock St, Unit 4

48 Babcock St
BrooklineMA02446
property at 1824 Beacon St

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1824 Beacon St, Unit 4

1824 Beacon St
BrooklineMA02445
property at 153 Foster St

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

153 Foster St, Unit 2A

153 Foster St
BostonMA02135
property at 34 Raymond St

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 4.5 Bath Condo for Rent

Available Sep 1

34 Raymond St, Unit 1

34 Raymond St
BostonMA02134
property at 93 Williston Rd

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Now

93 Williston Rd, Unit 1

93 Williston Rd
BrooklineMA02445
property at 110 Kenrick St

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Now

110 Kenrick St

BostonMA02135

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 110 Chester St

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

110 Chester St, Unit 1

110 Chester St
BostonMA02134
property at 39 Beaconsfield Rd

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

4 Bedroom, 2 Bath Townhome for Rent

Available Now

39 Beaconsfield Rd

BrooklineMA02445
property at 17 Gibbs St

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

17 Gibbs St, Unit 1

17 Gibbs St
BrooklineMA02446
property at 145 Sutherland Rd

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

145 Sutherland Rd, Unit 2

145 Sutherland Rd
BostonMA02135
property at 68 North Beacon St

$5,200 - $5,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200 - $6,550

Total Monthly Price
$5,200 - $6,550

4, 5 Bedroom Condos for Rent

Available Sep 1

68 North Beacon St

BostonMA02134
property at 37 Beaconsfield Rd

$5,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,900

Total Monthly Price
$5,900

4 Bedroom, 2 Bath Townhome for Rent

Available Now

37 Beaconsfield Rd

BrooklineMA02445
property at 91 Verndale St

$5,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,900

Total Monthly Price
$5,900

4 Bedroom, 2 Bath Condo for Rent

Available Now

91 Verndale St, Unit 1##

91 Verndale St
BrooklineMA02446
property at 70 Quint Ave

$5,975

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,975

Total Monthly Price
$5,975

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

70 Quint Ave, Unit 3

70 Quint Ave
BostonMA02134
property at 79 Linden St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 3 Bath Condo for Rent

Available Sep 1

79 Linden St, Unit 1

79 Linden St
BostonMA02134
property at 199 Boylston St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 3.5 Bath Townhome for Rent

Available Sep 1

199 Boylston St

BrooklineMA02445

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

property at 28 Glenville Ave

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 2 Bath Home for Rent

Available Now

28 Glenville Ave

BostonMA02134
property at 235 Chestnut Hill Ave

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

235 Chestnut Hill Ave, Unit 1

235 Chestnut Hill Ave
BostonMA02135
property at 8 Fern St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

8 Fern St, Unit 6

8 Fern St
BostonMA02134
property at 117 Thorndike St

$6,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,100

Total Monthly Price
$6,100

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

117 Thorndike St, Unit 1##

117 Thorndike St
BrooklineMA02446
property at 153 Foster St

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

153 Foster St, Unit 1

153 Foster St
BostonMA02135
property at 1185 Commonwealth Ave

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1185 Commonwealth Ave, Unit 101

1185 Commonwealth Ave
BostonMA02134
property at 12 Bradbury St

$6,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

4 Bedroom, 2.5 Bath Townhome for Rent

Available Now

12 Bradbury St

BostonMA02134
property at 85 Woodland Rd

$6,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

4 Bedroom, 3 Bath Home for Rent

Available Now

85 Woodland Rd

BostonMA02130
property at 28 Glenville Ave

$6,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,400

Total Monthly Price
$6,400

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

28 Glenville Ave, Unit 2

28 Glenville Ave
BostonMA02134
property at 14 Bradbury St

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

4 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

14 Bradbury St

BostonMA02134
property at 54 Babcock St

$6,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,900

Total Monthly Price
$6,900

4 Bedroom, 3 Bath Condo for Rent

Available Sep 1

54 Babcock St, Unit 1

54 Babcock St
BrooklineMA02446
property at 82 Summit Ave

$8,700

Total Monthly Price13 Month Lease Term

Total Monthly Price

Base Rent
$8,700

Total Monthly Price
$8,700

4 Bedroom, 3.5 Bath Condo for Rent

Available Aug 1

82 Summit Ave, Unit 82 Summit

82 Summit Ave
BrooklineMA02446
property at 25 Kirkwood Rd

$9,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,900

Total Monthly Price
$9,900

4 Bedroom, 2 Bath Condo for Rent

Available Aug 31, 2027

25 Kirkwood Rd

BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2805 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $960 to $20,583. There are also 3896 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $975 to $26,000.

What is the current price range for Rental Homes in Chestnut Hill?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $975 to $26,000 with an average monthly rent of $4,814.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $1,350 to $12,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,380 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,080 and Four Bedroom Apartments start at $1,350.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Helpful Local Expert Guides

decorative image for What It Really Costs to Live in Boston: A Local Renter's Guide article

What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities article

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

decorative image for Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert   article

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.