
5 Bedroom Homes for Rent in Chestnut Hill, MA (420 Rentals)


794 Boylston St

175 Florence St

25 Crosby Rd, Unit 1

68 Manet Rd

478 Clinton Rd

71 Fairbanks St

77 Fairbanks St

101 Adeline Rd, Unit ROOM
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.

60 Undine Rd

1789 Commonwealth Ave

70 Antwerp St, Unit 2

72 Antwerp St

74 Antwerp St, Unit 4

785 Washington St, Unit 2

94 Winchester St

94 Winchester St

156 Kelton St, Unit 156

1789 Commonwealth Ave

785 Washington St, Unit 1
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.

140 Brooks St, Unit 2

32 Bayard St, Unit 3

25 Linden St, Unit 1

16 Alcott St, Unit 2

140 Brooks St, Unit 2

140 Brooks St, Unit 2

35 Long Ave, Unit 2
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.

23 Aldie St, Unit 1

20 Priscilla Rd, Unit 4

24 Priscilla Rd, Unit 4

6 Colliston Rd, Unit 2

67 Etna St

7 Justin Rd

23 Aldie St, Unit 1

31 Justin Rd, Unit 2

74 Brooks St, Unit 2

212 Washington St, Unit 2

39 Falkland St, Unit Upstairs

48 Allston St, Unit 2

39 Falkland St, Unit 2
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.

119 Glenville Ave, Unit 1

45 Orkney Rd, Unit 3

66 Litchfield St, Unit 1

7 Linden St, Unit 1

159 Parsons St, Unit 2

34 Raymond St, Unit 34

34 Raymond St, Unit 3

39 Falkland St

21 Bennett St, Unit 1
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.

74 Brooks St, Unit 2
Chestnut Hill, MA Local Guide

How much does it cost to rent a home in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill 2 Bedroom Homes for Rent | $3,286 | $1,300 | $9,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,979 | $1,280 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $4,775 | $950 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $5,983 | $1,025 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,154 | $975 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $3,287 | $1,000 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
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Chestnut Hill, MA Local Guide
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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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 7896 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $24,875. There are also 6063 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $950 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 $950 to $40,000 with an average monthly rent of $4,324.
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 $18,414, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,280 to $12,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,150.
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.

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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.