
Luxury Homes for Rent in Chestnut Hill, MA (3,425 Rentals) Page 52 of 69
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


1855 Beacon St, Unit 3

1855 Beacon St, Unit 3-bed 1-bathU3 Brookline

160 Allston St, Unit 4

35 Pratt St, Unit 1

258 Allston St, Unit B

45 Falkland St, Unit 2

209 Chestnut Hill Ave, Unit 2

60 Parsons St

94 Winchester St, Unit T-1

6 Nonantum St, Unit 1

31 Chester St

65 Cameron St

4 Farrington Ave, Unit 1

24 Chester St, Unit 2

54 Athol St

69 Quint Ave

67 Quint Ave

65 Quint Ave

51 Gardner St

78 Quint Ave

5 Griggs Pl

19 St Lukes Rd

20 Glenville Ave

62 Ridgemont St

118 Franklin St

21 St Lukes Rd

13 University Rd

1200 Commonwealth Ave

22 Eulita Ter, Unit 22##

27 Ransom Rd, Unit 2

28 Linden St, Unit 5-bed 2-bath Linden

46 Park Vale Ave, Unit 3##

15 Lanark Rd, Unit 4##

5 Adamson St, Unit 3

1805 Beacon St, Unit 3

15 Pomeroy St

28 Montfern Ave, Unit 6-bed 3-bath

27 Orkney Rd

16 Priscilla Rd, Unit 2

124 Tremont St, Unit 873

24 Tremont St

36 Shepard St, Unit 1

16 Priscilla Rd

42 Gerrish St

27 Ransom Rd, Unit 2

9 University Rd

51 Gardner St

42 Gerrish St, Unit 1

65 Cameron St
Chestnut Hill, MA Local Guide

How much does it cost to rent a home in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill 2 Bedroom Homes for Rent | $3,182 | $1,000 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,986 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,605 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,560 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,893 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,699 | $875 | $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 4623 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,385. There are also 4313 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 to $38,000.
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 $725 to $38,000 with an average monthly rent of $7,873.
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 $1,350 to $17,385, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $15,000. Four Bedroom Single-Family rentals are also available starting from $825 and Four Bedroom Apartments start at $1,550.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.