
Luxury Homes for Rent in Chestnut Hill, MA (4,364 Rentals) Page 21 of 88
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


244 Kelton St, Unit 7

42 Brackett St, Unit 44-2, Unit 44-2

17 Fairbanks St, Unit 2a, Unit 2a

17 Highgate St, Unit 4

17 Highgate St, Unit 4

17 Highgate St, Unit 5

15 Walbridge St, Unit 34

244 Kelton St, Unit 16

248 Kelton St, Unit 9

244 Kelton St, Unit 3

248 Kelton St, Unit 7

248 Kelton St, Unit 8

244 Kelton St, Unit uni6 2-bed 1-bath, Unit uni6 2-bed 1-bath

240 Kelton St, Unit 7, Unit 7

11 Fairfield St, Unit 2, Unit 2

240 Kelton St, Unit 16, Unit 16

240 Kelton St, Unit 7

15 Walbridge St

37 Brooksdale Rd

244 Kelton St, Unit 3

244 Kelton St, Unit 7

240 Kelton St, Unit 7

83 Harvard St, Unit 10

245 Kelton St

124 Gerry Rd

405 Langley Rd

185 Chestnut Hill Ave, Unit 6, Unit 6

46-48 Brighton Ave

317 Summit Ave

437 Cambridge St

61 Brighton Ave

1355 Commonwealth Ave

242 Corey Rd, Unit 1

229 Kelton St

1129 Commonwealth Ave

327 Summit Ave

68 Harvard Ave

1293 Commonwealth Ave

40 Adella Pl

8 Oliva Rd

53 Brackett St, Unit 2

518 Cambridge St

26 Allston St, Unit 13

26 Allston St, Unit 12

26 Allston St, Unit 10

1135 Commonwealth Ave, Unit 1

41 Atkins St, Unit 4

512 Cambridge St, Unit 4

1691 Commonwealth Ave
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 | $3,221 | $1,330 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,037 | $1,125 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,671 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,793 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,626 | $850 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,324 | $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 4549 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,340. There are also 5235 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 $8,529.
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 $17,340, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,125 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.