
Luxury Homes for Rent in Chestnut Hill, MA (2,669 Rentals) Page 2 of 54
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


20 Manet Rd, Unit 1

28 Manet Rd, Unit 1

68 Manet Rd, Unit 1

124 Rangeley Rd

124 Rangeley Rd, Unit 1

120 Brainerd Rd, Unit 18

1258 Commonwealth Ave, Unit 7A

1462 Commonwealth Ave, Unit 27

56 Park Vale Ave, Unit 12
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

2045 Commonwealth Ave, Unit M-46

89 Chester St, Unit 1-bed 1 bath A2

12 Kilsyth Ter, Unit 42

3 Ridgemont St, Unit 6

1197 Commonwealth Ave

1933 Commonwealth Ave, Unit 108

324 Summit Ave, Unit 03

120 Brainerd Rd, Unit 2

110 Lanark Rd, Unit 6

57 Brighton Ave, Unit 2

1666 Commonwealth, Unit 12

214 Market St, Unit 207

247 Chestnut Hill Ave, Unit 5

9 Braemore Rd

206 School St

38 Dean Rd

288 Chestnut Hill Ave

145 Chiswick Rd, Unit B

1721 Commonwealth Ave, Unit 27

1615 Commonwealth Ave

1615 Commonwealth Ave

11 Barrows St, Unit 4A

5 Barrows St, Unit 3

240 Kelton St, Unit 24

12 Sewall Ave, Unit 314

1665 Commonwealth Ave, Unit 24

133 Chiswick Rd, Unit B

28 Sidlaw Rd, Unit 6

1666 Commonwealth Ave

52 Strathmore Rd

122 Florence St

1933 Commonwealth Ave, Unit 108

22 Fairbanks St, Unit 2

4 Price Rd, Unit 2

116 Sutherland Rd, Unit 1

3 Guernsey St

1933 Commonwealth Ave

1189 Commonwealth Ave

747 Washington St
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 | $3,169 | $910 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,928 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,566 | $725 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,593 | $730 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,959 | $750 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,653 | $775 | $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 4124 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3255 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 to $38,000.
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 $725 to $38,000 with an average monthly rent of $8,086.
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 $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $22,000. Four Bedroom Single-Family rentals are also available starting from $725 and Four Bedroom Apartments start at $1,225.
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

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
