
5 Bedroom Homes for Rent in Chestnut Hill, MA (241 Rentals)


20 Manet Rd, Unit 1

28 Manet Rd, Unit 1

71 Fairbanks St

785 Washington St, Unit 2

94 Winchester St

31 Justin Rd, Unit 2B

31 Justin Rd, Unit 2

785 Washington St, Unit 1

140 Brooks St, Unit 2
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34 Raymond St, Unit 34A

25 Linden St, Unit 1

140 Brooks St, Unit 2

140 Brooks St, Unit 2

16 Alcott St, Unit 2

35 Long Ave, Unit 2

23 Aldie St, Unit 1

23 Aldie St, Unit 1

6 Colliston Rd, Unit 2

32 Channing St
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48 Allston St, Unit 2

39 Falkland St, Unit 2

119 Glenville Ave, Unit 1

45 Orkney Rd, Unit 3

66 Litchfield St, Unit 1

7 Linden St, Unit 1

159 Parsons St, Unit 2

34 Raymond St, Unit 34

34 Raymond St, Unit 3

21 Bennett St, Unit 1
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74 Brooks St, Unit 2

132 Chiswick Rd, Unit 2

10 Glenville Ave, Unit 3

40 Orchard Rd, Unit 2

40 Orchard Rd, Unit 2

46 Ashford St, Unit 2

127 Glenville Ave, Unit 1

8 Glenville Ave, Unit 5

26 Ashford St, Unit 2

42 Gerrish St, Unit 1
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62 Ridgemont St, Unit 1A

17 Imrie Rd, Unit 2

16 Priscilla Rd, Unit 2

94 Winchester St, Unit T-1

45 Falkland St, Unit 2

29 Raymond St, Unit 2

41 Ashford St, Unit 1

28 Linden St, Unit 5-bed 2-bath Linden

7 Justin Rd, Unit 5-bed 2-bath BRIGHTON

14 Quint Ave, Unit ##
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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 | $3,195 | $1,160 | $9,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,959 | $1,050 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,499 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,634 | $750 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,650 | $925 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,310 | $900 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Chestnut Hill, MA Local Guide
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Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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 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 3969 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3382 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $750 to $22,000.
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 $750 to $22,000 with an average monthly rent of $4,752.
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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,050 to $22,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,068.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.