21 Claymoss Rd, Unit 1, Unit 1
21 Claymoss Rd
BostonMA02135
Luxury Homes for Rent in Chestnut Hill, MA (4,452 Rentals) Page 57 of 90
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
38 Allston St, Unit 2, Unit 2
38 Allston St
BostonMA02134
11 Atkins St
BostonMA02135
21 High St, Unit 1, Unit 1
21 High St
BrooklineMA02445
91 Surrey St, Unit 1, Unit 1
91 Surrey St
BostonMA02135
66 Montcalm Ave, Unit 2, Unit 2
66 Montcalm Ave
BostonMA02135
1678 Commonwealth Ave, Unit 4, Unit 4
1678 Commonwealth Ave
BostonMA02135
20 Glenville Ave, Unit 2, Unit 2
20 Glenville Ave
BostonMA02134
40 Newton St, Unit 2, Unit 2
40 Newton St
BostonMA02135
20 Glenville Ave, Unit 2, Unit 2
20 Glenville Ave
BostonMA02134
174 Winthrop Rd, Unit 2, Unit 2
174 Winthrop Rd
BrooklineMA02445
216 Arlington St, Unit 2, Unit 2
216 Arlington St
WatertownMA02472
20 Glenville Ave, Unit 2, Unit 2
20 Glenville Ave
BostonMA02134
135 Nonantum St
BostonMA02135
140 Brooks St, Unit 2, Unit 2
140 Brooks St
BostonMA02135
1682 Commonwealth Ave
BostonMA02135
72 Hobson St, Unit 2, Unit 2
72 Hobson St
BostonMA02135
48 Shannon St, Unit 2, Unit 2
48 Shannon St
BostonMA02135
12 Royce Rd, Unit 3, Unit 3
12 Royce Rd
BostonMA02134
22 Burton St
BostonMA02135
21 S Hobart St, Unit 2, Unit 2
21 S Hobart St
BostonMA02135
32 Newcastle Rd
BostonMA02135
1997 Commonwealth Ave, Unit 7, Unit 7
1997 Commonwealth Ave
BostonMA02135
36 Brainerd Rd
BostonMA02134
214 Market St
BostonMA02135
5 Glenmont Rd
BostonMA02135
5 Glenmont Rd, Unit 1, Unit 1
5 Glenmont Rd
BostonMA02135
19 Farrington Ave, Unit 5, Unit 5
19 Farrington Ave
BostonMA02134
6 Thomas St
BostonMA02130
close
View Me
$4,2502 Bedroom Apartments Available Jun 1
83 Gardner St, Unit 201
83 Gardner StBoston, MA 02134
25 Lee St
BostonMA02130
1133 Commonwealth Ave
BostonMA02134
1141 Commonwealth Ave
BostonMA02134
close
View Me
$4,2502 Bedroom Apartments Available Sep 1
40 Malvern St, Unit 104
40 Malvern StBoston, MA 02134
147 Kelton St, Unit 715, Unit 715
147 Kelton St
BostonMA02134
20 Penniman Rd
BostonMA02134
20 Penniman Rd, Unit 201, Unit 201
20 Penniman Rd
BostonMA02134
close
View Me
$4,2502 Bedroom Apartments Available Sep 1
104-106 Warren St., Unit 5
104-106-106 Warren StBoston, MA 02135
close
View Me
$4,2504 Bedroom Apartments Available Sep 1
7 Price Rd, Unit 1
7 Price RdBoston, MA 02134
18 Plainfield St
BostonMA02130
close
View Me
$4,2503 Bedroom Apartments Available Aug 24
35 South St, Unit B4
35 South StBoston, MA 02135
2 Sutherland Rd
BostonMA02135
59 Brighton Ave
BostonMA02134
close
View Me
$4,2603 Bedroom Apartments Available Sep 1
17 Highgate St, Unit 3
17 Highgate StBoston, MA 02134
17 Highgate St, Unit 3
17 Highgate St
BostonMA02134
close
View Me
$4,2752 Bedroom Apartments Available Sep 1
157 Everett St, Unit 301
157 Everett StBoston, MA 02134
104 Warren St
BostonMA02135
close
View Me
$4,280
Total Monthly Price
Studio Apartments Available Apr 26, 2029Total Monthly Price
Base Rent
$3,920
Required Monthly Fees
$360
Total Monthly Price
$4,280
1284 Beacon St, Unit SI FL7-ID484
1284 Beacon StBrookline, MA 02446
close
View Me
$4,280
Total Monthly Price
Studio Apartments Available Apr 26, 2029Total Monthly Price
Base Rent
$3,920
Required Monthly Fees
$360
Total Monthly Price
$4,280
1284 Beacon St, Unit SI FL7-ID484
1284 Beacon StBrookline, MA 02446
close
View Me
$4,295
Total Monthly Price
1 Bedroom Apartments Available Aug 31Total Monthly Price
Base Rent
$3,940
Required Monthly Fees
$355
Total Monthly Price
$4,295
181 Washington St, Unit SI FL4-ID431
181 Washington StBoston, MA 02135
close
View Me
$4,2952 Bedroom Apartments Available Sep 1
104-106 Warren St., Unit 1
104-106-106 Warren StBoston, MA 02135
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 | $3,222 | $1,330 | $9,999 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,037 | $1,125 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,679 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,852 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,617 | $900 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,323 | $925 | $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 4550 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,474. There are also 5412 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 to $30,000.
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 $675 to $30,000 with an average monthly rent of $5,855.
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 $1,295 to $17,474, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,125 to $30,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,295.
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
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.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.