
Luxury Homes for Rent in Chestnut Hill, MA (3,508 Rentals) Page 36 of 71
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


199 Gardner St

574 Washington St

3 Glenley Ter, Unit 1

70 Chester St, Unit 3

46 Leo M Birmingham Pky, Unit 506

46 Adamson St, Unit 1

35-37 Lindale Ave

147 Kelton St

50 Leo M Birmingham Pkwy

123 Faneuil St, Unit 2

123 Faneuil St, Unit 2L

123 Faneuil St

73 Harvard Ave

35 Waverly St

56 Hobson St

1426 Commonwealth Ave

22 Boulevard Terrace

15 Greylock Rd

8-10 Glencoe St.

32 Matchett St

103 Belgrade Ave

36 North Beacon St, Unit 2

8-10 Glencoe St. Unit 5

66 Hobart St

24 Farrington Ave

123 Glendower Rd

11 City View Rd

59 Catherine St, Unit 1

59-59 Catherine St

74 Aldie St

80 Gordon St, Unit 3

8-10 Glencoe St.

57 Catherine St

20 Chester St

811 Washington St, Unit 14

104 Warren St

530 Cambridge St, Unit 3

111 Kilsyth Rd, Unit 7

Total Monthly Price
60 Brainerd Rd

41 Ashford St, Unit 9

46 Ashford St, Unit 9

6 Sutherland Rd, Unit 31

4 Elko St, Unit 6

56 Winship St, Unit 102

6 Sutherland Rd, Unit 31

22 Radnor Rd

38 Englewood Ave

93 Marion St, Unit 45 Marion #507

47 Englewood Ave, Unit 6
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 | $3,182 | $1,000 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,976 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,610 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,595 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,889 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,700 | $875 | $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 4690 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4392 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 $7,850.
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 $1,350 to $16,516, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $15,000. Four Bedroom Single-Family rentals are also available starting from $825 and Four Bedroom Apartments start at $1,550.
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

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.

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.