
Luxury Homes for Rent in Chestnut Hill, MA (3,349 Rentals) Page 36 of 67
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


42 Longwood Ave, Unit 4
1618 Beacon St

1729 Commonwealth Ave

36 Turner St, Unit 1

62 Union St

175 Freeman St, Unit 313

27 Sherman Rd

5 Washington St, Unit 425

28 Park Vale Ave

19 Gerry Rd

65 Brainerd Rd, Unit 328

41a Auburn St

72 Hyde Park Ave

72 Hyde Park Ave

390 Cambridge St

1981 Commonwealth Ave

84 St Paul St, Unit 3

16 Eliot Crescent, Unit 1

84 St Paul St, Unit 1

20 Highgate St

74 St Paul St, Unit 2

98-100 Warren St

25 Mapleton St

254 Allston St

19 Melvin Ave

64 Murdock St

22 Wallingford Rd

15 Wallingford Rd

19 Park Vale Ave

123 Faneuil St, Unit 2

124 Parsons St

18 Raymond St

23 Park Vale Ave

66 Nottinghill Rd

56 Hobson St

21 Park Vale Ave, Unit 11

21 Pratt St, Unit 2

8 Niles St, Unit 2

866 South St

41 Stearns Rd, Unit 1

515 Heath St

21 Wallingford Rd

175 Freeman St, Unit 722

85 Brainerd Rd, Unit 503

1343 Commonwealth Ave, Unit #1

21 Mapleton St

332 Jamaicaway, Unit 404

153 Chiswick Rd

174 Winthrop Rd, Unit 2
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 | $3,291 | $2,150 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,969 | $900 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,882 | $1,175 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,894 | $975 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,653 | $1,000 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,574 | $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 2391 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4045 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 $3,536.
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 $12,773, 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 $1,175 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
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
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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.