6 Sutherland Rd
BostonMA02135
Homes for Rent in Chestnut Hill, MA Under $3,900 (2,052 Rentals) Page 5 of 42
2 Chestnut Pl, Unit 1
2 Chestnut Pl
BostonMA02135
201 High St, Unit 1
201 High St
BrooklineMA02445
18 Alton Pl, Unit 1
18 Alton Pl
BrooklineMA02446
14 Alton Pl, Unit 1
14 Alton Pl
BrooklineMA02446
207 Parsons St
BostonMA02135
35 Waverly St, Unit 2
35 Waverly St
BostonMA02135
46 Shannon St, Unit 2
46 Shannon St
BostonMA02135
40 Brackett St, Unit 3
40 Brackett St
BostonMA02135
17 Perry St, Unit 2.5Bed 1-bathU2 Brookline
17 Perry St
BrooklineMA02445
35 Waverly St, Unit 2
35 Waverly St
BostonMA02135
5 Glenley Terrace, Unit 1
5 Glenley Terrace
BostonMA02135
44 Brackett St, Unit 3
44 Brackett St
BostonMA02135
close
View Me
$3,700
Plus Fees
3 Bedroom Apartments Available Now1110 Commonwealth Ave
1110 Commonwealth AveBoston, MA 02215
1515 Commonwealth Ave
BostonMA02135
7 Mount Hood Rd, Unit 6
7 Mount Hood Rd
BostonMA02135
1355 Commonwealth Ave, Unit #4
1355 Commonwealth Ave
BostonMA02134
28 Brentwood St, Unit 14
28 Brentwood St
BostonMA02134
31 Harris St
BrooklineMA02446
11 Scottfield Rd, Unit 2
11 Scottfield Rd
BostonMA02134
140 North Beacon St, Unit B4
140 North Beacon St
BostonMA02135
133 Park St
BrooklineMA02446
133 Park St
BrooklineMA02446
close
View Me
25 Firth Rd, Unit U2 3-bed 2-b Roslindale
25 Firth Rd
BostonMA02131
31 Harris St, Unit 702
31 Harris St
BrooklineMA02446
140 North Beacon St, Unit A4
140 North Beacon St
BostonMA02135
15 Mount Hood Rd, Unit 2
15 Mount Hood Rd
BostonMA02135
161 Brayton Rd, Unit 1
161 Brayton Rd
BostonMA02135
27 Egremont Rd, Unit 3
27 Egremont Rd
BostonMA02135
11 Scottfield Rd, Unit #2
11 Scottfield Rd
BostonMA02134
133 Chiswick Rd, Unit B
133 Chiswick Rd
BostonMA02135
1657 Commonwealth Ave, Unit 3-bed 1-bath
1657 Commonwealth Ave
BostonMA02135
133 Chiswick Rd
BostonMA02135
2 Rossmore Rd, Unit 1
2 Rossmore Rd
BostonMA02130
27 Willoughby St, Unit 1
27 Willoughby St
BostonMA02135
9 Barrows St, Unit 3
9 Barrows St
BostonMA02134
25 Ripley Terrace
NewtonMA02459
8 Barrows St
BostonMA02134
90 Kilsyth Rd
BostonMA02135
close
View Me
15 North Beacon St, Unit 704
15 North Beacon St
BostonMA02134
close
View Me
$3,615
Total Monthly Price
1 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,240
Required Monthly Fees
$375
Total Monthly Price
$3,615
1925 Commonwealth Ave
1925 Commonwealth AveBoston, MA 02135
15 N Beacon St
BostonMA02134
206 Sherman Rd
Boston CollegeMA02467
1476 Beacon St
BrooklineMA02446
75 Easton St
BostonMA02134
62 Dunboy St
BostonMA02135
1793 Beacon St, Unit 5
1793 Beacon St
BrooklineMA02445
40 Weld Hill St, Unit 3
40 Weld Hill St
BostonMA02130
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 | $3,169 | $910 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,928 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,566 | $725 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,593 | $730 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,959 | $750 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,653 | $775 | $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 4124 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3255 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 to $38,000.
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 $725 to $38,000 with an average monthly rent of $8,086.
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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $22,000. Four Bedroom Single-Family rentals are also available starting from $725 and Four Bedroom Apartments start at $1,225.
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
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!