
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (431 Rentals) Page 6 of 9
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


288 Chestnut Hill Ave, Unit 12A

48 Englewood Ave, Unit 1

370 Chestnut Hill Ave, Unit 34A

41 Orkney Rd, Unit 3

288 Chestnut Hill Ave, Unit 14

370 Chestnut Hill Ave, Unit 35

119 Sutherland Rd, Unit D

65 Chiswick Rd, Unit 4

26 Chiswick Rd, Unit 8

370 Chestnut Hill Ave, Unit 34A

370 Chestnut Hill Ave, Unit 21

1778 Commonwealth Ave, Unit 2

1868 Commonwealth Ave, Unit 5

69 Chiswick Rd, Unit 7

1868 Commonwealth Ave, Unit 5

15 Radnor Rd, Unit 1

1868 Commonwealth Ave, Unit 5

6 Sutherland Rd

2 Ayr Rd

59 Selkirk Rd

213 Chestnut Hill Ave

32 Sidlaw Rd

70 Chiswick Rd

290 Chestnut Hill Ave

153 Strathmore Rd

12 Chiswick Rd

2031 Commonwealth Ave

1986 Commonwealth Ave

2 Braemore Rd

2018 Commonwealth Ave

145 Englewood Ave

276 Chestnut Hill Ave

19 Colliston Rd

6 Chiswick Rd

100 Kilsyth Rd

46 Orkney Rd

19 Lothian Rd

9 Lothian Rd

2035 Commonwealth Ave

7 Lothian Rd

70 Strathmore Rd

1868 Commonwealth Ave

22 Orkney Rd

59 Chiswick Rd

99 Sutherland Rd

379 Chestnut Hill Ave

374 Chestnut Hill Ave

123 Sutherland Rd

9 Braemore Rd
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 | $3,176 | $2,250 | $4,800 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,891 | $2,500 | $6,500 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,633 | $1,100 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,377 | $4,700 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,252 | $1,200 | $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 431 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 398 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,050 to $10,250. There are also 560 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,100 to $14,500.
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 $1,100 to $14,500 with an average monthly rent of $5,080.
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 $8,350, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $6,500. Four Bedroom Single-Family rentals are also available starting from $1,100 and Four Bedroom Apartments start at $1,050.
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
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

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

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.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.