
Luxury Homes for Rent in Chestnut Hill, MA (3,268 Rentals) Page 52 of 66
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


17 Sparhawk St

18 Kilsyth Rd

62 Gordon St, Unit 1

1789 Commonwealth Ave, Unit 1

62 Gordon St, Unit 1

161 Allston St, Unit 5

161 Allston St, Unit 3

62 Gordon St, Unit 1

1777 Commonwealth Ave

79 Brainerd Rd

11 Glenley Terrace

54 Dwight St

19 Chester St

41 Orchard Rd

10 Strathmore Rd, Unit 3

165 Winthrop Rd, Unit 3

15 Lanark Rd, Unit 101

10 Strathmore Rd, Unit 2

85 Brainerd Rd, Unit TH-6

39 Strathmore Rd, Unit 2

96 Buchanan Rd

85 Brainerd Rd, Unit TH6

311 Tappan St

92 Marion St

41 Orkney Rd, Unit 2

50 Orchard Rd

40 Orchard Rd

168 Allston St
1402 Beacon St, Unit 3

1 Glenley Terrace

22 Glenville Ave

305 Tappan St

45 Brighton Ave

27 Pratt St

42 Orchard Rd

Total Monthly Price
109 Strathmore Rd, Unit SI FL2-ID1564676P

45 Babcock St

84 Linden St

70 Linden St

9-11 Rockland St

60 Kilsyth Rd

108 Harvard St, Unit 1

16 Long Ave, Unit 3

32 Orkney Rd, Unit 3

79 Linden St, Unit 2

45 Henshaw St
1708 Beacon St

79 Linden St
1712 Beacon St
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
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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 4002 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 $12,833, 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

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Articles, How-To's, and Tips

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
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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
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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
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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
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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.