
Luxury Homes for Rent in Chestnut Hill, MA (3,223 Rentals) Page 20 of 65
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


117 Thornton Rd

Total Monthly Price
365 Western Ave, Unit SI FL5-ID1281

84 St Paul St, Unit 2

120 Gerry Rd, Unit 304

22 Gardena St, Unit 3

65 Chiswick Rd

98 Beechcroft St

8 Mt Ida St, Unit 1

53 Cummings Rd

38 Hichborn St, Unit 505

1408 Commonwealth Ave

80 Gardner St, Unit 35

80 Gardner St, Unit 26

3531 Washington St

97 Beechcroft St

61 Selkirk Rd, Unit 5

65 Chiswick Rd, Unit 7

8 Elko St, Unit 9

1177 Commonwealth Ave, Unit 20

80 Gardner St, Unit 15

132 Glenville Ave, Unit B

1504 Commonwealth Ave, Unit 10G

9 Park Vale Ave, Unit 12

290 Lincoln St

66 Brooks St, Unit 3

71 Brighton Ave, Unit 4

8 Elko St, Unit 9

94 Beechcroft St, Unit A

8 Elko St, Unit 9

132 Glenville Ave

1197 Commonwealth Ave

108 Hyde Park Ave

50 Leo M Birmingham Pkwy, Unit 507

50 Leo M Birmingham Pkwy, Unit 507

1185 Commonwealth Ave, Unit 14

82 Saint Paul St

70 St Paul St

82 St Paul St, Unit 1

306 Tappan St

21 Sutherland Rd, Unit B

19 Melvin Ave

50 Alton Pl, Unit 4

25 South St, Unit #B2

50 Alton Pl, Unit 4

123 Sutherland Rd

140 Brainerd Rd

51 Custer St

66 Brooks St, Unit 2

21 Gibbs St, Unit 1
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 | $3,265 | $1,475 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,123 | $1,450 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,662 | $1,025 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,736 | $1,000 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,247 | $1,000 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,441 | $1,010 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 3549 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,000. There are also 4042 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,000 to $35,500.
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 $1,000 to $35,500 with an average monthly rent of $4,664.
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 $2,000 to $13,207, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,450 to $35,500. Four Bedroom Single-Family rentals are also available starting from $1,025 and Four Bedroom Apartments start at $1,000.
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
Written by: Amelia Ramstead
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

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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.