
Luxury Homes for Rent in Chestnut Hill, MA (3,364 Rentals) Page 7 of 68
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


1539 Beacon St, Unit 15

129 Chiswick Rd, Unit 13

171 Foster St, Unit 171B

2 Braemore Rd, Unit 1

23 Brighton Ave, Unit 5

243 Harvard Ave, Unit 1

1185 Commonwealth Ave, Unit 17

125 Chiswick Rd, Unit 508

243 Harvard Ave, Unit 1

90 Gardner St, Unit 35

25 Glenville Ave
1243 Beacon St, Unit 2D

1637 Commonwealth Ave, Unit 17

1684 Commonwealth Ave

1622 Commonwealth Ave

243 Kelton St

1678 Commonwealth Ave

129 Chiswick Rd, Unit 13

1185 Commonwealth Ave, Unit 17

9R Winship St. #A Brighton

1990 Commonwealth Ave

37 Gardner St

97 Kilsyth Rd

27 Brighton Ave

47 Litchfield St

1680 Commonwealth Ave

70 Leo M Birmingham Pkwy

97 Chester St, Unit 2

1630 Commonwealth Ave

84 Gardner St, Unit 1B

86 Gardner St

14 Riverside St

84 Gardner St, Unit 1B

439 Cambridge St, Unit 22

100 Kilsyth Rd, Unit 27

16 Glenville Ave, Unit P5

17 Fairbanks St, Unit 1

34 Brainerd Rd, Unit 112

23 Glenville Ave

304 Tappan St

35 Walbridge St

2031 Commonwealth Ave, Unit 16

2031 Commonwealth Ave

29-31 Emerson St

33 Brainerd Rd

1999 Commonwealth Ave

1933 Commonwealth Ave, Unit 611

11 Commonwealth Ct, Unit 11

416 Belgrade Ave
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 | $3,277 | $2,150 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,989 | $900 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,909 | $1,130 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,061 | $1,180 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,524 | $1,000 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,572 | $1,130 | $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 2410 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4049 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 $1,495 to $12,742, 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 $1,130 and Four Bedroom Apartments start at $1,350.
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.