$2,000 - $3,795
Total Monthly Price
Base Rent$2,000 - $3,795
Total Monthly Price$2,000 - $3,795
Studio To 4 Bedroom Condos for Rent
Available Now
Affordability
65 Chiswick Rd
BostonMA02135
Luxury Homes for Rent in the Chestnut Hill Neighborhood of Boston, MA (290 Rentals)
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.
65 Chiswick Rd
BostonMA02135
2035 Commonwealth Ave
BostonMA02135
48 Strathmore Rd, Unit 26
48 Strathmore Rd
BostonMA02135
27 South St, Unit #B3
27 South St
BostonMA02135
247 Chestnut Hill Ave
BostonMA02135
37 Radnor Rd
BostonMA02135
50 Englewood Ave, Unit 3
50 Englewood Ave
BostonMA02135
1933 Commonwealth Ave
BostonMA02135
59 Lanark Rd, Unit 12
59 Lanark Rd
BostonMA02135
2031 Commonwealth Ave, Unit 16
2031 Commonwealth Ave
BostonMA02135
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
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41 South St, Unit 6
41 South St
BostonMA02135
1999 Commonwealth Ave
BostonMA02135
1933 Commonwealth Ave, Unit 504
1933 Commonwealth Ave
BostonMA02135
1872 Commonwealth Ave, Unit A
1872 Commonwealth Ave
BostonMA02135
30 Kinross Rd, Unit 2##
30 Kinross Rd
BostonMA02135
78 Kilsyth Rd, Unit 4
78 Kilsyth Rd
BostonMA02135
1868 Commonwealth Ave, Unit 5DW
1868 Commonwealth Ave
BostonMA02135
1880 Commonwealth Ave, Unit 5
1880 Commonwealth Ave
BostonMA02135
1776 Commonwealth Ave
BostonMA02135
39 Englewood Ave, Unit 12
39 Englewood Ave
BostonMA02135
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.
79 Sutherland Rd, Unit 4
79 Sutherland Rd
BostonMA02135
2009 Commonwealth Ave, Unit 20
2009 Commonwealth Ave
BostonMA02135
276 Chestnut Hill Ave, Unit 5
276 Chestnut Hill Ave
BostonMA02135
148 Strathmore Rd, Unit 21
148 Strathmore Rd
BostonMA02135
2003 Commonwealth Ave, Unit 20
2003 Commonwealth Ave
BostonMA02135
116 Englewood Ave, Unit 4
116 Englewood Ave
BostonMA02135
7 Lothian Rd, Unit 3
7 Lothian Rd
BostonMA02135
97 Kilsyth Rd, Unit 4
97 Kilsyth Rd
BostonMA02135
39 Englewood Ave, Unit #4
39 Englewood Ave
BostonMA02135
39 South St, Unit 2
39 South St
BostonMA02135
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.
210 Chestnut Hill Ave, Unit 6
210 Chestnut Hill Ave
BostonMA02135
6 Sutherland Rd, Unit 31
6 Sutherland Rd
BostonMA02135
1999 Commonwealth Ave, Unit 7
1999 Commonwealth Ave
BostonMA02135
145 Englewood Ave, Unit 4
145 Englewood Ave
BostonMA02135
1872 Commonwealth Ave, Unit 408
1872 Commonwealth Ave
BostonMA02135
12 Chiswick Rd, Unit 1
12 Chiswick Rd
BostonMA02135
2 Sutherland Rd, Unit 3
2 Sutherland Rd
BostonMA02135
45 Englewood Ave, Unit 1
45 Englewood Ave
BostonMA02135
45 Orkney Rd
BostonMA02135
48 Englewood Ave, Unit 1
48 Englewood Ave
BostonMA02135
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.
225 Chestnut Hill Ave, Unit 1
225 Chestnut Hill Ave
BostonMA02135
48 Englewood Ave, Unit 1
48 Englewood Ave
BostonMA02135
6 Lothian Rd, Unit 3
6 Lothian Rd
BostonMA02135
7 Lothian Rd, Unit 3
7 Lothian Rd
BostonMA02135
41 Orkney Rd, Unit 3
41 Orkney Rd
BostonMA02135
53 Radnor Rd, Unit 2
53 Radnor Rd
BostonMA02135
2021 Commonwealth Ave, Unit 2
2021 Commonwealth Ave
BostonMA02135
235 Chestnut Hill Ave, Unit 1
235 Chestnut Hill Ave
BostonMA02135
37 Radnor Rd, Unit 1
37 Radnor Rd
BostonMA02135
12 Gerald Rd
BostonMA02135
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.
Showing Results 1-50, Page 1 of 6
Chestnut Hill, Boston, 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 | $3,070 | $2,300 | $4,375 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,785 | $2,800 | $6,500 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,507 | $1,280 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,929 | $5,000 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,286 | $1,050 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $10,500 | $10,000 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 290 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 218 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,350 to $10,500. There are also 379 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,050 to $12,500.
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 $1,050 to $12,500 with an average monthly rent of $3,514.
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 $2,695 to $7,790, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,500. Four Bedroom Single-Family rentals are also available starting from $1,280 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
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
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.