
Luxury Homes for Rent in Chestnut Hill, MA (4,452 Rentals) Page 50 of 90
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


584 Cambridge St, Unit 2

584 Cambridge St, Unit 1

1189 Commonwealth Ave, Unit 2

130 Englewood Ave, Unit 3

134 Englewood Ave

130 Englewood Ave, Unit 3

116 Englewood Ave, Unit 3, Unit 3

42 Englewood Ave

87 Gardner St, Unit 2, Unit 2

346 Faneuil St, Unit 2, Unit 2

12 Dean Rd, Unit 3, Unit 3

346 Faneuil St

43 N Crescent Circuit, Unit 2, Unit 2

11 Gorham St, Unit 9

346 Faneuil St, Unit 2, Unit 2

1665 Commonwealth Ave, Unit 3, Unit 3

153 Lake Shore Rd, Unit 1, Unit 1

31 Westbourne Ter, Unit 3, Unit 3

113 Lanark Rd, Unit 1, Unit 1

59 Linden St

36 Shepard St, Unit #1, Unit #1

1426 Commonwealth Ave, Unit 5

37 Egremont Rd, Unit 3, Unit 3

346 Faneuil St, Unit 2

346 Faneuil St, Unit 2

530 Cambridge St, Unit 2

37 N Crescent Circuit

35 Egremont Rd

348 Faneuil St

152 Newton St

11 Gorham St, Unit 9

11 Gorham St, Unit 9, Unit 9

37 Egremont Rd, Unit 6

41 Egremont Rd, Unit 5

346 Faneuil St, Unit 2, Unit 2

94 Florian St

346 Faneuil St, Unit 2

41-43-43 N Crescent Circuit

1661 Commonwealth Ave

41 N Crescent Circuit

33 Westbourne Terrace

32 Mason Terrace, Unit 2, Unit 2

Total Monthly Price
1925 Commonwealth Ave, Unit SI FL11-ID1272

Total Monthly Price
1925 Commonwealth Ave, Unit SI FL11-ID1272

199 Gardner St, Unit 306

1789 Commonwealth Ave

169 Tremont St

26 Union St

Total Monthly Price
65 Brainerd Rd, Unit SI FL4-ID790

Total Monthly Price
65 Brainerd Rd, Unit SI FL4-ID790

1767 Commonwealth Ave
Chestnut Hill, MA Local Guide

How much does it cost to rent a home in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill 2 Bedroom Homes for Rent | $3,222 | $1,330 | $9,999 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,037 | $1,125 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,679 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,852 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,617 | $900 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,323 | $925 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 4550 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,474. There are also 5412 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 to $30,000.
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 $675 to $30,000 with an average monthly rent of $5,855.
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 $1,295 to $17,474, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,125 to $30,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,295.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.