
Furnished Homes for Rent in Chestnut Hill, MA (215 Rentals)
Homes for rent in Chestnut Hill, complete with furniture included - Beds, tables, chairs and more - Ready for move-in!


44 Winslow Rd

79 Chestnut St

515 Heath St

31 Westbourne Ter, Unit 3, Unit 3

151 Mason Ter, Unit 2, Unit 2

21 Regent Cir, Unit 3##, Unit 3##

99 Chestnut St, Unit #5, Unit #5

39 Cypress St, Unit #2, Unit #2

354 Tappan St, Unit 1, Unit 1
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Create a productive work-from-home apartment setup, even in a small space or studio. Discover layout ideas, desk solutions, and organization tips that actually work.

273 Mason Ter, Unit L, Unit L

143 Beaconsfield Rd, Unit 3, Unit 3

186 Naples Rd, Unit 3, Unit 3

12 Verndale St

101 Sumner Rd, Unit 1, Unit 1

55 Colborne Rd, Unit 4, Unit 4

274 Poplar St

185 Chestnut Hill Ave, Unit 6, Unit 6

29 Wachusett St, Unit 2, Unit 2

9 Everett St
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.

56 Hobson St, Unit GL, Unit GL

1933 Commonwealth Ave, Unit 47, Unit 47

3 Foster St, Unit 2, Unit 2

28 Brentwood St, Unit 14, Unit 14

56 Hobson St

90 Kilsyth Rd, Unit #43, Unit #43

22 Commonwealth Ter, Unit 1, Unit 1

16 Parkton Rd, Unit 1, Unit 1

1650 Commonwealth Ave, Unit 1, Unit 1

332 Jamaicaway, Unit 404, Unit 404
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.

2 Colliston Rd, Unit 2B, Unit 2B

99 Chestnut Hill Ave, Unit 3, Unit 3

52 Dustin St, Unit 1, Unit 1

225 Chestnut Hill Ave, Unit 3, Unit 3

310 Allston St, Unit 2, Unit 2

17 Holman St, Unit 1, Unit 1

19 Holman St, Unit 2, Unit 2

12 Bradbury St

229 Chestnut Hill Ave, Unit 1, Unit 1

14 Bradbury St
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.

17 Holman St, Unit 1, Unit 1

18 Holton St

Total Monthly Price
1284 Beacon St, Unit PL FL8-ID482

Total Monthly Price
175 Freeman St, Unit GO ID1240326P

RoostUp Furnished Private Bedroom in Jamaica Plain

Total Monthly Price
38 Hichborn St, Unit GO ID1319723P

Total Monthly Price
181 Washington St, Unit GO FL4-ID1188

RoostUp Furnished Private Bedroom in Jamaica Plain

RoostUp Furnished Private Bedroom in Jamaica Plain

Furnished Bedroom in Jamaica Plain
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, 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 | $3,233 | $1,430 | $9,999 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,025 | $1,100 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,698 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,829 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,637 | $875 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,256 | $925 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Chestnut Hill, MA Local Guide
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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleBoston 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 ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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 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 4423 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,000. There are also 5427 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 to $30,000.
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 $675 to $30,000 with an average monthly rent of $4,852.
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 $1,295 to $15,030, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $30,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,295.
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.