
Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (527 Rentals) Page 2 of 11


1872 Commonwealth Ave

1872 Commonwealth Ave, Unit 3

1880 Commonwealth Ave, Unit 12

1880 Commonwealth Ave, Unit 5

130 Englewood Ave, Unit 4

7 Sutherland Rd, Unit 201

1872 Commonwealth Ave, Unit 408

1870 Commonwealth Ave, Unit 12A

1872 Commonwealth Ave, Unit A
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

35 South St, Unit 10

1914 Beacon St, Unit 1

1914 Beacon St

1914 Beacon St, Unit 1

145 Englewood Ave, Unit 37

247 Chestnut Hill Ave

12A Sutherland Rd, Unit 2

14 Sutherland Rd

276 Chestnut Hill Ave, Unit 9

1868 Commonwealth Ave, Unit 2

27 South St, Unit #B3

37 Radnor Rd

1868 Commonwealth Ave

1868 Commonwealth Ave, Unit 5Q

126 Englewood Ave, Unit #6

1868 Commonwealth Ave, Unit A

18 Sutherland Rd, Unit 2

40 Orkney Rd, Unit 3

235 Chestnut Hill Ave, Unit 1

4 Chiswick Rd, Unit 24

4 Chiswick Rd

9 Braemore Rd, Unit 12

9 Braemore Rd, Unit 12

148 Strathmore Rd, Unit 1

6 South St, Unit uni3 2-bed 1-bath

231 Chestnut Hill Ave, Unit 3

45 Orkney Rd, Unit 1

47 Orkney Rd

229 Chestnut Hill Ave, Unit 1

2 Braemore Rd, Unit 1

41 Orkney Rd, Unit 3

43 Orkney Rd

43 Orkney Rd, Unit 4-bed 2-bath

41 Orkney Rd

1860 Commonwealth Ave

21 Sutherland Rd

21 Sutherland Rd

34 Orkney Rd

21 Sutherland Rd, Unit B

141 Chiswick Rd, Unit B
Chestnut Hill, Boston, 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 | $3,220 | $2,295 | $4,850 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,087 | $2,500 | $7,000 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,174 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,744 | $4,500 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,946 | $1,110 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $10,666 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 527 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 467 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,113 to $14,000. There are also 527 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $17,500.
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 $900 to $17,500 with an average monthly rent of $7,542.
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 $2,500 to $8,838, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,600.
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

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.

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.