73 Leicester St, Unit 2, Unit 2
73 Leicester St
BostonMA02135
5 Bedroom Homes for Rent in Chestnut Hill, MA (373 Rentals) Page 2 of 8
41 Pratt St, Unit 2, Unit 2
41 Pratt St
BostonMA02134
17 Mackin St
BostonMA02135
6 Lothian Rd
BostonMA02135
115 Glenville Ave, Unit 1, Unit 1
115 Glenville Ave
BostonMA02134
49 Breck Ave
BostonMA02135
49 Breck Ave
BostonMA02135
724 Washington St, Unit 2, Unit 2
724 Washington St
BrooklineMA02445
9 Shannon St, Unit 2, Unit 2
9 Shannon St
BostonMA02135
75 Leicester St, Unit 2, Unit 2
75 Leicester St
BostonMA02135
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
1522 Commonwealth Ave
BostonMA02135
30 Linden St
BostonMA02134
64-66 Litchfield St, Unit 1, Unit 1
64-66 Litchfield St
BostonMA02135
133 Glenville Ave, Unit 1, Unit 1
133 Glenville Ave
BostonMA02134
24 Farrington Ave, Unit 1, Unit 1
24 Farrington Ave
BostonMA02134
47 Orkney Rd
BostonMA02135
70 Larch St
BostonMA02135
1706 Commonwealth Ave, Unit 1, Unit 1
1706 Commonwealth Ave
BostonMA02135
1789 Commonwealth Ave, Unit 1, Unit 1
1789 Commonwealth Ave
BostonMA02135
414 Western Ave, Unit 0, Unit 0
414 Western Ave
BostonMA02135
27 Bennett St
BostonMA02135
48 Pratt St
BostonMA02134
32 Chester St, Unit 2, Unit 2
32 Chester St
BostonMA02134
29 Montcalm Ave
BostonMA02135
11 Bagnal St
BostonMA02134
157 Everett St
BostonMA02134
104 Warren St, Unit 4, Unit 4
104 Warren St
BostonMA02135
64 Litchfield St, Unit 2, Unit 2
64 Litchfield St
BostonMA02135
55 Glenville Ave, Unit 1, Unit 1
55 Glenville Ave
BostonMA02134
17 Holman St
BostonMA02134
5 Murdock Ter, Unit Single Family, Unit Single Family
5 Murdock Ter
BostonMA02135
5 Murdock Ter
BostonMA02135
14 Quint Ave
BostonMA02134
34 Raymond St
BostonMA02134
36 Raymond St
BostonMA02134
58 Ridgemont St, Unit 2, Unit 2
58 Ridgemont St
BostonMA02135
64-66 Litchfield St
BostonMA02135
119 Lanark Rd
BostonMA02135
38 Pomeroy St
BostonMA02134
129 Sutherland
BostonMA02135
73 Leicester St
BostonMA02135
201 Harvard Ave
BostonMA02134
134 Parsons St, Unit 1, Unit 1
134 Parsons St
BostonMA02135
16 Foster St
BostonMA02135
17 Bennett St
BostonMA02135
42 Brainerd Rd, Unit 1, Unit 1
42 Brainerd Rd
BostonMA02134
19 Bennett St, Unit 1, Unit 1
19 Bennett St
BostonMA02135
42 Brainerd Rd, Unit 2, Unit 2
42 Brainerd Rd
BostonMA02134
42 Brainerd Rd, Unit 2, Unit 2
42 Brainerd Rd
BostonMA02134
78 Linden St, Unit 1, Unit 1
78 Linden St
BostonMA02134
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 | $3,237 | $1,330 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,034 | $1,100 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,628 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,749 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,638 | $850 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,227 | $925 | $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
Explore Chestnut Hill
Let everyone know!
Do you know the Chestnut Hill area?
If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 4595 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,754. There are also 5113 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 to $38,000.
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 $675 to $38,000 with an average monthly rent of $8,501.
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 $1,295 to $17,754, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $30,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,295.
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
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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
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
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.