116 Brainerd Rd
BostonMA02134
Luxury Homes for Rent in Chestnut Hill, MA (3,254 Rentals) Page 4 of 66
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
131 Washington St
BostonMA02135
44 Washington St
BrooklineMA02445
95 Chestnut St
BrooklineMA02445
120 Brainerd Rd
BostonMA02134
110 Brainerd Rd
BostonMA02134
33 Lancaster Terrace
BrooklineMA02446
33 Lancaster Terrace
BrooklineMA02446
close
View Me
$2,5251 Bedroom Apartments Available Now
8 Riverside St
8 Riverside StWatertown, MA 02472
1810 Commonwealth Ave
BostonMA02135
close
View Me
$2,5251 Bedroom Apartments Available Sep 1
1810 Commonwealth Ave
1810 Commonwealth AveBoston, MA 02135
10 Allston St
BostonMA02134
110 Brainerd Rd
BostonMA02134
34 Bryon Rd, Unit 3
34 Bryon Rd
Boston CollegeMA02467
1482 Beacon St
BrooklineMA02446
4 Elko St
BostonMA02135
close
View Me
$2,5402 Bedroom Apartments Available Now
4 Elko St
4 Elko StBoston, MA 02135
4 Elko St
BostonMA02135
close
View Me
$2,5451 Bedroom Apartments Available Now
17 Highgate St
17 Highgate StBoston, MA 02134
close
View Me
$2,5451 Bedroom Apartments Available Sep 1
116 Washington St
116 Washington StBoston, MA 02135
close
View Me
$2,5502 Bedroom Apartments Available Sep 1
47 Gordon St
47 Gordon StBoston, MA 02134
90 Gardner St
BostonMA02134
44 Washington St, Unit 309
44 Washington St
BrooklineMA02445
15 Lanark Rd, Unit 8
15 Lanark Rd
BrightonMA02135
20 Radcliffe Rd, Unit 402
20 Radcliffe Rd
BostonMA02134
15 Colborne Rd
BostonMA02135
close
View Me
$2,5502 Bedroom Apartments Available Sep 1
103 Gordon St
103 Gordon StBoston, MA 02135
close
View Me
$2,5501 Bedroom Apartments Available Jun 1
80 Gardner St
80 Gardner StBoston, MA 02134
75 Gardner St
BostonMA02134
110 Lanark Rd, Unit 8
110 Lanark Rd
BostonMA02135
110 Lanark Rd
BostonMA02135
close
View Me
$2,5501 Bedroom Apartments Available Now
26 Waverly St
26 Waverly StBoston, MA 02135
30 Alaric St
BostonMA02132
103 Gordon St
BostonMA02135
524 Cambridge St
BostonMA02134
28 Quint Ave, Unit 41
28 Quint Ave
BostonMA02134
1409 Commonwealth Ave
BostonMA02135
1336 Commonwealth Ave
BostonMA02134
130 Brainerd Rd
BostonMA02134
375 Cummins Hwy
BostonMA02131
close
View Me
$2,5751 Bedroom Apartments Available Jan 1, 2027
199 Gardner St
199 Gardner StBoston, MA 02132
close
View Me
$2,5751 Bedroom Apartments Available Sep 1
1377 Commonwealth Ave
1377 Commonwealth AveBoston, MA 02134
11 Barrows St
BostonMA02134
11 Barrows St
BostonMA02134
1377 Commonwealth Ave
BostonMA02134
11 Barrows St
BostonMA02134
5 Barrows St
BostonMA02134
5 Barrows St
BostonMA02134
11 Barrows St
BostonMA02134
5 Barrows St
BostonMA02134
Chestnut Hill, MA Local Guide
How much does it cost to rent a home in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill 2 Bedroom Homes for Rent | $3,283 | $1,410 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,146 | $1,380 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,671 | $1,080 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,821 | $1,010 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,112 | $1,050 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,435 | $1,030 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Let everyone know!
Do you know the Chestnut Hill area?
If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 3534 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,000. There are also 4046 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,010 to $35,500.
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 $1,010 to $35,500 with an average monthly rent of $4,674.
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 $2,000 to $13,208, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,380 to $35,500. Four Bedroom Single-Family rentals are also available starting from $1,080 and Four Bedroom Apartments start at $1,000.
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
The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
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
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.