
Homes for Rent in the Chestnut Hill Neighborhood of Boston, MA (379 Rentals) Page 2 of 8


72 Strathmore Rd, Unit 9

48 Strathmore Rd, Unit 26

79 Sutherland Rd, Unit 4

50 Englewood Ave, Unit 3

65 Chiswick Rd

48 Englewood Ave, Unit 1

48 Englewood Ave, Unit 1

1776 Commonwealth Ave

45 Englewood Ave, Unit 1
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

39 Englewood Ave, Unit 12

39 Englewood Ave, Unit #4

21 Kinross Rd, Unit 1

116 Sutherland Rd, Unit 2

30 Kinross Rd, Unit 2##

124 Sutherland Rd, Unit 1

131 Sutherland Rd, Unit A

59 Lanark Rd, Unit 12

78 Kilsyth Rd, Unit 4

97 Kilsyth Rd, Unit 4
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

65 Chiswick Rd, Unit 7

69 Chiswick Rd, Unit 4

95 Kilsyth Rd, Unit 2

1846 Commonwealth Ave, Unit 4

35 South St, Unit 8

6 Orkney Rd, Unit 25

1961 Commonwealth Ave, Unit B1

22 Chiswick Rd, Unit 18

5 Lothian Rd, Unit 41

Total Monthly Price
93 Strathmore Rd, Unit 1
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

1778 Commonwealth Ave, Unit 1

199 Strathmore Rd, Unit 9

106 Strathmore Rd, Unit 3

Total Monthly Price
109 Strathmore Rd, Unit SI FL2-ID1564668P

Total Monthly Price
109 Strathmore Rd, Unit SI FL2-ID1564676P

Total Monthly Price
109 Strathmore Rd, Unit SI FL2-ID1564691P

Total Monthly Price
109 Strathmore Rd, Unit SI FL2-ID1564682P

115 Kilsyth Rd, Unit 3

100 Kilsyth Rd, Unit 27

100 Kilsyth Rd, Unit 26
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

100 Kilsyth Rd, Unit 21

100 Kilsyth Rd, Unit 5

1933 Commonwealth Ave, Unit 505

34 Orkney Rd, Unit 2

61 Selkirk Rd, Unit 1

61 Selkirk Rd, Unit 11

70 Strathmore Rd, Unit 11A

61 Selkirk Rd, Unit 3

28 Sidlaw Rd, Unit 6

26 Chiswick Rd, Unit 8
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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 | $3,070 | $2,300 | $4,375 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,785 | $2,800 | $6,500 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,507 | $1,280 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,929 | $5,000 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,286 | $1,050 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $10,500 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 379 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
Explore Boston
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 218 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,350 to $10,500. There are also 379 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,050 to $12,500.
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 $1,050 to $12,500 with an average monthly rent of $3,514.
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 $2,695 to $7,790, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,500. Four Bedroom Single-Family rentals are also available starting from $1,280 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

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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.

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!

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!
Articles, How-To's, and Tips

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.