
Luxury Homes for Rent in Chestnut Hill, MA (5,296 Rentals)Page 3 of 106
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


114 Independence Dr

131 Independence Dr

128 Thornton Rd

146 Independence Dr, Unit 1

55 Gerry Rd

295 Commonwealth Ave, Unit H-18

35 Sheafe St

21 Sheafe St, Unit 3

35 Commonwealth Ave, Unit U201-1-bed

5 Broadlawn Park, Unit 410

55 Broadlawn Park, Unit 18

531 VFW Parkway

50-56-56 Broadlawn Park

47 Brackett St, Unit 2

17 Stearns Rd, Unit 1

72 Strathmore Rd

295 Foster St, Unit 1

40 Druid Hill Rd, Unit 40

40 Druid Hill Rd

40 Druid Hill Rd

40 Druid Hill Rd

40 Druid Hill Rd

40 Puddingstone Ln

150 Country Club Rd

150 Country Club Rd

40 Puddingstone Ln

150 Country Club Rd

40 Puddingstone Ln

27 Orkney Rd, Unit 1

27 Bostonia Ave, Unit House

150 Country Club Rd

150 Country Club Rd

27 Orkney Rd, Unit HOUSE

40 Puddingstone Ln

64 Lane Park

33 Washington St

44 Greycliff Rd, Unit 2

2 Harvard Sq, Unit 2

44 Greycliff Rd, Unit 2

46 Kirkwood Rd, Unit 1

16 Gerald Rd, Unit 2

46 Kirkwood Rd

46 Bostonia Ave, Unit 1

12 Naples Rd

1860 Commonwealth Ave

142 Hartman Rd

52 Greycliff Rd

44 Greycliff Rd, 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 | $3,248 | $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
Explore Chestnut Hill
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.