
Luxury Homes for Rent in Chestnut Hill, MA (3,369 Rentals) Page 22 of 68
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


70 Dustin St

804 Centre St

20 Blaine St

28 Brentwood St

183 Harvard Ave

12 Elko St

6 Woodcliff Rd

276 Chestnut Hill Ave, Unit 5

19 Euston Rd

309 Tappan St, Unit #1B

105 Chester St

286 Chestnut Hill Ave, Unit 5

286 Chestnut Hill Ave, Unit 5

11 Mt Hood Rd

43 Sherman Rd

117 Thornton Rd

589 Vfw Pky

84 St Paul St, Unit 2

120 Gerry Rd, Unit 304

19 Mt Hood Rd, Unit 1
1595 Beacon St, Unit 4

65 Brainerd Rd, Unit 315

29 Waverly St, Unit 1

93 Chester St, Unit S1

69 Brooks St

2027 Commonwealth Ave

46 Fairbanks St

71 Brighton Ave, Unit 4

66 Brooks St, Unit 3

98 Beechcroft St

18 Juniper St, Unit 49

201 Sherman Rd, Unit F-408

38 Hichborn St, Unit 505

1185 Commonwealth Ave, Unit 2

80 Gardner St, Unit 15

13 Higgins St

19 Lothrop St, Unit 2

93 Chester St, Unit 1S

65 Chiswick Rd, Unit 7

201 Sherman Rd, Unit F-409

220 Babcock St

1408 Commonwealth Ave

89 Brayton Rd

99 Chester St

31 Lancaster Terrace

Total Monthly Price
1550 Soldiers Fld Rd, Unit SI FL6-ID999

162 Sherman Rd

50 Leo M Birmingham Pkwy, Unit 507
1595 Beacon St, Unit 11
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 | $3,275 | $2,150 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,975 | $900 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,903 | $1,130 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,865 | $1,180 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,627 | $1,000 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,551 | $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 2414 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4041 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 $3,532.
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 $12,730, 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 $1,300.
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.