
Luxury Homes for Rent in Chestnut Hill, MA (3,363 Rentals) Page 2 of 68
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


1607 Commonwealth Ave, Unit 14

2018 Commonwealth Ave, Unit 45

86 Cypress St

8-10 Glencoe St., Unit 4

20 Radcliffe Rd, Unit 402

185 Chestnut Hill Ave, Unit 6

16 Mount Calvary Rd, Unit #1

28 Litchfield St

53 St Paul St, Unit 3
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1560 Commonwealth Ave, Unit 1

53 St Paul St

17 Glencoe St

61 S Hobart St, Unit 1

2018 Commonwealth Ave, Unit 36

3886-3888-3888 Washington St

135 Washington St, Unit 56

120 Brainerd Rd, Unit 6

1160 Commonwealth Ave, Unit 40

34 Gardner St, Unit 2
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127 Washington St, Unit 51

135 Washington St, Unit 56

2018 Commonwealth Ave, Unit 47

18 Upcrest Rd, Unit 3

9 Commonwealth Ct

1156 Commonwealth Ave, Unit 59

126 Brainerd Rd

451 Cambridge St

52 Gardner St

117 Fairbanks St
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131 Murdock St

114 Brainerd Rd

520 Cambridge St, Unit 8A

35A Harvard St, Unit 2

28 Colborne Rd, Unit 18

1160 Commonwealth Ave, Unit 59

1160 Commonwealth Ave, Unit 40

219 Commonwealth Ave, Unit 15

34 Gardner St, Unit 2

549 Centre St, Unit 8
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41 Hobart St

1615 Commonwealth Ave, Unit 17

1615 Commonwealth Ave, Unit 17

121 Tremont St, Unit 420

45 Ashford St, Unit 11

208 Bigelow St

16 Mt Calvary Rd, Unit 1

84 Gardner St, Unit 25

2018 Commonwealth Ave, Unit 36

16 Mt Calvary Rd, Unit 1
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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
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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
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.