
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (378 Rentals) Page 2 of 8
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


116 Englewood Ave, Unit 25

59 Lanark Rd, Unit 12

2001 Commonwealth Ave, Unit 16

39 Englewood Ave, Unit 12

39 Englewood Ave, Unit 12

2012 Commonwealth Ave, Unit BE

67 Chiswick Rd, Unit F-1

116 Englewood Ave, Unit 13

247 Chestnut Hill Ave, Unit 3
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

6 Sutherland Rd, Unit 3

2009 Commonwealth Ave, Unit 20

1950 Beacon St, Unit 1

2016 Commonwealth Ave

7 Sutherland Rd, Unit 202

79 Sutherland Rd, Unit 7

46 Englewood Ave, Unit 6

110 Lanark Rd, Unit A

276 Chestnut Hill Ave, Unit 25

2 Sutherland Rd, Unit 31
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

1933 Commonwealth Ave, Unit 403

1933 Commonwealth Ave, Unit 1

1933 Commonwealth Ave, Unit 12

130 Englewood Ave, Unit 4

131 Sutherland Rd, Unit N

10 Selkirk Rd, Unit 4

374 Chestnut Hill Ave, Unit 41

141 Chiswick Rd, Unit B

1933 Commonwealth Ave, Unit 47

370 Chestnut Hill Ave, Unit 25

80 Sutherland Rd, Unit O-35

26 Chiswick Rd, Unit 2

26 Chiswick Rd, Unit 13

26 Chiswick Rd, Unit 13

1958 Beacon St, Unit 3

7 Lothian Rd, Unit 11

1942 Beacon St, Unit 1

39 Englewood Ave, Unit 6

46 Englewood Ave, Unit 6

48 Englewood Ave, Unit #2

65 Chiswick Rd, Unit 3B

6 South St, Unit uni3 2-bed 1-bath

90 Kilsyth Rd, Unit 43

1942 Beacon St, Unit 1

126 Englewood Ave, Unit #6

39 Englewood Ave, Unit #4

6 Sutherland Rd, Unit 21

2 Sutherland Rd, Unit 31

97 Kilsyth Rd, Unit 3

370 Chestnut Hill Ave, Unit 41
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.