2 Bedroom Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (140 Rentals)

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property at 39 Englewood Ave

39 Englewood Ave, Unit 23

39 Englewood Ave
BostonMA02135
property at 21 Sutherland Rd

21 Sutherland Rd, Unit 8

21 Sutherland Rd
BostonMA02135
property at 39 Englewood Ave

39 Englewood Ave, Unit 6

39 Englewood Ave
BostonMA02135
property at 249 Chestnut Hill Ave

249 Chestnut Hill Ave, Unit 32

249 Chestnut Hill Ave
BostonMA02135
property at 2 Sutherland Rd

2 Sutherland Rd, Unit 22

2 Sutherland Rd
BostonMA02135
property at 67 Chiswick Rd

67 Chiswick Rd, Unit 1

67 Chiswick Rd
BostonMA02135
property at 36 Orkney Rd

36 Orkney Rd, Unit B

36 Orkney Rd
BostonMA02135

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

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property at 69 Chiswick Rd

69 Chiswick Rd, Unit 1

69 Chiswick Rd
BostonMA02135
property at 249 Chestnut Hill Ave

249 Chestnut Hill Ave, Unit 51

249 Chestnut Hill Ave
BostonMA02135
property at 63 Selkirk Rd

63 Selkirk Rd, Unit 1

63 Selkirk Rd
BostonMA02135
property at 59 Lanark Rd

59 Lanark Rd, Unit 2

59 Lanark Rd
BostonMA02135
property at 98 Strathmore Rd

98 Strathmore Rd, Unit 2

98 Strathmore Rd
BostonMA02135
property at 6 Sutherland Rd

6 Sutherland Rd, Unit 43

6 Sutherland Rd
BostonMA02135
property at 374 Chestnut Hill Ave

374 Chestnut Hill Ave, Unit 2

374 Chestnut Hill Ave
BostonMA02135
property at 110 Strathmore Rd

110 Strathmore Rd, Unit 204

110 Strathmore Rd
BostonMA02135
property at 59 Lanark Rd

59 Lanark Rd, Unit 2

59 Lanark Rd
BostonMA02135
property at 276 Chestnut Hill Ave

276 Chestnut Hill Ave, Unit 11

276 Chestnut Hill Ave
BostonMA02135
property at 30 Chiswick Rd

30 Chiswick Rd, Unit 2

30 Chiswick Rd
BostonMA02135
property at 249 Chestnut Hill Ave

249 Chestnut Hill Ave, Unit 32

249 Chestnut Hill Ave
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 2025 Commonwealth Ave

2025 Commonwealth Ave, Unit 1

2025 Commonwealth Ave
BostonMA02135
property at 63 Selkirk Rd

63 Selkirk Rd, Unit 3

63 Selkirk Rd
BostonMA02135
property at 2012 Commonwealth Ave

2012 Commonwealth Ave, Unit BE

2012 Commonwealth Ave
BostonMA02135
property at 58 Selkirk Rd

58 Selkirk Rd, Unit 5

58 Selkirk Rd
BostonMA02135
property at 249 Chestnut Hill Ave

249 Chestnut Hill Ave, Unit 1

249 Chestnut Hill Ave
BostonMA02135
property at 1880 Commonwealth Ave

1880 Commonwealth Ave, Unit 12

1880 Commonwealth Ave
BostonMA02135
property at 8 Selkirk Rd

8 Selkirk Rd

BostonMA02135
property at 39 Englewood Ave

39 Englewood Ave, Unit 12

39 Englewood Ave
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.

property at 2012 Commonwealth Ave

2012 Commonwealth Ave, Unit BE

2012 Commonwealth Ave
BostonMA02135
property at 39 Englewood Ave

39 Englewood Ave, Unit 12

39 Englewood Ave
BostonMA02135
property at 21 Sutherland Rd

21 Sutherland Rd, Unit 1

21 Sutherland Rd
BostonMA02135
property at 2035 Commonwealth Ave

2035 Commonwealth Ave, Unit 9

2035 Commonwealth Ave
BostonMA02135
property at 116 Englewood Ave

116 Englewood Ave, Unit 25

116 Englewood Ave
BostonMA02135
property at 59 Lanark Rd

59 Lanark Rd, Unit 12

59 Lanark Rd
BostonMA02135
property at 2001 Commonwealth Ave

2001 Commonwealth Ave, Unit 16

2001 Commonwealth Ave
BostonMA02135
property at 67 Chiswick Rd

67 Chiswick Rd, Unit F-1

67 Chiswick Rd
BostonMA02135
property at 116 Englewood Ave

116 Englewood Ave, Unit 13

116 Englewood Ave
BostonMA02135
property at 247 Chestnut Hill Ave

247 Chestnut Hill Ave, Unit 3

247 Chestnut Hill Ave
BostonMA02135
property at 7 Sutherland Rd

7 Sutherland Rd, Unit 202

7 Sutherland Rd
BostonMA02135
property at 2016 Commonwealth Ave

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 1950 Beacon St

1950 Beacon St, Unit 1

1950 Beacon St
BostonMA02135
property at 79 Sutherland Rd

79 Sutherland Rd, Unit 7

79 Sutherland Rd
BostonMA02135
property at 46 Englewood Ave

46 Englewood Ave, Unit 6

46 Englewood Ave
BostonMA02135
property at 276 Chestnut Hill Ave

276 Chestnut Hill Ave, Unit 25

276 Chestnut Hill Ave
BostonMA02135
property at 1933 Commonwealth Ave

1933 Commonwealth Ave, Unit 403

1933 Commonwealth Ave
BostonMA02135
property at 1933 Commonwealth Ave

1933 Commonwealth Ave, Unit 1

1933 Commonwealth Ave
BostonMA02135
property at 2 Sutherland Rd

2 Sutherland Rd, Unit 31

2 Sutherland Rd
BostonMA02135
property at 1933 Commonwealth Ave

1933 Commonwealth Ave, Unit 12

1933 Commonwealth Ave
BostonMA02135
property at 130 Englewood Ave

130 Englewood Ave, Unit 4

130 Englewood Ave
BostonMA02135
property at 131 Sutherland Rd

131 Sutherland Rd, Unit N

131 Sutherland Rd
BostonMA02135
property at 80 Sutherland Rd

80 Sutherland Rd, Unit O-35

80 Sutherland Rd
BostonMA02135

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, Boston, MA Local Guide

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 #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.