
Luxury Homes for Rent in Chestnut Hill, MA (3,321 Rentals) Page 48 of 67
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


40 Malvern St, Unit 401

1422 Commonwealth Ave, Unit 7

11 Atkins St, Unit 6##

40 Malvern St, Unit 402

12 Sewall Ave, Unit 1

2 Sutherland Rd, Unit 3

17 Highgate St, Unit 8

17 Highgate St, Unit 6

17 Highgate St, Unit 9

17 Highgate St, Unit 8

17 Highgate St, Unit 6

21 Highgate St, Unit 2

19 Highgate St, Unit 1

72 Antwerp St

27 Waverly St, Unit 1

5 Harriet St, Unit 2

117 Cowing St

45 Englewood Ave, Unit 1

73 Undine Rd

81 Linden St, Unit 3

19 Saint Lukes Rd, Unit 3

20 Dean Rd

619 Boylston St

74 Ashford St, Unit 608

34 Raymond St, Unit 1

120 Kenrick St, Unit 1

85 Brainerd Rd, Unit 6

90 Kilsyth Rd, Unit 37

21 Pearl St

101 Lanark Rd

60 Kilsyth Rd, Unit 11
1243 Beacon St, Unit 3

36 Eastbourne St

25 Chester St

74 Quint Ave

90 Malvern St

79 Quint Ave

30 Malvern St

11 Chester St

47 Orkney Rd

13 Highgate St

7 University Rd

36 Colborne Rd, Unit 2

86 Colborne Rd

34 Brainerd Rd, Unit 1

93 Williston Rd, Unit 1

11 Sparhawk St

10 Greenway Ct, Unit 3

10 Greenway Ct, Unit 4
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 | $3,284 | $2,150 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,971 | $900 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,878 | $1,175 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,927 | $975 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,653 | $1,000 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,574 | $1,110 | $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 2395 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4006 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $24,000.
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 $900 to $24,000 with an average monthly rent of $3,534.
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 $12,775, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,175 and Four Bedroom Apartments start at $1,300.
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

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
Articles, How-To's, and Tips

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.