
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (496 Rentals) Page 8 of 10
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


2 Braemore Rd

2018 Commonwealth Ave

1880 Commonwealth Ave

22 Chiswick Rd

100 Kilsyth Rd

2035 Commonwealth Ave

46 Orkney Rd

97 Sutherland Rd

379 Chestnut Hill Ave

374 Chestnut Hill Ave

123 Sutherland Rd

22 Orkney Rd

63 Selkirk Rd

72 Strathmore Rd

143 Kilsyth Rd

144 Kilsyth Rd

1999 Commonwealth Ave

48 South St

112 Kilsyth Rd

137 Sutherland Rd

233 Cummings Rd

1960 Beacon St

134 Englewood Ave

145 Englewood Ave

210 Chestnut Hill Ave

49 Englewood Ave

2 Colliston Rd

148 Strathmore Rd

35 South St

368 Chestnut Hill Ave

8 Selkirk Rd

6 Colliston Rd

8 Lothian Rd

47 Orkney Rd

2 Lothian Rd

66 Lothian Rd

6 Strathmore Rd

129 Sutherland Rd

117 Sutherland Rd

49 Greycliff Rd

1782 Commonwealth Ave

110 Strathmore Rd, Unit 401, Unit 401

295 Commonwealth Ave

1867 Beacon St, Unit 1-bed 1 bath U5 Brookline, Unit 1-bed 1 bath U5 Brookline

11 Hammond Pond Pky

1867 Beacon St, Unit 5, Unit 5

35 Commonwealth Ave, Unit U201-1-bed, Unit U201-1-bed

31 Hammond Pond Pky, Unit #2, Unit #2

1905 Beacon St
Chestnut Hill, Boston, 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 | $3,243 | $2,225 | $4,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,121 | $2,500 | $7,000 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,400 | $1,175 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,666 | $4,500 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,682 | $1,180 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $10,500 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 496 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 460 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,000. There are also 594 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,175 to $17,500.
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 $1,175 to $17,500 with an average monthly rent of $6,762.
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 $2,500 to $7,310, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,000. Four Bedroom Single-Family rentals are also available starting from $1,175 and Four Bedroom Apartments start at $3,500.
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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
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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.