
Cheap Homes for Rent in the Chestnut Hill Neighborhood of Boston, MA from $1,000 (117 Rentals)
Search the lowest-cost Homes available for rent right now in the Chestnut Hill area of Boston.


43 Orkney Rd

Room in Shared 6 bed/2 bath home in Brighton, Unit 2C

22 Chiswick Rd, Unit 17

114 Strathmore Rd, Unit Bright 482sq.ft. studio

2001 Commonwealth Ave, Unit 12

2001 Commonwealth Ave, Unit 12

70 Strathmore Rd, Unit 11

1872 Commonwealth Ave

46 Chiswick 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.

90 Chiswick Rd, Unit 0

1957 Commonwealth Ave, Unit B3

8 Chiswick Rd

42 Strathmore Rd, Unit 4A

48 Strathmore Rd

2018 Commonwealth Ave, Unit 9

70 Strathmore Rd, Unit 11A

70 Strathmore Rd, Unit 11A

70 Strathmore Rd, Unit 11A

70 Strathmore Rd, Unit 11A
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

2018 Commonwealth Ave, Unit 9

7 Lothian Rd

52 Strathmore Rd

4 Chiswick Rd

65 Chiswick Rd

1840 Commonwealth Ave

32 Sidlaw Rd

2045 Commonwealth Ave, Unit 1

2035 Commonwealth Ave

1999 Commonwealth Ave
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.

42 Strathmore Rd, Unit 34A

199 Strathmore Rd, Unit 9

201 Strathmore Rd

2001 Commonwealth Ave

2018 Commonwealth Ave, Unit 23

124 Sutherland Rd, Unit 1

2018 Commonwealth Ave, Unit 23

1997 Commonwealth Ave, Unit 1

2018 Commonwealth Ave, Unit 7

35 Chiswick Rd, Unit 5
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Get a local expert's guide to Boston's top 5 short-term rental neighborhoods. Essential tips on Fenway, Beacon Hill, Seaport, and Allston/Brighton.

141 Englewood Ave

10 Lothian Rd, Unit 14

12 Kilsyth Terrace, Unit 11

10 Lothian Rd, Unit 14

12 Kilsyth Terrace

216 Chestnut Hill Ave

208 Chestnut Hill Ave

10 Lothian Rd, Unit 16

383 Langley Rd, Unit apt 5 a

4 Ayr Rd, Unit 42A
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.
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 | $3,086 | $2,250 | $6,000 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,782 | $2,475 | $6,900 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,323 | $1,200 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,681 | $4,700 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,455 | $975 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $10,500 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 117 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
Explore Boston
Cheapest Available Chestnut Hill Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 286 & 288 Chestnut Hill Avenue | Studio | Studio,1BA | $2,100 |
Best Value Apartments for Rent in Chestnut Hill, MA
As of July 26, 2026 the best value apartment in the Chestnut Hill area is the $0.18 price per square foot 70 Strathmore Rd Model at 70 Strathmore Rd, Unit 11A in the in the Chestnut Hill neighborhood starting from $1,795. The second greatest value Chestnut Hill apartment is the 193 Strathmore Rd Model at 193 Strathmore Rd, Unit 10 starting at $2,000 with a $0.20 price per square foot in the Chestnut Hill neighborhood. Here is today’s list of the best values for Chestnut Hill apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 70 Strathmore Rd, Unit 11A | 70 Strathmore Rd | Studio ,1BA | $0.18 |
| 193 Strathmore Rd, Unit 10 | 193 Strathmore Rd | 1BR,1BA | $0.20 |
| 2 Chestnut Hill Ave, Unit 4 | 2 Chestnut Hill Ave | Studio ,1BA | $0.20 |
| 77 Chiswick Rd, Unit 2 | 77 Chiswick Rd | 1BR,1BA | $0.21 |
| 132 Sutherland Rd, Unit A | 132 Sutherland Rd | 1BR,1BA | $0.21 |
| 7 Lothian Rd, Unit 3 | 7 Lothian Rd | 1BR,1BA | $0.22 |
| 258 Chestnut Hill Ave, Unit 1 | 258 Chestnut Hill Ave | Studio ,1BA | $0.22 |
| 198 Strathmore Rd, Unit 3 | 198 Strathmore Rd | 1BR,1BA | $0.23 |
| 629 Chestnut Hill Ave, Unit 1 | 629 Chestnut Hill Ave | 2BR,1BA | $0.24 |
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.24 |
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 298 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,200 to $12,500. There are also 506 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $975 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 $975 to $22,000 with an average monthly rent of $6,949.
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 $2,200 to $8,033, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,475 to $6,900. Four Bedroom Single-Family rentals are also available starting from $1,200 and Four Bedroom Apartments start at $1,400.
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

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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.