
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (379 Rentals)
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


2 Sutherland Rd, Unit 22

2045 Commonwealth Ave, Unit M-46

110 Lanark Rd, Unit 6

155 Strathmore Rd, Unit 2

2025 Commonwealth Ave, Unit 6

249 Chestnut Hill Ave, Unit 32

145 Englewood Ave, Unit 43

67 Chiswick Rd, Unit 1
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111 Sutherland Rd, Unit I

115 Sutherland Rd, Unit I

1933 Commonwealth Ave, Unit 108

117 Sutherland Rd, Unit 3

1933 Commonwealth Ave, Unit 108

36 Orkney Rd, Unit B

27 South St, Unit #B3

2 Ayr Rd, Unit unitB 1-bed 1-bath

370 Chestnut Hill Ave, Unit 1

69 Chiswick Rd, Unit 1
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5 Braemore Rd, Unit 1-15

1933 Commonwealth Ave, Unit 401

131 Sutherland Rd, Unit C

2 Braemore Rd, Unit 1

249 Chestnut Hill Ave, Unit 51

1933 Commonwealth Ave, Unit 401

39 Englewood Ave, Unit 23

133 Sutherland Rd, Unit I

276 Chestnut Hill Ave, Unit 6

1988 Commonwealth Ave, Unit 9
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5 Braemore Rd, Unit 8

63 Selkirk Rd, Unit 1

59 Lanark Rd, Unit 2

7 Lothian Rd, Unit 8

90 Kilsyth Rd, Unit 37

98 Strathmore Rd, Unit 2

59 Lanark Rd, Unit 2

6 Sutherland Rd, Unit 43

374 Chestnut Hill Ave, Unit 2

110 Strathmore Rd, Unit 204

276 Chestnut Hill Ave, Unit 11
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249 Chestnut Hill Ave, Unit 32

30 Chiswick Rd, Unit 2

2025 Commonwealth Ave, Unit 1

2012 Commonwealth Ave, Unit BE

58 Selkirk Rd, Unit 5

249 Chestnut Hill Ave, Unit 1

63 Selkirk Rd, Unit 3

1880 Commonwealth Ave, Unit 12

8 Selkirk Rd
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21 Sutherland Rd, Unit 1
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 379 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Chestnut Hill, Boston, MA Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleChestnut Hill, Boston, MA
Ranked #75
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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.