
Luxury Condos for Rent in Chestnut Hill, MA (1,855 Rentals)
The most luxurious Condos in Chestnut Hill with high-end amenities, features, and finishes.


52 Bryon Rd, Unit 3

14 Louise Rd, Unit 1

753 Boylston St, Unit 2

199 Boylston St, Unit 1

1872 Commonwealth Ave

1762 Commonwealth Ave

20 Chester St

1330 Commonwealth Ave

90 Brainerd Rd
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.

1408 Commonwealth Ave

65 Chiswick Rd

7 Lothian Rd

1999 Commonwealth Ave

208A Winthrop Rd

736 Washington St

26 Chiswick Rd

99 Chestnut Hill Ave

1637 Commonwealth Ave

1982 Commonwealth Ave
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.

247 Chestnut Hill Ave

66 Murdock St

1330 Commonwealth Ave

85 Wallingford Rd

116 Sutherland Rd

672 Washington St

2018 Commonwealth Ave, Unit 45

86 Cypress St

1607 Commonwealth Ave, Unit 14

120 Brainerd Rd, Unit 18
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520 Cambridge St, Unit 5A

48 Strathmore Rd, Unit 26

41 Westgate Rd

34 Gardner St, Unit 5

1560 Commonwealth Ave, Unit 8

185 Chestnut Hill Ave, Unit 6

16 Mount Calvary Rd, Unit #1

17 Glencoe St

61 S Hobart St, Unit 1

28 Litchfield St
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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.

1560 Commonwealth Ave, Unit 1

126 Brainerd Rd

65 Catherine St, Unit 65

12 Commonwealth Ct, Unit 9

64 Brighton Ave, Unit 309

1560 Commonwealth Ave

459 Cambridge St

127 Washington St, Unit 51

117 Lanark Rd

164 Strathmore Rd, Unit 25
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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.
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 Condos for Rent | $3,276 | $1,200 | $10,000+ |
| Chestnut Hill 3 Bedroom Condos for Rent | $3,933 | $1,380 | $7,750 |
| Chestnut Hill 4 Bedroom Condos for Rent | $4,489 | $1,080 | $10,000+ |
| Chestnut Hill 5 Bedroom Condos for Rent | $5,293 | $975 | $8,500 |
| Chestnut Hill 6 Bedroom Condos for Rent | $4,267 | $975 | $10,000+ |
| Chestnut Hill 7 Bedroom Condos for Rent | $2,858 | $1,025 | $8,000 |
| Chestnut Hill 8 Bedroom Condos for Rent | $12,466 | $10,000 | $10,000+ |
| Chestnut Hill 9 Bedroom Condos for Rent | $1,130 | $1,075 | $1,230 |
Browse Top Condos 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 2805 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $960 to $20,583. There are also 3896 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $975 to $16,500.
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 $16,500 with an average monthly rent of $4,249.
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 $12,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,380 to $7,750. 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

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!

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.