
Luxury Homes for Rent in Chestnut Hill, MA (3,363 Rentals) Page 8 of 68
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


11 Commonwealth Ct

4945 Washington St, Unit 411

3965 Washington St, Unit 3L

1714 Commonwealth Ave, Unit 6A

3965 Washington St, Unit 3L

365 Washington St, Unit 303A

29 Justin Rd, Unit 1

365 Western Ave, Unit 408

365 Western Ave, Unit 307

29 Justin Rd

1191 Commonwealth Ave

1026 Commonwealth Ave

12 Camelot Ct

24 Colborne Rd

118 Strathmore Rd

50 Cameron St

199 Gardner St, Unit 213

199 Gardner St, Unit 418

1746 Commonwealth Ave, Unit 12A

1283 Commonwealth Ave, Unit 5

50 Jewett St, Unit 2

199 Gardner St, Unit 414

101 Colborne Rd, Unit 12

1933 Commonwealth Ave, Unit 504

78 Glenville Ave, Unit 3

40 Euston Rd, Unit 3

1634 Commonwealth Ave, Unit 14

2 President Terrace, Unit B

84 Gardner St, Unit 25

36 High St, Unit 3

20 Colborne Rd, Unit 3

50 Babcock St, Unit 8

23 Brighton Ave, Unit 5

199 Gardner St, Unit 213

199 Gardner St, Unit 418

16 Addington Rd, Unit 43

50 Babcock St, Unit 7

5 Bellvista Rd
1450-1454-1454 Beacon St, Unit 402
1450 Beacon St, Unit 402

19 South St, Unit 1

148 Faneuil St, Unit 1

45 Brackett St

253 Hyde Park Ave, Unit 38

2 President Terrace

41 South St, Unit 6

24 Brock St

2031 Commonwealth Ave, Unit 16

5 Colliston Rd, Unit B
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
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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

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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.