209 Commonwealth Ave, Unit 1
209 Commonwealth Ave
Chestnut HillMA02467
Homes for Rent in Chestnut Hill, MA (3,786 Rentals)
2 Hammond Pond Pky, Unit 604
2 Hammond Pond Pky
Chestnut HillMA02467
194 Gerry Rd
Chestnut HillMA02467
97 Sherman Rd
Chestnut HillMA02467
79 Thornton Rd, Unit 79
79 Thornton Rd
Chestnut HillMA02467
1019 W Roxbury Pky, Unit 2
1019 W Roxbury Pky
Chestnut HillMA02467
527 Vfw Pky
Chestnut HillMA02467
14 Louise Rd, Unit m
14 Louise Rd
Chestnut HillMA02467
46 Gerry Rd
Chestnut HillMA02467
148 Independence Dr
Chestnut HillMA02467
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city
33 Gerry Rd
Chestnut HillMA02467
130 Sherman Rd, Unit 130
130 Sherman Rd
Chestnut HillMA02467
241 Gerry Rd
Chestnut HillMA02467
59 Thornton Rd
Chestnut HillMA02467
499 Vfw Pky
Chestnut HillMA02467
9 Sherman Rd
Chestnut HillMA02467
51 Algonquin Rd
Chestnut HillMA02467
120 Thornton Rd
Chestnut HillMA02467
29 Independence Dr
Chestnut HillMA02467
607 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.
26 Thornton Rd
Chestnut HillMA02467
53 Thornton Rd
Chestnut HillMA02467
81 Thornton Rd
Chestnut HillMA02467
753 Boylston St, Unit 2
753 Boylston St
Chestnut HillMA02467
51 Algonquin Rd
Chestnut HillMA02467
51 Algonquin Rd
Chestnut HillMA02467
203 Ellery Ct
Chestnut HillMA02467
23 Drew Rd
Chestnut HillMA02467
199 Boylston St, Unit 1
199 Boylston St
Chestnut HillMA02467
31 Grassmere 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.
58 Bryon Rd, Unit 1
58 Bryon Rd
Chestnut HillMA02467
70 Bryan Rd
Chestnut HillMA02467
52 Bryon Rd, Unit 3
52 Bryon Rd
Chestnut HillMA02467
15 Cottage Ct, Unit 2
15 Cottage Ct
NewtonMA02458
60 Undine Rd
BostonMA02135
71 Fairbanks St
BostonMA02135
6 Hayes Rd, Unit 24
6 Hayes Rd
BostonMA02131
4281 Washington St, Unit 4281 Washington St #4C
4281 Washington St
BostonMA02131
55 Broadlawn Park, Unit 18
55 Broadlawn Park
Boston CollegeMA02467
44 Broadlawn Park
Boston CollegeMA02467
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.
589 Vfw Pky
Boston CollegeMA02467
162 Sherman Rd
Boston CollegeMA02467
57 Broadlawn Park, Unit 16
57 Broadlawn Park
Boston CollegeMA02467
206 Sherman Rd
Boston CollegeMA02467
736 Washington St
BrooklineMA02446
208A Winthrop Rd
BrooklineMA02445
98 Westbourne Ter, Unit A
98 Westbourne Ter
BrooklineMA02446
1563 Beacon St
BrooklineMA02446
49 Boylston St, Unit #B
49 Boylston St
BrooklineMA02445
179 Harvard St, Unit 2
179 Harvard St
BrooklineMA02446
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.
Showing Results 1-50, Page 1 of 76
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 | $3,283 | $1,200 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,022 | $2,450 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,847 | $1,080 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,796 | $1,130 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,322 | $1,080 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,928 | $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
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Chestnut Hill, MA Local Guide
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
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
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Real 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.
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Quick 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.
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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 2667 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $900 to $14,300. There are also 3785 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,060 to $24,000.
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 $1,060 to $24,000 with an average monthly rent of $3,548.
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 $1,495 to $12,532, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,450 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,080 and Four Bedroom Apartments start at $1,350.
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
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
Articles, How-To's, and Tips
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
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.