
Luxury Homes for Rent in Chestnut Hill, MA (3,500 Rentals) Page 56 of 70
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


45 Allston St

40 Orchard Rd

30 Linden St

64-66 Litchfield St, Unit 1

75 Leicester St, Unit 2

1522 Commonwealth Ave

47 Orkney Rd

133 Glenville Ave, Unit 1

24 Farrington Ave, Unit 1

135 Glenville Ave

70 Larch St

70 Larch St

85 Brainerd Rd

22 Royal St, Unit 2

85 Brainerd Rd

17 Highgate St

9 Strathmore Rd

17 Highgate St

209 Chestnut Hill Ave

11 E Milton Rd

27 Bennett St

48 Pratt St

1 Woodstock Ave

164 Hyde Park Ave, Unit 3

11 Rosemary St, Unit 11

164 Hyde Park Ave, Unit 2

4 Farrington Ave

48 Babcock St

1616 Beacon St

47 Crosby Rd

54 Babcock St, Unit 6

21 Highgate St

Total Monthly Price
453 Washington St

Total Monthly Price
38 Hichborn St

31 Glenville Ave

29 Glenville Terrace

37 Glenville Ave

21 Glenville Ave

165 Allston St

27 Glenville Ave

Total Monthly Price
160 Boylston St

72 Gardner St

58 Cameron St

74 Quint Ave

104 Allston St

11 Wadsworth St

28 Manet Rd

10 Islington St

1490 Beacon 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 | $3,178 | $1,000 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,981 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,600 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,544 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,888 | $800 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,702 | $900 | $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 4650 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,385. There are also 4275 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 $7,846.
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.