
Luxury Homes for Rent in Chestnut Hill, MA (5,296 Rentals)Page 2 of 106
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


250 Hammond Pond Pky, Unit 1203N

47 Algonquin Rd, Unit 2

47 Algonquin Rd, Unit 2

241 Gerry Rd

148 Independence Dr

499 Vfw Pky

607 Vfw Pky

95 Sherman Rd

46 Gerry Rd

11 Whitney St

29 Independence Dr

118 Thornton Rd

165 Gerry Rd

118 Thornton Rd

25 Sherman Rd

59 Thornton Rd

527 Vfw Pky

55 Gerry Rd

55 Gerry Rd

180 Thornton Rd, Unit 1

194 Gerry Rd

33 Gerry Rd

180 Thornton Rd, Unit 1

180 Thornton Rd

180 Thornton Rd

120 Thornton Rd

100 Thornton Rd

172 Thornton Rd

37 Sherman Rd, Unit 1

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

321 Hammond Pond Pky, Unit 203

320 Hammond Pond Pky, Unit 203

11 Hammond Pond Pky, Unit 203

320 Hammond Pond Pky, Unit #203

320 Hammond Pond Pky, Unit 203

20 Hammond Pond Pky, Unit 308

231 Gerry Rd

1019 W Roxbury Pky, Unit 2

320 Hammond Pond Pky

243 Gerry Rd

243 Gerry Rd, Unit 1

243 Gerry Rd

79 Thornton Rd, Unit 79
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 | $3,248 | $1,200 | $7,400 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,927 | $1,950 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $5,018 | $1,200 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $6,392 | $1,250 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,771 | $4,600 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $10,000 | $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 8309 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $875 to $70,000. There are also 6368 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,200 to $45,000.
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 $1,200 to $45,000 with an average monthly rent of $5,688.
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 $1,075 to $18,131, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,200 and Four Bedroom Apartments start at $925.
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.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.