
4 Bedroom Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (94 Rentals)


12A Sutherland Rd, Unit 2, Unit 2

41 Orkney Rd, Unit 3, Unit 3

18 Sutherland Rd, Unit 2, Unit 2

97 Kilsyth Rd

97 Kilsyth Rd, Unit 3, Unit 3

8 Selkirk Rd, Unit 3, Unit 3

99 Kilsyth Rd

97 Kilsyth Rd, Unit 4, Unit 4

27 Orkney Rd
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61 Strathmore Rd, Unit 1, Unit 1

43 Orkney Rd

34 Orkney Rd, Unit 1, Unit 1

14 Sutherland Rd

43 Orkney Rd, Unit 4-bed 2-bath, Unit 4-bed 2-bath

7 Kilsyth Ter

27 Orkney Rd

6 Lothian Rd

47 Orkney Rd

225 Chestnut Hill Ave, Unit 3, Unit 3
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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.

41 Orkney Rd, Unit 3, Unit 3

41 Orkney Rd, Unit 3, Unit 3

41 Orkney Rd

48 Englewood Ave, Unit U3 4-bed Brighton, Unit U3 4-bed Brighton

48 Englewood Ave, Unit 2, Unit 2

229 Chestnut Hill Ave, Unit 1, Unit 1

9 Radnor Rd, Unit 1, Unit 1

235 Chestnut Hill Ave, Unit 1, Unit 1

235 Chestnut Hill Ave, Unit 1, Unit 1

41 Orkney Rd, Unit 3
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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.

97 Kilsyth Rd, Unit 3

15 Radnor Rd, Unit 1

41 Orkney Rd, Unit 2

1778 Commonwealth Ave, Unit 3

97 Kilsyth Rd, Unit 3

140 Commonwealth Ave, Unit 1O1

48 Englewood Ave, Unit 1

41 Orkney Rd, Unit 3

Room in Shared 4 bed/2 bath home, Unit 1C

14 Sutherland Rd, Unit 1
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15 Radnor Rd, Unit 1

235 Chestnut Hill Ave, Unit 1

1778 Commonwealth Ave, Unit 3

Room in Shared 4 bed/2 bath home, Unit A

233 Cummings Rd

2 Colliston Rd

148 Strathmore Rd

8 Selkirk Rd

8 Lothian Rd

6 Strathmore Rd
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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 94 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 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.