44 Greycliff Rd, Unit 2
44 Greycliff Rd
BostonMA02135
Luxury Homes for Rent in Chestnut Hill, MA (4,992 Rentals)Page 4 of 100
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
20 Gerald Rd, Unit Gerald Rd Boston
20 Gerald Rd
BostonMA02135
46 Kirkwood Rd, Unit 1
46 Kirkwood Rd
BostonMA02135
16 Bostonia Ave
BrightonMA02135
46 Bostonia Ave, Unit 1
46 Bostonia Ave
BrightonMA02135
16 Gerald Rd, Unit 2
16 Gerald Rd
BostonMA02135
16 Gerald Rd, Unit 2
16 Gerald Rd
BostonMA02135
46 Kirkwood Rd
BostonMA02135
46 Kirkwood Rd
BostonMA02135
12 Naples Rd
BrooklineMA02446
12 Naples Rd
BrooklineMA02446
12 Naples Rd
BrooklineMA02446
142 Hartman Rd
NewtonMA02459
142 Hartman Rd
NewtonMA02459
142 Hartman Rd
NewtonMA02459
116 Columbia St, Unit 2
116 Columbia St
BrooklineMA02446
42 Radnor Rd, Unit #2
42 Radnor Rd
BostonMA02135
42 Radnor Rd
BostonMA02135
52 Greycliff Rd
BostonMA02135
52 Greycliff Rd
BostonMA02135
44 Greycliff Rd, Unit 1
44 Greycliff Rd
BrightonMA02135
52 Greycliff Rd
BostonMA02135
44 Greycliff Rd, Unit 1
44 Greycliff Rd
BostonMA02135
44 Bostonia Ave, Unit 1
44 Bostonia Ave
BrightonMA02135
52 Bostonia Ave, Unit 1
52 Bostonia Ave
BrightonMA02135
44 Bostonia Ave
BrightonMA02135
44 Greycliff Rd
BostonMA02135
52 Greycliff Rd
BostonMA02135
52 Greycliff Rd, Unit T
52 Greycliff Rd
BostonMA02135
44 Greycliff Rd, Unit 1
44 Greycliff Rd
BostonMA02135
33 Greycliff Rd, Unit 1
33 Greycliff Rd
BostonMA02135
18 Holton St, Unit S
18 Holton St
BostonMA02134
75 Wallingford Rd
BostonMA02135
64 Greycliff Rd, Unit 1
64 Greycliff Rd
BostonMA02135
80 Babcock St, Unit 3
80 Babcock St
BrooklineMA02446
170 Babcock St, Unit 2
170 Babcock St
BrooklineMA02446
18 Holton St
BostonMA02134
18 Holton St
BostonMA02134
11 Alton Pl, Unit 3
11 Alton Pl
BrooklineMA02446
168 Gardner Rd
BrooklineMA02445
101 Sumner Rd, Unit Sumner Rd #2
101 Sumner Rd
BrooklineMA02445
101 Sumner Rd, Unit 2
101 Sumner Rd
BrooklineMA02445
101 Sumner Rd, Unit 2
101 Sumner Rd
BrooklineMA02445
11 Alton Pl, Unit 3
11 Alton Pl
BrooklineMA02446
11 Alton Pl, Unit 3
11 Alton Pl
BrooklineMA02446
9 Alton Pl, Unit 3
9 Alton Pl
BrooklineMA02446
18 Holton St, Unit 1
18 Holton St
BostonMA02134
18 Holton St
BostonMA02134
16 Gerald Rd
BostonMA02135
18 Holton St
BostonMA02134
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
Explore Chestnut Hill
Let everyone know!
Do you know the Chestnut Hill area?
If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
Write a Review
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.