
Luxury Homes for Rent in Chestnut Hill, MA (3,504 Rentals) Page 34 of 71
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


35 Waverly St, Unit 2

35 Waverly St, Unit 2

46 Shannon St, Unit 2

5 Glenley Terrace, Unit 1

44 Brackett St, Unit 3

5 Spofford Rd, Unit 16

120 Nonantum St

136 Newton St, Unit 4

56 Dustin St

9 Ashford St

15 Ashford St

14a Ashford St

5 Glenley Terrace

5 Ashford St

3 Portina Rd

201 High St, Unit 1

2 Chestnut Pl, Unit 1

207 Parsons St

1661 Commonwealth Ave

324 Faneuil St

5 Glenley Terrace

30 Addington Rd

140 Newton St

1933 Commonwealth Ave

5 Glenley Ter

40 Chester St, Unit 6

32 Newcastle Rd

1422 Commonwealth Ave

17 Cummings Rd

17 Cummings Rd

24 Everett St

14 Gardner St

199 Gardner St

5 Gardner Terrace

1440 Beacon St

1485 Beacon St, Unit 708

14 Brackett St, Unit 1

45 Ashford St, Unit 3

40 Brackett St

27 Tower St, Unit 1

1122 Commonwealth Ave

18 Ashford St, Unit 2C

530 Cambridge St

85 Brainerd Rd, Unit 404

25 Tower St, Unit 1

24 Tower St, Unit 1

4 Litchfield St, Unit 3

11 Orkney Rd, Unit 3

4 Litchfield 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 | $3,184 | $1,260 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,976 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,603 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,603 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,830 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,691 | $750 | $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 4664 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4313 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 to $38,000.
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 $725 to $38,000 with an average monthly rent of $8,224.
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 $1,350 to $16,603, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $15,000. Four Bedroom Single-Family rentals are also available starting from $825 and Four Bedroom Apartments start at $1,550.
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

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.