
Luxury Homes for Rent in Chestnut Hill, MA (4,302 Rentals) Page 10 of 87
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


1422 Commonwealth Ave, Unit 2

57 Brighton Ave, Unit 2, Unit 2

16 Glenville Ave, Unit P5, Unit P5

31 Westgate Rd, Unit 5, Unit 5

12 Cottage Ct, Unit 5

115 Withington Rd, Unit 1, Unit 1

40A Harvard Ave., Unit B

33 Walbridge St, Unit 7

33 Walbridge St, Unit 14

33 Walbridge St

33 Walbridge St, Unit 14

33 Walbridge St, Unit 14

30 Brooks St, Unit 2

520 Cambridge St, Unit 7A

365 Western Ave, Unit 208

365 Western Ave, Unit 305

365 Western Ave, Unit 408

12 Farrington Ave, Unit 6

365 Western Ave, Unit 211

73 Gardner St

90 Gardner St, Unit 37

11 Commonwealth Ct

90 Gardner St, Unit 36

199 Gardner St, Unit 418

199 Gardner St, Unit 213

288 Corey Rd

78 Glenville Ave, Unit 3, Unit 3

20 Radcliffe Rd, Unit 402, Unit 402

92 Hobart St, Unit 2, Unit 2

2018 Commonwealth Ave, Unit 27

34 Gardner St, Unit 45

199 Gardner St, Unit 110

524 Cambridge St, Unit 1

51 Park Vale Ave

34 Gardner St, Unit 22

200 Kelton St, Unit A-14

4 Litchfield St, Unit 1

36 Orkney Rd, Unit B, Unit B

28 Brooks St, Unit 3, Unit 3

245 Kelton St

282 Corey Rd

1457 Commonwealth Ave

30 Brooks St, Unit 2, Unit 2

1124 Commonwealth Ave

8-10 Glencoe St., Unit 1

3 Ridgemont St, Unit 3A

14 Lakeville Rd, Unit 7

16 Lakeville Rd, Unit 3

1409 Commonwealth Ave, Unit 403
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 | $3,235 | $1,330 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,032 | $1,150 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,649 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,766 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,646 | $900 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,468 | $925 | $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 4577 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,664. There are also 5236 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 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 $675 to $38,000 with an average monthly rent of $8,509.
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 $1,295 to $17,664, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,150 to $30,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,295.
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

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.