
4 Bedroom Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (74 Rentals)


Total Monthly Price
104 Strathmore Rd, Unit 104-2

Total Monthly Price
36 Cummings Rd, Unit 9

Total Monthly Price
1778 Commonwealth Ave

Total Monthly Price
41 Orkney Rd, Unit 41-3

Total Monthly Price
6 Colliston Rd

Total Monthly Price
53 Strathmore Rd, Unit 3

Total Monthly Price
43 Orkney Rd

Total Monthly Price
148 Strathmore Rd, Unit 1

Total Monthly Price
21 Radnor Rd
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

Total Monthly Price
41 Orkney Rd, Unit 41 Orkney Road

Total Monthly Price
29 Sutherland Rd, Unit #A

Total Monthly Price
8 Selkirk Rd, Unit 8

Total Monthly Price
237 Chestnut Hill Ave, Unit 1

Total Monthly Price
229 Chestnut Hill Ave, Unit 1

Total Monthly Price
41 Orkney Rd, Unit 2

Total Monthly Price
229 Chestnut Hill Ave, Unit 229 Chestnut Hill Ave

Total Monthly Price
41 Orkney Rd, Unit 3A

Total Monthly Price
41 Orkney Rd, Unit 3

Total Monthly Price
229 Chestnut Hill Ave, Unit 1
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.

Total Monthly Price
235 Chestnut Hill Ave, Unit 1

Total Monthly Price
97 Kilsyth Rd

Total Monthly Price
48 Englewood Ave, Unit 1

Total Monthly Price
97 Kilsyth Rd, Unit 3

Total Monthly Price
292 Foster St, Unit 44

Total Monthly Price
90 Kilsyth Rd

Total Monthly Price
235 Chestnut Hill Ave, Unit 1

Total Monthly Price
187 Strathmore Rd

Total Monthly Price
97 Kilsyth Rd

Total Monthly Price
43 Orkney Rd, Unit 1
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

Total Monthly Price
99 Kilsyth Rd, Unit 3

Total Monthly Price
99 Kilsyth Rd, Unit 3

Total Monthly Price
59 Strathmore Rd, Unit 3

Total Monthly Price
48 Englewood Ave, Unit 2

Total Monthly Price
59 Strathmore Rd

Total Monthly Price
15 Radnor Rd

41 Orkney Rd, Unit 3

15 Radnor Rd, Unit 1

41 Orkney Rd, Unit 2

1778 Commonwealth Ave, Unit 3
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

57 Strathmore Rd

12 Braemore Rd

59 Strathmore Rd

48 Englewood Ave

20 South St

12 South St

235-237 Chestnut Hill Ave

66 Englewood Ave

44 Orkney Rd

Total Monthly Price
7 Strathmore Rd, Unit 3
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
Chestnut Hill, Boston, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments | $2,379 | $1,850 | $4,950 |
| Chestnut Hill 1 Bedroom Apartments | $2,623 | $1,200 | $5,293 |
| Chestnut Hill 2 Bedroom Apartments | $3,332 | $1,950 | $6,205 |
| Chestnut Hill 3 Bedroom Apartments | $4,242 | $2,500 | $8,030 |
Chestnut Hill 4 Bedroom Apartments | $5,223 | $1,050 | $9,600 |
| Chestnut Hill 5 Bedroom Apartments | $5,992 | $3,195 | $7,950 |
Browse Apartments in this Neighborhood
There are currently 74 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
See all Apartments in BostonExplore Boston
Largest Available Chestnut Hill 4 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 35 Orkney Rd | 4 beds, 2 baths | 800 Sq Ft | $3,000 |
Cheapest Available Chestnut Hill 4 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| 35 Orkney Rd | 4 beds, 2 baths | $3,000 |
Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 56 Studio Apartments in Chestnut Hill with rent ranges from $1,850 to $4,950 with an average price of $2,379.
What is the current price range for One Bedroom Chestnut Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $1,200 to $5,293 with an average monthly rent of $2,623.
What does renting a Two Bedroom Apartment in Chestnut Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $1,950 to $6,205. Today's average rental price for Two Bedrooms here is $3,332.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 85 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $8,030 - averaging $4,242 for the location.
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 I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.