
Luxury Homes for Rent in Chestnut Hill, MA (4,412 Rentals) Page 61 of 89
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


35 South St, Unit B2

56 Moody St

1855 Beacon St, Unit 2, Unit 2

48 Shannon St, Unit 2, Unit 2

374 Chestnut Hill Ave, Unit 21, Unit 21

88 Linden St, Unit 2, Unit 2

97 Kilsyth Rd, Unit 4, Unit 4

99 Chestnut Hill Ave, Unit 3, Unit 3

2003 Commonwealth Ave, Unit A, Unit A

35 Long Ave, Unit 1

12 Alton Pl, Unit 2

794 Boylston St, Unit 2

1 Everett St, Unit 202

86 Colborne Rd

12 Dean Rd, Unit 1

1793 Beacon St, Unit 5

31 Ainsworth St, Unit 2, Unit 2

57 Riverdale St, Unit 1, Unit 1

4 North Crescent Circuit, Unit 1, Unit 1

54 Waverly St, Unit uni1 3-bed 3-bath, Unit uni1 3-bed 3-bath

81 Linden St, Unit 3, Unit 3

93 Kilsyth Rd, Unit 1, Unit 1

1135 Commonwealth Ave, Unit 3, Unit 3

12 Dean Rd

50 Hobson St, Unit 1, Unit 1

370 Chestnut Hill Ave, Unit 21

6 Colliston Rd, Unit 2, Unit 2

33 Winslow Rd, Unit B, Unit B

23 Aldie St, Unit 1, Unit 1

45 Orkney Rd, Unit 1, Unit 1

36 Shepard St, Unit 1, Unit 1

54 Atkins St, Unit 2, Unit 2

497 Boylston St, Unit 1, Unit 1

1 Nevins Hill Way, Unit 510##, Unit 510##

29 Addington Rd, Unit 29##, Unit 29##

57 Riverdale St

140 North Beacon St, Unit B4, Unit B4

1614 Beacon St

1422 Commonwealth Ave, Unit 7

31 Stearns Rd, Unit 4, Unit 4

14 Bentley St, Unit 1, Unit 1

19 Saint Lukes Rd, Unit 3, Unit 3

73 Undine Rd

195 Lake St, Unit 2, Unit 2

1932 Beacon St, Unit 3, Unit 3

1673 Beacon St, Unit 3, Unit 3

1712 Beacon St, Unit 1, Unit 1

45 Englewood Ave, Unit 1, Unit 1

23 Aldie St, Unit 1, Unit 1
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 | $3,228 | $1,430 | $9,999 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,036 | $1,100 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,690 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,861 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,575 | $880 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,363 | $925 | $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 4423 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,366. There are also 5371 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 to $30,000.
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 $675 to $30,000 with an average monthly rent of $5,896.
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 $1,295 to $17,366, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $30,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,295.
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

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
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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.