
Luxury Homes for Rent in Chestnut Hill, MA (4,362 Rentals) Page 32 of 88
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


182 Sherman Rd

1504 Commonwealth Ave, Unit 10G

1254 Commonwealth Ave, Unit 19

226 Jamaicaway, Unit 226 Jamaicaway Unit 3, Unit 226 Jamaicaway Unit 3

62 Union St, Unit 2

59A Strathmore Rd, Unit 1, Unit 1

59A Strathmore Rd, Unit 1, Unit 1

59A Strathmore Rd, Unit 1, Unit 1

58 Mansfield St, Unit 1

1721 Commonwealth Ave, Unit 3-bed Brighton, Unit 3-bed Brighton

168 Newton St, Unit 4

132 Glenville Ave, Unit 1, Unit 1

385 Pond Ave, Unit 3, Unit 3

7 Sutherland Rd, Unit 201

133 Chiswick Rd

7 Sutherland Rd, Unit 201

72 Strathmore Rd

133 Chiswick Rd, Unit B

22 Linden Pl, Unit 8

72 Strathmore Rd, Unit 2B

5 Aldie St, Unit 1, Unit 1

244 Brighton Ave, Unit #404, Unit #404

18 Bigelow St

1933 Commonwealth Ave, Unit 47, Unit 47

1137 Commonwealth Ave, Unit 1

39 Foster St, Unit 1

39 Foster St, Unit 3

164 Strathmore Rd, Unit 21

9 Arden St

50 Leo M Birmingham Pkwy

15 N Beacon St

143 Kilsyth Rd

Total Monthly Price
8 Elko St, Unit SI FL3-ID396

Total Monthly Price
8 Elko St, Unit SI FL3-ID396

286 Chestnut Hill Ave, Unit 5

286 Chestnut Hill Ave, Unit 5

34 South St

1412 Commonwealth Ave, Unit 7

132 Glenville Ave, Unit 2

18 Mount Hood Rd

58 Brock St, Unit 2, Unit 2

16-18 Highgate St., Unit 101

58 Brock St, Unit 2

59 Brock St

58 Brock St, Unit 2

33 Highgate St

83 Gardner St, Unit 100

132 Glenville Ave

1283 Commonwealth Ave, Unit 2, Unit 2

58 Brock St, Unit 3
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 | $3,221 | $1,330 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,037 | $1,125 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,665 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,803 | $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 4538 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,437. There are also 5248 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 $5,845.
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 $17,437, 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.