4 Bedroom Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (50 Rentals)

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property at 110 Lanark Rd

110 Lanark Rd, Unit A

110 Lanark Rd
BostonMA02135
property at 97 Kilsyth Rd

97 Kilsyth Rd, Unit 3

97 Kilsyth Rd
BostonMA02135
property at 97 Kilsyth Rd

97 Kilsyth Rd, Unit 3

97 Kilsyth Rd
BostonMA02135
property at 8 Selkirk Rd

8 Selkirk Rd, Unit 3

8 Selkirk Rd
BostonMA02135
property at 29 Sutherland Rd

29 Sutherland Rd, Unit 1

29 Sutherland Rd
BostonMA02135
property at 1872 Commonwealth Ave

1872 Commonwealth Ave, Unit A

1872 Commonwealth Ave
BostonMA02135
property at 27 Orkney Rd

27 Orkney Rd, Unit 2

27 Orkney Rd
BostonMA02135
property at 61 Strathmore Rd

61 Strathmore Rd, Unit 1

61 Strathmore Rd
BostonMA02135
property at 34 Orkney Rd

34 Orkney Rd, Unit 1

34 Orkney Rd
BostonMA02135
property at 43 Orkney Rd

43 Orkney Rd, Unit 4-bed 2-bath

43 Orkney 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 7 Kilsyth Ter

7 Kilsyth Ter

BostonMA02135
property at 41 Orkney Rd

41 Orkney Rd, Unit 2

41 Orkney Rd
BostonMA02135
property at 229 Chestnut Hill Ave

229 Chestnut Hill Ave, Unit 2

229 Chestnut Hill Ave
BostonMA02135
property at 5 Radnor Rd

5 Radnor Rd, Unit 2

5 Radnor Rd
BostonMA02135

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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property at 1911 Beacon St

1911 Beacon St

BrooklineMA02445

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 1901 Beacon St

1901 Beacon St, Unit 2F

1901 Beacon St
BrooklineMA02445
property at 1909 Beacon St

1909 Beacon St, Unit 2F

1909 Beacon St
BrooklineMA02445
property at 9 Strathmore Rd

9 Strathmore Rd, Unit 2

9 Strathmore Rd
BrooklineMA02445
property at 9 Strathmore Rd

9 Strathmore Rd, Unit 2

9 Strathmore Rd
BrooklineMA02445
property at 15 Lanark Rd

15 Lanark Rd, Unit 4

15 Lanark Rd
BrightonMA02135
property at 7 Strathmore Rd

7 Strathmore Rd, Unit 2

7 Strathmore Rd
BrooklineMA02445
property at 1887 Beacon St

1887 Beacon St, Unit 1

1887 Beacon St
BrooklineMA02445
property at 47 Crosby Rd

47 Crosby Rd, Unit 2

47 Crosby Rd
Chestnut HillMA02467
property at 25 Crosby Rd

25 Crosby Rd, Unit 2

25 Crosby Rd
Chestnut HillMA02467
property at 199 Boylston St

199 Boylston St, Unit 1

199 Boylston St
Chestnut HillMA02467

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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property at 7 Strathmore Rd

7 Strathmore Rd, Unit 2

7 Strathmore Rd
BrooklineMA02445
property at 68 Manet Rd

68 Manet Rd, Unit 1

68 Manet Rd
Chestnut HillMA02467

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Showing Results 1-50, Page 1 of 1

Chestnut Hill, Boston, MA Local Guide

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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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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Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

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Quick Rent Budget Calculator

How much rent can you afford?

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 #79

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 444 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,200. There are also 365 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $760 to $17,500.

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 $760 to $17,500 with an average monthly rent of $7,206.

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 $6,075, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,025 to $7,700. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,500.

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.