
Luxury Homes for Rent in Chestnut Hill, MA (5,233 Rentals)Page 3 of 105
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


131 Independence Dr

128 Thornton Rd

146 Independence Dr, Unit 1

55 Gerry Rd

35 Sheafe St

295 Commonwealth Ave, Unit H-18

21 Sheafe St, Unit 3

39 Commonwealth Ave, Unit 12

1160 Boylston St, Unit 31

55 Broadlawn Park, Unit 18

132 Middlesex Rd

50-56-56 Broadlawn Park

31 Donna Rd

71 Fairbanks St

1419 Commonwealth Ave, Unit 404

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

295 Foster St

150 Country Club Rd

150 Country Club Rd

150 Country Club Rd, Unit 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

40 Puddingstone Ln

64 Lane Park

44 Greycliff Rd, Unit 2

44 Greycliff Rd, Unit 2

33 Washington St

46 Kirkwood Rd

46 Bostonia Ave, Unit 1

16 Gerald Rd, Unit 2

46 Kirkwood Rd, Unit 1

12 Naples Rd

12 Naples Rd

142 Hartman Rd

12 Naples Rd

42 Radnor Rd, Unit #2

44 Bostonia Ave, Unit 1

52 Bostonia Ave, Unit 1

52 Greycliff Rd
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 | $3,239 | $1,600 | $7,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,883 | $1,950 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $5,032 | $1,400 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $6,314 | $1,250 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,832 | $4,500 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $12,000 | $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 8685 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $700 to $25,746. There are also 6262 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 $5,900.
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 $950 to $15,757, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $10,000. Four Bedroom Single-Family rentals are also available starting from $1,400 and Four Bedroom Apartments start at $700.
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 Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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.