2 Hammond Pond Pky, Unit 604
2 Hammond Pond Pky
Chestnut HillMA02467
Luxury Homes for Rent in Chestnut Hill, MA (3,418 Rentals)
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
3 Gerry Rd
Chestnut HillMA02467
194 Gerry Rd
Chestnut HillMA02467
97 Sherman Rd
Chestnut HillMA02467
79 Thornton Rd, Unit 79
79 Thornton Rd
Chestnut HillMA02467
151 Gerry Rd
Chestnut HillMA02467
6 Gerry Rd
Chestnut HillMA02467
17 Sherman Rd
Chestnut HillMA02467
101 Independence Dr, Unit 1
101 Independence Dr
Chestnut HillMA02467
10 Gerry Rd
Chestnut HillMA02467
Cash 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.
4 Gerry Rd
Chestnut HillMA02467
1019 W Roxbury Pky, Unit 2
1019 W Roxbury Pky
Chestnut HillMA02467
231 Gerry Rd
Chestnut HillMA02467
59 Thornton Rd
Chestnut HillMA02467
130 Sherman Rd, Unit 130
130 Sherman Rd
Chestnut HillMA02467
527 Vfw Pky
Chestnut HillMA02467
46 Gerry Rd
Chestnut HillMA02467
33 Gerry Rd
Chestnut HillMA02467
35 Commonwealth Ave, Unit U201-1-bed
35 Commonwealth Ave
Chestnut HillMA02467
25 Crosby Rd
Chestnut HillMA02467
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.
475 Vfw Pky, Unit 2
475 Vfw Pky
Chestnut HillMA02467
178 Thornton Rd
Chestnut HillMA02467
12 Louise Rd
Chestnut HillMA02467
136 Middlesex Rd, Unit 2
136 Middlesex Rd
Chestnut HillMA02467
14 Louise Rd, Unit 1
14 Louise Rd
Chestnut HillMA02467
148 Independence Dr
Chestnut HillMA02467
9 Sherman Rd, Unit 1
9 Sherman Rd
Chestnut HillMA02467
37 Sherman Rd, Unit 2-bed 1.5 bath S.Brooklin
37 Sherman Rd
Chestnut HillMA02467
241 Gerry Rd
Chestnut HillMA02467
499 Vfw Pky
Chestnut HillMA02467
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
51 Algonquin Rd
Chestnut HillMA02467
9 Sherman Rd
Chestnut HillMA02467
120 Thornton Rd
Chestnut HillMA02467
29 Independence Dr
Chestnut HillMA02467
607 Vfw Pky
Chestnut HillMA02467
26 Thornton Rd
Chestnut HillMA02467
53 Thornton Rd
Chestnut HillMA02467
81 Thornton Rd
Chestnut HillMA02467
51 Algonquin Rd
Chestnut HillMA02467
51 Algonquin Rd
Chestnut HillMA02467
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.
753 Boylston St, Unit 2
753 Boylston St
Chestnut HillMA02467
250 Hammond Pond Pky, Unit 1203N
250 Hammond Pond Pky
Chestnut HillMA02467
1 Sherman Rd
Chestnut HillMA02467
28 Manet Rd
Chestnut HillMA02467
49 Hackensack Rd, Unit 1
49 Hackensack Rd
Chestnut HillMA02467
203 Ellery Ct
Chestnut HillMA02467
23 Drew Rd
Chestnut HillMA02467
47 Algonquin Rd
Chestnut HillMA02467
199 Boylston St, Unit 1
199 Boylston St
Chestnut HillMA02467
31 Grassmere Rd
Chestnut HillMA02467
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.
Showing Results 1-50, Page 1 of 69
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 | $3,286 | $1,350 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,096 | $1,310 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,730 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,775 | $1,060 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,199 | $1,025 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,443 | $1,060 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Chestnut Hill, MA Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 Article
Top 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.
Let everyone know!
Do you know the Chestnut Hill area?
If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
Write a Review
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 3466 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $960 to $14,300. There are also 4368 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $950 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 $950 to $26,000 with an average monthly rent of $4,720.
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 $1,350 to $13,207, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,310 to $12,600. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,125.
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 Expert's 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
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
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.