
5 Bedroom Homes for Rent in Chestnut Hill, MA (485 Rentals)


28 Manet Rd

28 Manet Rd, Unit #1

794 Boylston St

25 Crosby Rd, Unit 1

478 Clinton Rd

9 Vine St

71 Fairbanks St

31 Donna Rd

101 Adeline Rd, Unit ROOM
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

60 Undine Rd

1789 Commonwealth Ave

1789 Commonwealth Ave, Unit #1

1789 Commonwealth Ave

94 Winchester St, Unit T

94 Winchester St

16 Priscilla Rd, Unit 2

35 Long Ave, Unit 2

32 Bayard St, Unit 3

16 Alcott St, Unit 2
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

1408 Commonwealth Ave, Unit 7

37 Egremont Rd, Unit 5

33 Egremont Rd, Unit 5

140 Brooks St, Unit 2

4 Egremont Rd, Unit 4

140 Brooks St, Unit 2

35 Long Ave, Unit 2

23 Aldie St, Unit 1

20 Priscilla Rd, Unit 4

24 Priscilla Rd, Unit 4

68 Etna St, Unit 2

6 Colliston Rd, Unit 2

67 Etna St

68 Etna St

37 Union St, Unit 2

23 Aldie St, Unit #1

68 Etna St, Unit 2

23 Aldie St, Unit 1

39 Falkland St, Unit 2

48 Allston St, Unit 2

119 Glenville Ave, Unit 1

132 Chiswick Rd, Unit 2

1914 Beacon St, Unit 2

1914 Beacon St, Unit 2

28 Priscilla Rd, Unit 4

31 Justin Rd, Unit 2

21 Bennett St, Unit 1

40 Orchard Rd, Unit 2

42 Orchard Rd, Unit 2

40 Orchard Rd, 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 | $3,229 | $1,600 | $7,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,896 | $1,950 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $5,013 | $1,250 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $6,399 | $1,250 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,753 | $4,600 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $12,000 | $10,000 | $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?
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 8641 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $775 to $25,723. There are also 6107 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,250 to $22,000.
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 $1,250 to $22,000 with an average monthly rent of $5,901.
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 $18,379, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $10,000. Four Bedroom Single-Family rentals are also available starting from $1,250 and Four Bedroom Apartments start at $775.
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.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.