
Luxury Homes for Rent in Chestnut Hill, MA (4,307 Rentals) Page 5 of 87
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


15 Euston Rd

44 Washington St

130 Brainerd Rd

1550 Soldiers Fld Rd, Unit 129

1550 Soldiers Fld Rd, Unit 125

1550 Soldiers Fld Rd, Unit 123

61 Selkirk Rd, Unit 6

8 Riverside St, Unit 3-2

20 Riverside St, Unit 4

85 Sutherland Rd, Unit 37

33 Lancaster Terrace, Unit 206

33 Lancaster Terrace, Unit 206

33 Lancaster Terrace, Unit 206

1820 Commonwealth Ave, Unit 15

1820 Commonwealth Ave, Unit 15

1820 Commonwealth Ave

1810 Commonwealth Ave, Unit 1

17 Highgate St, Unit 1

120 Brainerd Rd

3951 Washington St, Unit 3R, Unit 3R

77 Walk Hill St

125 Chiswick Rd, Unit 504

20 Radcliffe Rd, Unit 20 Radcliffe, #212, Unit 20 Radcliffe, #212

1173 Commonwealth Ave

1197 Commonwealth Ave, Unit 9

1156 Commonwealth Ave, Unit 11

69 Chiswick Rd, Unit 7

103 Gordon St, Unit G3

32 Stellman Rd, Unit 2

103 Gordon St, Unit 1

69 Babcock St, Unit 8

85 Chestnut St, Unit 6, Unit 6

125 Lake Shore Rd

75 Gardner St, Unit 8B

90 Gardner St, Unit 32

80 Gardner St, Unit 30

1872 Commonwealth Ave

15 Colborne Rd, Unit 12A

24 Grovenor Rd

90 Gardner St, Unit 2B

120 Brainerd Rd, Unit 15

110 Brainerd Rd, Unit 10

110 Brainerd Rd, Unit 15

110 Brainerd Rd, Unit 9

171 South St

26 Waverly St, Unit 304

75 Harvard Ave

110 Brainerd Rd

30 Alaric 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 | $3,236 | $1,330 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,030 | $1,100 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,640 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,739 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,646 | $850 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,467 | $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 $17,750. There are also 5123 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 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 $675 to $38,000 with an average monthly rent of $8,521.
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 $17,750, 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 $900 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
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.