
Luxury Homes for Rent in the Chestnut Hill Neighborhood of Boston, MA (359 Rentals) Page 3 of 8
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


100 Kilsyth Rd, Unit 27

100 Kilsyth Rd, Unit 26

100 Kilsyth Rd, Unit 21

115 Kilsyth Rd, Unit 2

100 Kilsyth Rd, Unit 5

115 Kilsyth Rd, Unit 3

1950 Beacon St, Unit 1Z

1932 Beacon St, Unit 5A

1933 Commonwealth Ave, Unit 505

31 South St, Unit 12

31 South St, Unit 6

34 Orkney Rd, Unit 2

34 Orkney Rd, Unit 1

41 Orkney Rd, Unit 3

143 Kilsyth Rd, Unit 1

32 Orkney Rd, Unit 3

2017 Commonwealth Ave, Unit 4

35 South St, Unit 1

61 Selkirk Rd, Unit 1

61 Selkirk Rd, Unit 11

1800 Commonwealth Ave, Unit 8

61 Selkirk Rd, Unit 3

10 Lothian Rd, Unit 10A

69 Chiswick Rd, Unit 9

134 Englewood Ave, Unit 5

2018 Commonwealth Ave, Unit 1

26 Chiswick Rd, Unit 8

63 Selkirk Rd, Unit 7

63 Selkirk Rd, Unit 2

63 Selkirk Rd, Unit 3

69 Chiswick Rd, Unit 2

63 Selkirk Rd, Unit 6

67 Chiswick Rd, Unit 4

123 Sutherland Rd, Unit B

69 Chiswick Rd, Unit 1

15 Radnor Rd, Unit 1

2018 Commonwealth Ave, Unit 47

2018 Commonwealth Ave, Unit 36

288 Chestnut Hill Ave, Unit 12A

123 Sutherland Rd, Unit G

1874 Commonwealth Ave, Unit 1

85 Sutherland Rd, Unit 45

286 Chestnut Hill Ave, Unit 5

123 Sutherland Rd, Unit F

123 Sutherland Rd, Unit H

65 Chiswick Rd, Unit 5

63 Selkirk Rd, Unit 8

65 Chiswick Rd, Unit 7

130 Englewood Ave, Unit 6
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 | $3,083 | $2,250 | $6,000 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,801 | $2,475 | $6,900 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,323 | $1,200 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,681 | $4,700 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,446 | $950 | $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 359 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 298 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,200 to $12,500. There are also 506 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $950 to $22,000.
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 $950 to $22,000 with an average monthly rent of $7,706.
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 $2,200 to $7,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,475 to $6,900. Four Bedroom Single-Family rentals are also available starting from $1,200 and Four Bedroom Apartments start at $1,400.
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

What It Really Costs to Live in Boston: A Local Renter's Guide
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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
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Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.