
Luxury Homes for Rent in Chestnut Hill, MA (4,992 Rentals)Page 3 of 100
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


11 Hammond Pond Pky, Unit 203

18 Sheafe St

320 Hammond Pond Pky, Unit 203

231 Gerry Rd

1019 W Roxbury Pky, Unit 2

320 Hammond Pond Pky

243 Gerry Rd, Unit 1

243 Gerry Rd

243 Gerry Rd

79 Thornton Rd, Unit 79

27 Commonwealth Ave, Unit 6

101 Independence Dr, Unit 1

114 Independence Dr

131 Independence Dr

128 Thornton Rd

55 Gerry Rd

35 Sheafe St

18 Sheafe St, Unit 2

21 Sheafe St, Unit 3

30 Sheafe St, Unit sheafe st

295 Commonwealth Ave, Unit H-18

39 Commonwealth Ave, Unit 12

55 Broadlawn Park, Unit 18

87 Levbert Rd

295 Foster St, Unit 1

40 Druid Hill Rd

40 Druid Hill Rd, Unit 40

40 Druid Hill Rd

40 Druid Hill Rd

40 Druid Hill Rd

40 Druid Hill Rd

40 Druid Hill Rd

295 Foster St

150 Country Club Rd

150 Country Club Rd, Unit Country Club Rd

150 Country Club Rd

150 Country Club Rd

150 Country Club Rd

82 Lancaster Ter

27 Orkney Rd, Unit 1

27 Bostonia Ave, Unit House

150 Country Club Rd

150 Country Club Rd

150 Country Club Rd

150 Country Club Rd

40 Puddingstone Ln

33 Washington St

64 Lane Park

44 Greycliff Rd, 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 | $3,215 | $1,250 | $10,000+ |
Chestnut Hill 3 Bedroom Homes for Rent | $3,855 | $975 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $4,981 | $850 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $6,308 | $800 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,756 | $1,050 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $4,102 | $825 | $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 9395 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $250 to $23,500. There are also 5715 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $800 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 $800 to $22,000 with an average monthly rent of $5,457.
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 $1,800 to $13,367, while Three Bedroom Homes, Condos, and Townhomes for rent range from $975 to $13,000. Four Bedroom Single-Family rentals are also available starting from $850 and Four Bedroom Apartments start at $250.
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.