
Luxury Homes for Rent in Chestnut Hill, MA (3,265 Rentals) Page 55 of 66
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


297 Tappan St

34 Linden St

189 Kelton St

64 Cameron St

181 Kelton St

6 Glenville Terrace

301 Tappan St

324 Tappan St

30 Glenville Ave

129 Nonantum St
82 N Beacon St

1282 Commonwealth Ave

39 St Lukes Rd

409 Washington St

15 Strathmore Rd

26 Woodstock Ave

147 Kenrick St

49 Allston St

29 Commonwealth Terrace

45 Hobart St

8 Strathmore Rd

27 Commonwealth Terrace

23 St Lukes Rd

153 Foster St, Unit 2

164 Hyde Park Ave, Unit 2

10 Strathmore Rd, Unit 1

10 Strathmore Rd, Unit 3

10 Strathmore Rd, Unit 2

10 Strathmore Rd, Unit 1

10 Strathmore Rd, Unit 3

10 Strathmore Rd, Unit 2

48 Englewood Ave, Unit 1

48 Englewood Ave, Unit 1

225 Chestnut Hill Ave, Unit 1

65 Cameron St

17 Mackin St

9 Washburn Ter, Unit 2

4 Benson St

63 Mapleton St, Unit 1

11 Islington St

6 Benson St

12 S Conway St

5 Atwood Sq

32 Perthshire Rd

115 Franklin St

11 Falkland St, Unit 2

20 South St, Unit 2

66 Lothian Rd

9 Strathmore Rd
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 | $3,286 | $2,150 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,976 | $900 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,865 | $1,060 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,928 | $1,080 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,712 | $1,000 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,545 | $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 2376 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 3937 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 $3,525.
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 $1,033 to $12,866, 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 $1,060 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.