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


11 Barrows St, Unit 3A, Unit 3A

2 Ayr Rd, Unit 4

155 Spruce St, Unit 1, Unit 1

80 Gordon St

214 Market St, Unit 207, Unit 207

15 Euston Rd

1254 Commonwealth Ave

1666 Commonwealth, Unit 12, Unit 12

11 Barrows St, Unit 4A, Unit 4A

1400 Commonwealth Ave, Unit 20, Unit 20

2 Sutherland Rd, Unit 41, Unit 41

1197 Commonwealth Ave, Unit 4

1258 Commonwealth Ave, Unit 7A, Unit 7A

120 Brainerd Rd, Unit 18, Unit 18

57 Brighton Ave, Unit 2, Unit 2

3 Ridgemont St, Unit 6, Unit 6

89 Chester St, Unit 1-bed 1 bath A2, Unit 1-bed 1 bath A2

86 Glenville Ave, Unit 2

1890 Beacon St, Unit B

59 Brainerd Rd, Unit 4, Unit 4

429 Harvard St, Unit 6, Unit 6

189 Chestnut Hill Ave, Unit 15, Unit 15

80 Gardner St, Unit 32

4 Price Rd

22 Fairbanks St, Unit 2, Unit 2

189 Chestnut Hill Ave, Unit #15, Unit #15

14 Chiswick Rd, Unit 1

61 Selkirk Rd, Unit 3

200 Commonwealth Ave, Unit 3

86 Cypress St

2018 Commonwealth Ave, Unit 45

365 Faneuil St, Unit 12

208 Winthrop Rd, Unit 36

14 Chiswick Rd, Unit 1

80 Gardner St, Unit 10

128 Washington St, Unit 37, Unit 37

75 Gardner St, Unit 22

17 Barrows St, Unit B

17 Fairbanks St, Unit 12A

48 Strathmore Rd, Unit 26, Unit 26

20 South St, Unit 2

1933 Commonwealth Ave

11 Barrows St, Unit 3A

127 Washington St, Unit 37

6 Sutherland Rd

2 Ayr Rd

185 Chestnut Hill Ave

28 Quint Ave

105 Brainerd Rd
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

The 10 Best Affordable Neighborhoods in Boston, MA
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Explore Like a Local: The Insider's Guide to Boston
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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
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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.