
Luxury Homes for Rent in Chestnut Hill, MA (5,256 Rentals)Page 2 of 106
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


47 Algonquin Rd, Unit 2

508 Heath St, Unit 1

47 Algonquin Rd

250 Hammond Pond Pky, Unit 1203N

47 Algonquin Rd, Unit 2

47 Algonquin Rd, Unit 2

355 Vfw Pky, Unit 2

250 Hammond Pond Pky, Unit 1203N

241 Gerry Rd

148 Independence Dr

607 Vfw Pky

95 Sherman Rd

499 Vfw Pky

46 Gerry Rd

29 Independence Dr

118 Thornton Rd

118 Thornton Rd

165 Gerry Rd

89 Thornton Rd

92 Thornton Rd, Unit Thornton Rd Brookline

25 Sherman Rd

527 Vfw Pky

59 Thornton Rd

55 Gerry Rd

55 Gerry Rd

55 Gerry Rd

180 Thornton Rd

180 Thornton Rd, Unit Thornton Rd

180 Thornton Rd, Unit 1

180 Thornton Rd

194 Gerry Rd

33 Gerry Rd

180 Thornton Rd, Unit 1

120 Thornton Rd

100 Thornton Rd

172 Thornton Rd

9 Sherman Rd, Unit 1

87 Sherman Rd

136 Middlesex Rd, Unit 2

9 Sherman Rd

120 Gerry Rd, Unit 304

475 Vfw Pky, Unit 2

120 Gerry Rd, Unit 303

320 Hammond Pond Pky, Unit #203

320 Hammond Pond Pky, Unit 203

11 Hammond Pond Pky, Unit 203

320 Hammond Pond Pky, Unit 203

231 Gerry Rd

1019 W Roxbury Pky, Unit 2
Chestnut Hill, MA Local Guide

How much does it cost to rent a home in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill 2 Bedroom Homes for Rent | $3,231 | $1,600 | $7,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,872 | $1,469 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $5,029 | $1,400 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $6,395 | $1,250 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,886 | $1,500 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $11,600 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 8914 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $775 to $25,543. There are also 6301 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,250 to $22,000.
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 $1,250 to $22,000 with an average monthly rent of $5,871.
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 $1,000 to $15,621, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,469 to $10,000. Four Bedroom Single-Family rentals are also available starting from $1,400 and Four Bedroom Apartments start at $775.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.