
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (378 Rentals) Page 4 of 8
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


34 Orkney Rd, Unit 1

35 South St, Unit 10

258 Chestnut Hill Ave, Unit 9

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

40 Orkney Rd, Unit 3

48 Englewood Ave, Unit 2

41 Orkney Rd, Unit 2

41 Orkney Rd, Unit 2

5 Radnor Rd

47 Orkney Rd, Unit 2

41 Orkney Rd, Unit 3

217 Chestnut Hill Ave, Unit 3

12 Gerald Rd, Unit 1

154 Kilsyth Rd, Unit T

154 Kilsyth Rd, Unit 154a

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

229 Chestnut Hill Ave, Unit 2

45 Radnor Rd, Unit 2

21 Radnor Rd

129 Sutherland Rd

129 Sutherland

129 Sutherland

25 Wade St

11 Kinross Rd, Unit 2

58 Englewood Ave, Unit 1

117 Sutherland Rd

27 Orkney Rd, Unit #1

23 Orkney Rd, Unit 1

40 Orkney Rd, Unit 1

15 Radnor Rd, Unit 1

30 Kinross Rd, Unit ##

2021 Commonwealth Ave, Unit D

45 Radnor Rd

37 Radnor Rd, Unit 1

12 Gerald Rd

27 Orkney Rd, Unit 1

12 Gerald Rd

49 Radnor Rd, Unit 1

53 Radnor Rd, Unit 1

1860 Commonwealth Ave
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 | $3,273 | $2,350 | $5,200 |
Chestnut Hill 3 Bedroom Homes for Rent | $4,178 | $1,000 | $7,700 |
Chestnut Hill 4 Bedroom Homes for Rent | $4,824 | $900 | $7,500 |
Chestnut Hill 5 Bedroom Homes for Rent | $7,830 | $4,500 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $8,640 | $1,080 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 378 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 543 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,850 to $14,000. There are also 469 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $40,000.
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 $900 to $40,000 with an average monthly rent of $4,765.
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 $6,240, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,000 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.

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.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.