Cheap Homes for Rent in Chestnut Hill Neighborhood of Boston, MA from $900 (71 Rentals)

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Search the lowest-cost Homes available for rent right now in the Chestnut Hill area of Boston.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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property at 100 Lanark Rd

100 Lanark Rd, Unit A B

100 Lanark Rd
BostonMA02135
property at 163 Strathmore Rd

163 Strathmore Rd, Unit 1

163 Strathmore Rd
BostonMA02135
property at 11 Englewood Ave

11 Englewood Ave, Unit 5

11 Englewood Ave
BrooklineMA02445
property at 46 Chiswick Rd

46 Chiswick Rd, Unit 4

46 Chiswick Rd
BostonMA02135

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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property at 46 Chiswick Rd

46 Chiswick Rd, Unit 0

46 Chiswick Rd
BostonMA02135
property at 22 Chiswick Rd

22 Chiswick Rd, Unit 5

22 Chiswick Rd
BostonMA02135
property at 70 Strathmore Rd

70 Strathmore Rd, Unit 11A

70 Strathmore Rd
BostonMA02135
property at 70 Strathmore Rd

70 Strathmore Rd, Unit 11A

70 Strathmore Rd
BostonMA02135
property at 187 Strathmore Rd

187 Strathmore Rd, Unit 4

187 Strathmore Rd
BostonMA02135
property at 72 Strathmore Rd

72 Strathmore Rd

BostonMA02135
property at 124 Sutherland Rd

124 Sutherland Rd, Unit 1

124 Sutherland Rd
BostonMA02135
property at 141 Englewood Ave

141 Englewood Ave, Unit 2

141 Englewood Ave
BostonMA02135
property at 4 Chiswick Rd

4 Chiswick Rd, Unit 24

4 Chiswick Rd
BostonMA02135

Explore Like a Local: The Insider's Guide to Boston

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

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property at 21 Sutherland Rd

21 Sutherland Rd, Unit 17

21 Sutherland Rd
BostonMA02135
property at 8 Chiswick Rd

8 Chiswick Rd, Unit 29

8 Chiswick Rd
BostonMA02135
property at 65 Chiswick Rd

65 Chiswick Rd, Unit F-2

65 Chiswick Rd
BostonMA02135
property at 46 Chiswick Rd

46 Chiswick Rd, Unit 1

46 Chiswick Rd
BostonMA02135
property at 2016 Commonwealth Ave

2016 Commonwealth Ave, Unit 1B

2016 Commonwealth Ave
BostonMA02135
property at 4 Chiswick Rd

4 Chiswick Rd, Unit 27

4 Chiswick Rd
BostonMA02135
property at 1880 Commonwealth Ave

1880 Commonwealth Ave, Unit 15

1880 Commonwealth Ave
BostonMA02135
property at 21 Kinross Rd

21 Kinross Rd, Unit 1

21 Kinross Rd
BostonMA02135

The 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.

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property at 145 Englewood Ave

145 Englewood Ave, Unit 2

145 Englewood Ave
BostonMA02135
property at 145 Englewood Ave

145 Englewood Ave, Unit 2

145 Englewood Ave
BostonMA02135
property at 2039 Commonwealth Ave

2039 Commonwealth Ave, Unit Basement

2039 Commonwealth Ave
BostonMA02135
property at 10 Lothian Rd

10 Lothian Rd, Unit 7

10 Lothian Rd
BostonMA02135
property at 198 Strathmore Rd

198 Strathmore Rd, Unit 11

198 Strathmore Rd
BostonMA02135

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Showing Results 1-50, Page 1 of 2

Chestnut Hill, Boston, MA Local Guide

Best Value Apartments for Rent in Chestnut Hill, MA

As of September 14, 2025 the best value apartment in the Chestnut Hill area is the $0.20 price per square foot 22 Chiswick Rd Model at 22 Chiswick Rd, Unit 11 in the in the Chestnut Hill neighborhood starting from $2,000. The second greatest value Chestnut Hill apartment is the 141 Englewood Ave Model at 141 Englewood Ave, Unit 2 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 ListingModel NameBed/BathPrice Per Sq.Ft.
22 Chiswick Rd, Unit 1122 Chiswick RdStudio ,1BA$0.20
141 Englewood Ave, Unit 2141 Englewood AveStudio ,1BA$0.20
193 Strathmore Rd, Unit 10193 Strathmore Rd1BR,1BA$0.22
193 Strathmore Rd193 Strathmore Rd1BR,1BA$0.20
2016 Commonwealth Ave, Unit 22016 Commonwealth AveStudio ,1BA$0.20
126 Englewood Ave, Unit 12B126 Englewood AveStudio ,1BA$0.20
258 Chestnut Hill Ave, Unit 1258 Chestnut Hill AveStudio ,1BA$0.20
22 Chiswick Rd, Unit 522 Chiswick RdStudio ,1BA$0.19
1959 Commonwealth Ave, Unit 71959 Commonwealth AveStudio ,1BA$0.20
28 Sidlaw Rd, Unit 628 Sidlaw Rd1BR,1BA$0.20

Quick Rent Budget Calculator

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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.

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Pet Friendly Lifestyle
Chestnut Hill, Boston, MA

Ranked #75

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 560 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,850 to $14,000. There are also 472 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $40,000.

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 $900 to $40,000 with an average monthly rent of $4,761.

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 $2,700 to $6,250, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,000 to $7,700. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,600.

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.

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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.

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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.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.