
2 Bedroom Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (166 Rentals)


21 Sutherland Rd

21 Sutherland Rd

1872 Commonwealth Ave, Unit 3, Unit 3

7 Lothian Rd, Unit 1, Unit 1

2 Sutherland Rd

36 Orkney Rd, Unit B, Unit B

9 Braemore Rd, Unit 1A, Unit 1A

69 Strathmore Rd, Unit 4, Unit 4

7 Lothian Rd
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

34 Orkney Rd

59 Lanark Rd, Unit 2, Unit 2

2 Sutherland Rd

2012 Commonwealth Ave, Unit BE, Unit BE

63 Selkirk Rd

1880 Commonwealth Ave, Unit 12, Unit 12

1872 Commonwealth Ave

1868 Commonwealth Ave, Unit 5, Unit 5

15 Colliston Rd, Unit #7, Unit #7

63 Selkirk Rd
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.

8 Selkirk Rd

39 Englewood Ave, Unit 12, Unit 12

2001 Commonwealth Ave, Unit 16, Unit 16

79 Sutherland Rd, Unit 4, Unit 4

46 Chiswick Rd

2009 Commonwealth Ave, Unit 20, Unit 20

1950 Beacon St, Unit 1, Unit 1

1999 Commonwealth Ave, Unit 4, Unit 4

1880 Commonwealth Ave, Unit 5, Unit 5

21 Sutherland Rd, Unit B, Unit B
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.

123 Sutherland Rd, Unit A, Unit A

1933 Commonwealth Ave

130 Englewood Ave, Unit 4, Unit 4

26 Chiswick Rd, Unit 13, Unit 13

26 Chiswick Rd, Unit 13, Unit 13

72 Strathmore Rd, Unit 2B, Unit 2B

1868 Commonwealth Ave, Unit 5Q, Unit 5Q

48 Englewood Ave, Unit #2, Unit #2

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

370 Chestnut Hill Ave, Unit 35, Unit 35
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.

10 Selkirk Rd, Unit 1, Unit 1

39 South St

78 Kilsyth Rd, Unit 4, Unit 4

131 Sutherland Rd, Unit 2, Unit 2

1933 Commonwealth Ave

1999 Commonwealth Ave

37 Radnor Rd

47 Englewood Ave, Unit 6, Unit 6

42 Englewood Ave

1945 Commonwealth Ave, Unit 13C, Unit 13C
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $3,244 | $2,225 | $4,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,126 | $2,500 | $7,000 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,400 | $1,175 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,618 | $4,500 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,682 | $1,180 | $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 166 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 457 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,000. There are also 605 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,175 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 $1,175 to $17,500 with an average monthly rent of $6,808.
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 $9,102, 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 $1,175 and Four Bedroom Apartments start at $3,500.
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

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.

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.