
Cheap Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA from $1,700 (150 Rentals)
Search the lowest-cost Apartments available for rent right now in the Chestnut Hill area of Boston.


35 Orkney Rd

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163 Strathmore Rd, Unit #23

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160 Strathmore Rd

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22 Chiswick Rd, Unit 5

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3 Lothian Rd, Unit 24

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2016 Commonwealth Ave, Unit 2

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258 Chestnut Hill Ave, Unit 1
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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22 Chiswick Rd, Unit 11

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4 Chiswick Rd, Unit 5

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141 Englewood Ave, Unit 2

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193 Strathmore Rd

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258 Chestnut Hill Ave, Unit 1

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126 Englewood Ave, Unit 12B

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4 Chiswick Rd, Unit 24

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1959 Commonwealth Ave, Unit 7
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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24 Sidlaw Rd, Unit 28-6

1945 Commonwealth Ave

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89 Englewood Ave, Unit #1

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21 Kinross Rd, Unit 1

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110 Strathmore Rd
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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163 Strathmore Rd, Unit 4

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61 Strathmore Rd

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4 Chiswick Rd, Unit 1

2018 Commonwealth Ave

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22 Chiswick Rd, Unit 15

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21 Sutherland Rd

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193 Strathmore Rd, Unit 10

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145 Englewood Ave, Unit #27

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124 Sutherland Rd, Unit 1

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198 Strathmore Rd, Unit 3

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7 Lothian Rd, Unit 3

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1845 Commonwealth Ave, Unit #6

1810 Commonwealth Ave
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.

2001 Commonwealth Ave

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24 Orkney Rd, Unit C

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39 South St, Unit 24

119 Sutherland Rd

2045 Commonwealth Ave

1820 Commonwealth Ave

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16 Braemore Rd, Unit 11B

41 Strathmore Rd

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35 Chiswick Rd, Unit 3
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.
Chestnut Hill, Boston, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
Bedroom | Average Price | Cheapest Price | Highest Price |
---|---|---|---|
Chestnut Hill Studio Apartments | $2,071 | $1,775 | $2,675 |
Chestnut Hill 1 Bedroom Apartments | $2,688 | $1,900 | $7,500 |
Chestnut Hill 2 Bedroom Apartments | $3,240 | $2,300 | $5,250 |
Chestnut Hill 3 Bedroom Apartments | $4,077 | $2,650 | $6,340 |
Chestnut Hill 4 Bedroom Apartments | $5,217 | $3,600 | $9,300 |
Chestnut Hill 5 Bedroom Apartments | $6,187 | $4,500 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $8,156 | $6,500 | $9,500 |
Browse Apartments in this Neighborhood
There are currently 150 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Chestnut Hill, Boston, MA Local Guide
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Cheapest Available Chestnut Hill Apartments for Rent
 Apartment Listing | Model Name | Bed/Bath | Priced From |
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35 Orkney Rd | studios, 1 bath | Studio,1BA | $1,850 |
Best Value Apartments for Rent in Chestnut Hill, MA
As of September 07, 2025 the best value apartment in the Chestnut Hill area is the $0.18 price per square foot 48 Strathmore Rd Model at 48 Strathmore Rd, Unit #23 in the in the Chestnut Hill neighborhood starting from $1,775. The second greatest value Chestnut Hill apartment is the 22 Chiswick Rd Model at 22 Chiswick Rd, Unit 5 starting at $1,900 with a $0.19 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. |
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48 Strathmore Rd, Unit #23 | 48 Strathmore Rd | Studio ,1BA | $0.18 |
22 Chiswick Rd, Unit 5 | 22 Chiswick Rd | Studio ,1BA | $0.19 |
2016 Commonwealth Ave, Unit 2 | 2016 Commonwealth Ave | Studio ,1BA | $0.20 |
22 Chiswick Rd, Unit 11 | 22 Chiswick Rd | Studio ,1BA | $0.20 |
141 Englewood Ave, Unit 2 | 141 Englewood Ave | Studio ,1BA | $0.20 |
193 Strathmore Rd | 193 Strathmore Rd | 1BR,1BA | $0.20 |
126 Englewood Ave, Unit 12B | 126 Englewood Ave | Studio ,1BA | $0.20 |
258 Chestnut Hill Ave, Unit 1 | 258 Chestnut Hill Ave | Studio ,1BA | $0.20 |
1959 Commonwealth Ave, Unit 7 | 1959 Commonwealth Ave | Studio ,1BA | $0.20 |
61 Strathmore Rd | 61 Strathmore Rd | 1BR,1BA | $0.21 |
Quick Rent Budget Calculator
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Pet Friendly LifestyleChestnut Hill, Boston, MA
Ranked #75
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Cheap Chestnut Hill Apartments
What is the Cheapest Studio apartment in Chestnut Hill?
Currently the most affordable Cheap Studio Apartment in Chestnut Hill is at 35 Orkney Rd listed at $1,850.
How much is rent for a Cheap One Bedroom Chestnut Hill Apartment?
The lowest price for a Cheap One Bedroom Chestnut Hill Apartment is $2,075 at 35 Orkney Rd.
What is the lowest price for a Cheap Two Bedroom Chestnut Hill Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Chestnut Hill is starting from $2,400 at 35 Orkney Rd.
What is the most affordable Chestnut Hill Three Bedroom Apartment?
The best deal on a cheap Chestnut Hill Three Bedroom Apartment rental is at 35 Orkney Rd and starts from $2,700.
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.

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.

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.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.