2 Bedroom Homes for Rent in Chestnut Hill, MA (1,220 Rentals) Page 2 of 25

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property at 26 Thornton Rd

26 Thornton Rd

Chestnut HillMA02467
property at 9 Sherman Rd

9 Sherman Rd

Chestnut HillMA02467
property at 511 Vfw Pky

511 Vfw Pky

Chestnut HillMA02467
property at 112 Thornton Rd

112 Thornton Rd

Chestnut HillMA02467
property at 35 Thornton Rd

35 Thornton Rd

Chestnut HillMA02467
property at 78 Gerry Rd

78 Gerry Rd

Chestnut HillMA02467
property at 49 Thornton Rd

49 Thornton Rd

Chestnut HillMA02467
property at 164 Independence Dr

164 Independence Dr

Chestnut HillMA02467
property at 58 Thornton Rd

58 Thornton Rd

Chestnut HillMA02467
property at 49 Sherman Rd

49 Sherman Rd

Chestnut HillMA02467

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 19 Thornton Rd

19 Thornton Rd

Chestnut HillMA02467
property at 242 Gerry Rd

242 Gerry Rd

Chestnut HillMA02467
property at 19 Thornton Rd

19 Thornton Rd

Chestnut HillMA02467
property at 110 Independence Dr

110 Independence Dr

Chestnut HillMA02467
property at 174 Gerry Rd

174 Gerry Rd

Chestnut HillMA02467
property at 103 Independence Dr

103 Independence Dr

Chestnut HillMA02467
property at 130 Independence Dr

130 Independence Dr

Chestnut HillMA02467
property at 9 Sherman Rd

9 Sherman Rd

Chestnut HillMA02467
property at 37 Gerry Rd

37 Gerry Rd

Chestnut HillMA02467
property at 148 Independence Dr

148 Independence Dr

Chestnut HillMA02467

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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 180 Thornton Rd

180 Thornton Rd, Unit 1

180 Thornton Rd
Chestnut HillMA02467
property at 130 Sherman Rd

130 Sherman Rd, Unit 130

130 Sherman Rd
Chestnut HillMA02467
property at 527 Vfw Pky

527 Vfw Pky

Chestnut HillMA02467
property at 97 Sherman Rd

97 Sherman Rd

Chestnut HillMA02467
property at 499 Vfw Pky

499 Vfw Pky

Chestnut HillMA02467
property at 607 Vfw Pky

607 Vfw Pky

Chestnut HillMA02467

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

property at 241 Gerry Rd

241 Gerry Rd

Chestnut HillMA02467
property at 29 Independence Dr

29 Independence Dr

Chestnut HillMA02467
property at 59 Thornton Rd

59 Thornton Rd

Chestnut HillMA02467
property at 242 Gerry Rd

242 Gerry Rd

Chestnut HillMA02467
property at 250 Hammond Pond Pky

250 Hammond Pond Pky, Unit 1203N

250 Hammond Pond Pky
Chestnut HillMA02467
property at 487 Vfw Pky

487 Vfw Pky

Chestnut HillMA02467
property at 321 Hammond Pond Pky

321 Hammond Pond Pky, Unit 301

321 Hammond Pond Pky
Chestnut HillMA02467
property at 629 Hammond St

629 Hammond St, Unit WPH4

629 Hammond St
Chestnut HillMA02467
property at 1520 Commonwealth Ave

1520 Commonwealth Ave, Unit 1B.

1520 Commonwealth Ave
BostonMA02135
property at 10 Scottfield Rd

10 Scottfield Rd, Unit 22

10 Scottfield Rd
BostonMA02134
property at 86 Summer St

86 Summer St, Unit Summer St

86 Summer St
WatertownMA02472
property at 1742 Commonwealth Ave

1742 Commonwealth Ave, Unit 3

1742 Commonwealth Ave
BostonMA02135
property at 173 Chiswick Rd

173 Chiswick Rd, Unit 29

173 Chiswick Rd
BostonMA02135
property at 305 Allston St

305 Allston St, Unit 4

305 Allston St
BostonMA02135
property at 71 Harvard Ave

71 Harvard Ave, Unit 6

71 Harvard Ave
BostonMA02134
property at 1706 Commonwealth Ave

1706 Commonwealth Ave, Unit 32

1706 Commonwealth Ave
BostonMA02135
property at 57 Cummings Rd

57 Cummings Rd, Unit 1

57 Cummings Rd
BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 5729 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $900 to $17,000. There are also 4510 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 $4,183.

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 $999 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,000 to $33,395. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,050.

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.

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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.