
5 Bedroom Homes for Rent in Chestnut Hill, MA (241 Rentals) Page 2 of 5


9 Shannon St, Unit 2

724 Washington St, Unit 2

34 Justin Rd, Unit 2

131 Glenville Ave

49 Breck Ave

41 Pratt St, Unit 2

40 Brainerd Rd, Unit 2

17 Mackin St

49 Breck Ave
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

24 Farrington Ave, Unit 1

133 Glenville Ave, Unit 1

47 Orkney Rd, Unit 2

135 Glenville Ave

30 Linden St

64-66 Litchfield St, Unit 1

64-66 Litchfield St, Unit 1

1522 Commonwealth Ave

75 Leicester St, Unit 2

56 Cummings Rd, Unit 3
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

11 Henshaw St, Unit 1

11 Henshaw St, Unit 1

51 Mason Ter, Unit 51

48 Pratt St

27 Bennett St

19 Farrington Ave, Unit 1

32 Chester St, Unit 2

29 Montcalm Ave

5 Murdock Ter

104 Warren St, Unit 4

55 Glenville Ave, Unit 1

5 Murdock Ter, Unit Single Family

12 Lincoln Rd, Unit 14

64 Litchfield St, Unit 2

28 Linden St, Unit 2

58 Ridgemont St, Unit 2

14 Quint Ave, Unit 14

14 Quint Ave

36 Raymond St

34 Raymond St

19 Bennett St, Unit 1

17 Bennett St

134 Parsons St, Unit 1

42 Brainerd Rd, Unit 2

42 Brainerd Rd, Unit 2

42 Brainerd Rd, Unit 2

16 Foster St

42 Brainerd Rd, Unit 1

78 Linden St

78 Linden St, Unit 1
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 | $3,193 | $1,160 | $9,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,962 | $1,050 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,524 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,642 | $750 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,621 | $925 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,310 | $900 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 3979 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3358 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 $4,755.
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.