
4 Bedroom Homes for Rent in Chestnut Hill, MA (793 Rentals)


22 Broadlawn Park, Unit 24

28 Manet Rd

22 Broadlawn Park, Unit 2

47 Algonquin Rd

25 Crosby Rd

199 Boylston St, Unit 1

31 Grassmere Rd

124 Rangeley Rd

124 Rangeley Rd, Unit 1
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.

571 Cambridge St

573 Cambridge Street

132 Glenville Ave, Unit 1

10 Smythe St

29 Mt Vernon St, Unit 2A

16 Dighton St, Unit B

7 Winship St, Unit 2

21 Peabody St, Unit 1

132 Glenville Ave

4442 Washington St, Unit #3
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.

348 Faneuil St

1657 Commonwealth Ave, Unit 5

100 Colborne Rd

25 Chester St, Unit #3

1468 Commonwealth Ave, Unit 2

38 Newton St, Unit 2

11 Scottfield Rd

24 Everett St

35 Waverly St, Unit 2

40 Weld Hill St
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

38 Newton St

1680 Commonwealth Ave, Unit 3

38 Newton St, Unit 2

35 Waverly St, Unit 2

21 Lothrop St, Unit 2

27 Lothrop St

25 Mount Hood Rd

1762 Commonwealth Ave

35 Long Ave

71-73 Chestnut Hill Ave, Unit 2
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.

30 Glenville Ave, Unit 3

6 Shepard St

74 Hano St, Unit 74

27 Bostonia Ave

44 Newcastle Rd

1404 Commonwealth Ave

96 Chestnut Hill Ave, Unit 73

66 Parsons St, Unit 1

59 Linden St

53 Dunboy St, Unit 2
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, 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 | $3,302 | $1,380 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,107 | $1,410 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,706 | $1,000 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,513 | $1,000 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,332 | $975 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,138 | $1,075 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Chestnut Hill, MA Local Guide
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Boston Neighborhood Guide: Living Near UMass, MGH, and 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.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 3659 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,000. There are also 4449 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $975 to $26,000.
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 $975 to $26,000 with an average monthly rent of $4,540.
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 $1,400 to $13,207, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,410 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,000 and Four Bedroom Apartments start at $1,050.
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.