194 Gerry Rd
Chestnut HillMA02467
Pet Friendly Homes for Rent in Chestnut Hill, MA (1,184 Rentals)
Homes for rent in Chestnut Hill that love your dogs or cats as much as you do!
97 Sherman Rd
Chestnut HillMA02467
79 Thornton Rd, Unit 79
79 Thornton Rd
Chestnut HillMA02467
527 Vfw Pky
Chestnut HillMA02467
753 Boylston St, Unit 2
753 Boylston St
Chestnut HillMA02467
46 Gerry Rd
Chestnut HillMA02467
148 Independence Dr
Chestnut HillMA02467
33 Gerry Rd
Chestnut HillMA02467
130 Sherman Rd, Unit 130
130 Sherman Rd
Chestnut HillMA02467
59 Thornton Rd
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
241 Gerry Rd
Chestnut HillMA02467
499 Vfw Pky
Chestnut HillMA02467
120 Thornton Rd
Chestnut HillMA02467
607 Vfw Pky
Chestnut HillMA02467
29 Independence Dr
Chestnut HillMA02467
203 Ellery Ct
Chestnut HillMA02467
307 Tappan St, Unit 3
307 Tappan St
BrooklineMA02445
1641 Commonwealth Ave, Unit 6
1641 Commonwealth Ave
BostonMA02135
150 Kenrick St, Unit 4
150 Kenrick St
BostonMA02135
55 Broadlawn Park, Unit 18
55 Broadlawn Park
Boston CollegeMA02467
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.
44 Broadlawn Park
Boston CollegeMA02467
589 Vfw Pky
Boston CollegeMA02467
162 Sherman Rd
Boston CollegeMA02467
206 Sherman Rd
Boston CollegeMA02467
11 Englewood Ave
BrooklineMA02445
208A Winthrop Rd
BrooklineMA02445
98 Westbourne Ter, Unit A
98 Westbourne Ter
BrooklineMA02446
1563 Beacon St
BrooklineMA02446
1867 Beacon St, Unit 1-bed 1 bath U5 Brookline
1867 Beacon St
BrooklineMA02445
1243 Beacon St, Unit 2D
1243 Beacon St
BrooklineMA02446
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.
36 High St, Unit 3
36 High St
BrooklineMA02445
50 Babcock St, Unit 7
50 Babcock St
BrooklineMA02446
50 Babcock St, Unit 8
50 Babcock St
BrooklineMA02446
1496 Beacon St, Unit 14
1496 Beacon St
BrooklineMA02446
1475 Beacon St, Unit 14
1475 Beacon St
BrooklineMA02446
50 Babcock St, Unit 8
50 Babcock St
BrooklineMA02446
50 Babcock St, Unit 7
50 Babcock St
BrooklineMA02446
50 Babcock St, Unit 7
50 Babcock St
BrooklineMA02446
35 Park St, Unit 2
35 Park St
BrooklineMA02446
22 Chestnut Pl, Unit 1-bed 1-bath Brookline
22 Chestnut Pl
BrooklineMA02445
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.
1768 Beacon St
BrooklineMA02445
21 Westbourne Ter, Unit 6
21 Westbourne Ter
BrooklineMA02446
187 Winthrop Rd, Unit 31
187 Winthrop Rd
BrooklineMA02445
18 Juniper St, Unit 49
18 Juniper St
BrooklineMA02445
306 Tappan St
BrooklineMA02445
21 Gibbs St, Unit 1
21 Gibbs St
BrooklineMA02446
10 Upland Rd
BrooklineMA02445
12 Alton Pl, Unit 2
12 Alton Pl
BrooklineMA02446
14 Alton Pl, Unit 3
14 Alton Pl
BrooklineMA02446
111 Babcock St, Unit 28
111 Babcock 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 24
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 | $3,265 | $2,000 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,091 | $900 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,083 | $1,110 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,050 | $1,280 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,542 | $1,100 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,906 | $1,110 | $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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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 Article
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.
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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 2445 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4311 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $99,999.
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 $900 to $99,999 with an average monthly rent of $3,583.
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 $1,033 to $12,535, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $99,999. Four Bedroom Single-Family rentals are also available starting from $1,110 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
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
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.