2 Bedroom Homes for Rent in Chestnut Hill, MA (813 Rentals)

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property at 320 Hammond Pond Pky

320 Hammond Pond Pky

Chestnut HillMA02467
property at 1019 W Roxbury Pky

1019 W Roxbury Pky, Unit 2

1019 W Roxbury Pky
Chestnut HillMA02467
property at 231 Gerry Rd

231 Gerry Rd

Chestnut HillMA02467
property at 130 Sherman Rd

130 Sherman Rd, Unit 130

130 Sherman Rd
Chestnut HillMA02467
property at 241 Gerry Rd

241 Gerry Rd

Chestnut HillMA02467
property at 527 Vfw Pky

527 Vfw Pky

Chestnut HillMA02467
property at 59 Thornton Rd

59 Thornton Rd

Chestnut HillMA02467
property at 11 Hammond Pond Pky

11 Hammond Pond Pky, Unit 203

11 Hammond Pond Pky
Chestnut HillMA02467
property at 475 Vfw Pky

475 Vfw Pky, Unit 2

475 Vfw Pky
Chestnut HillMA02467
property at 321 Hammond Pond Pky

321 Hammond Pond Pky, Unit 106

321 Hammond Pond Pky
Chestnut HillMA02467

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.

property at 148 Independence Dr

148 Independence Dr

Chestnut HillMA02467
property at 9 Sherman Rd

9 Sherman Rd, Unit 1

9 Sherman Rd
Chestnut HillMA02467
property at 120 Thornton Rd

120 Thornton Rd

Chestnut HillMA02467
property at 33 Gerry Rd

33 Gerry Rd

Chestnut HillMA02467
property at 110 Sherman Rd

110 Sherman Rd

Chestnut HillMA02467
property at 97 Sherman Rd

97 Sherman Rd

Chestnut HillMA02467
property at 499 Vfw Pky

499 Vfw Pky

Chestnut HillMA02467
property at 9 Sherman Rd

9 Sherman Rd

Chestnut HillMA02467
property at 29 Independence Dr

29 Independence Dr

Chestnut HillMA02467

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.

property at 94 Gerry Rd

94 Gerry Rd

Chestnut HillMA02467
property at 25 Crosby Rd

25 Crosby Rd

Chestnut HillMA02467
property at 250 Hammond Pond Pky

250 Hammond Pond Pky, Unit 1203N

250 Hammond Pond Pky
Chestnut HillMA02467
property at 321 Hammond Pond Pky

321 Hammond Pond Pky, Unit 301

321 Hammond Pond Pky
Chestnut HillMA02467
property at 1706 Commonwealth Ave

1706 Commonwealth Ave, Unit 32

1706 Commonwealth Ave
BostonMA02135
property at 173 Chiswick Rd

173 Chiswick Rd, Unit 29

173 Chiswick Rd
BostonMA02135
property at 117 Sutherland Rd

117 Sutherland Rd, Unit A

117 Sutherland Rd
BostonMA02135
property at 357 Faneuil St

357 Faneuil St, Unit 15

357 Faneuil St
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.

property at 319 Allston St

319 Allston St, Unit 4

319 Allston St
BostonMA02135
property at 1693 Commonwealth Ave

1693 Commonwealth Ave, Unit 32

1693 Commonwealth Ave
BostonMA02135
property at 144 Kenrick St

144 Kenrick St, Unit 37

144 Kenrick St
BostonMA02135
property at 1665 Commonwealth Ave

1665 Commonwealth Ave, Unit 1##

1665 Commonwealth Ave
BostonMA02135
property at 11 Commonwealth Ct

11 Commonwealth Ct, Unit 9##

11 Commonwealth Ct
BostonMA02135
property at 21 Sutherland Rd

21 Sutherland Rd, Unit 8

21 Sutherland Rd
BostonMA02135
property at 629 Chestnut Hill Ave

629 Chestnut Hill Ave, Unit 1

629 Chestnut Hill Ave
BrooklineMA02445
property at 1515 Commonwealth Ave

1515 Commonwealth Ave, Unit 4

1515 Commonwealth Ave
BostonMA02135
property at 431 Cambridge St

431 Cambridge St, Unit 32

431 Cambridge St
BostonMA02134
property at 49 Bennett St

49 Bennett St, Unit 1

49 Bennett St
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.

property at 175 Adams St

175 Adams St, Unit 11

175 Adams St
NewtonMA02458
property at 11 Commonwealth Ct

11 Commonwealth Ct, Unit 05

11 Commonwealth Ct
BostonMA02135
property at 24 Ransom Rd

24 Ransom Rd, Unit 6

24 Ransom Rd
BostonMA02135
property at 2 Lothian Rd

2 Lothian Rd, Unit 1

2 Lothian Rd
BostonMA02135
property at 9A Egremont Rd

9A Egremont Rd, Unit 12

9A Egremont Rd
BostonMA02135
property at 47 Gordon St

47 Gordon St, Unit 3

47 Gordon St
BostonMA02134
property at 31 Westgate Rd

31 Westgate Rd, Unit 5

31 Westgate Rd
Boston CollegeMA02467
property at 59 Brainerd Rd

59 Brainerd Rd, Unit 2

59 Brainerd Rd
BostonMA02134
property at 290 Corey Rd

290 Corey Rd, Unit 32

290 Corey Rd
BostonMA02135
property at 213 Kelton St

213 Kelton St

BostonMA02134

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.

Chestnut Hill, 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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chestnut Hill, MA Rentals by Map

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4208 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3114 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 to $38,000.

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 $725 to $38,000 with an average monthly rent of $7,939.

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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $880 to $22,000. Four Bedroom Single-Family rentals are also available starting from $725 and Four Bedroom Apartments start at $1,550.

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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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!