
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (311 Rentals) Page 3 of 7
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


2 Sutherland Rd, Unit 51

8 Selkirk Rd, Unit 3

97 Kilsyth Rd, Unit 3

2017 Commonwealth Ave, Unit #1

1932 Beacon St, Unit 3

93 Kilsyth Rd, Unit 1

6 Colliston Rd, Unit 2

45 Orkney Rd, Unit 1

45 Orkney Rd, Unit 1

45 Englewood Ave, Unit 1

2 Sutherland Rd, Unit 5

2 Sutherland Rd, Unit 51

29 Sutherland Rd, Unit 1

1870 Commonwealth Ave, Unit 12A

1872 Commonwealth Ave, Unit A

27 Orkney Rd, Unit 2

258 Chestnut Hill Ave, Unit 9

34 Orkney Rd, Unit 1

61 Strathmore Rd, Unit 1

276 Chestnut Hill Ave, Unit 9

35 South St, Unit 10

47 Englewood Ave, Unit 2

43 Orkney Rd, Unit 4-bed 2-bath

45 Orkney Rd, Unit 3

132 Chiswick Rd, Unit 2

7 Kilsyth Ter

40 Orkney Rd, Unit 3

2001 Commonwealth Ave, Unit 12

41 Orkney Rd, Unit 2

41 Orkney Rd, Unit 2

47 Orkney Rd, Unit 2

41 Orkney Rd, Unit 3

12 Gerald Rd, Unit 1

154 Kilsyth Rd, Unit 154a

154 Kilsyth Rd, Unit T

6 Lothian Rd, Unit 2

48 Englewood Ave, Unit U3 4-bed Brighton

1914 Beacon St, Unit 2

1914 Beacon St, Unit 2

229 Chestnut Hill Ave, Unit 2

129 Sutherland

25 Wade St

11 Kinross Rd, Unit 2

58 Englewood Ave, Unit 1

117 Sutherland Rd

40 Orkney Rd, Unit 1

27 Orkney Rd, Unit #1

23 Orkney Rd, Unit 1

5 Radnor Rd, Unit 2
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 | $3,203 | $2,225 | $5,000 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,206 | $1,075 | $7,700 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,242 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $8,058 | $4,500 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $7,532 | $930 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $11,000 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 311 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 415 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,800 to $14,200. There are also 372 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 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 $900 to $17,500 with an average monthly rent of $7,259.
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 $2,700 to $6,015, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,075 to $7,700. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,600.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.