
Luxury Homes for Rent in Chestnut Hill, MA (4,447 Rentals) Page 44 of 89
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


207 Parsons St

17 Adamson St, Unit 1, Unit 1

35 Waverly St, Unit 2, Unit 2

46 Shannon St, Unit 2, Unit 2

5 Glenley Terrace, Unit 1, Unit 1

1731 Beacon St, Unit 108, Unit 108

17 Perry St, Unit 2.5Bed 1-bathU2 Brookline, Unit 2.5Bed 1-bathU2 Brookline

22 Greenough St, Unit 3, Unit 3

44 Brackett St, Unit 3, Unit 3

3 Portina Rd

199 Gardner St, Unit 302

5 Spofford Rd, Unit 16, Unit 16

35-37 Lindale Ave, Unit 2

1422 Commonwealth Ave, Unit 6

142 N Beacon St, Unit A4

140 Newton St, Unit 4

150 North Beacon St, Unit B3, Unit B3

324 Faneuil St, Unit 3

5 Glenley Ter

1725 Commonwealth Ave, Unit 3

9 Newton St, Unit 203, Unit 203

1 Linden St, Unit 3

17 Cummings Rd, Unit 5

24 Everett St, Unit 2

150 N Beacon St, Unit A3

140 N Beacon St, Unit B3

146 N Beacon St, Unit A4

29 Cummings Rd, Unit 6

2 Chestnut Pl, Unit 1, Unit 1

201 High St, Unit 1, Unit 1

1710 Commonwealth Ave, Unit 1, Unit 1

140 N Beacon St, Unit A4

75 Gardner St, Unit 10

1933 Commonwealth Ave

139 Beaconsfield Rd, Unit 1-B, Unit 1-B

32 Saint Paul St, Unit 4, Unit 4

58 Mansfield St, Unit 2, Unit 2

5 Ashford St

58 Atkins St

Total Monthly Price
45 Green St, Unit SI FL-1-ID444

Total Monthly Price
60 Brainerd Rd, Unit SI FL1-ID791

499 VFW Parkway

172 Thornton Rd

11 Camelot Ct

1485 Beacon St, Unit 708, Unit 708

18 Glencoe St

7 Mount Hood Rd

40 Brackett St

1056 Commonwealth Ave, Unit 34
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 | $3,223 | $1,330 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,034 | $1,125 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,670 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,819 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,579 | $850 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,324 | $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 4554 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,438. There are also 5415 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 $5,847.
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 $17,438, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,125 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

The 10 Best Affordable Neighborhoods in Boston, MA
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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
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.