close
View Me
$4,5003 Bedroom Apartments Available Sep 1
34 Pratt St, Unit 1
34 Pratt StBoston, MA 02134
Luxury Homes for Rent in Chestnut Hill, MA (4,412 Rentals) Page 62 of 89
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
close
View Me
$4,5003 Bedroom Apartments Available Sep 1
10 Duffley Ct, Unit 2
10 Duffley CtBrookline, MA 02467
close
View Me
$4,5002 Bedroom Apartments Available Sep 1
83 Gardner St, Unit 301
83 Gardner StBoston, MA 02134
48 Shannon St, Unit 2, Unit 2
48 Shannon St
BostonMA02135
19 Roberts St
BrooklineMA02445
14 Alcott St
BostonMA02134
366 Western Ave
BostonMA02135
45 Shannon St
BostonMA02135
24 Alcott St
BostonMA02134
16 Alcott St
BostonMA02134
59 Riverdale St
BostonMA02134
368 Chestnut Hill Ave
BostonMA02135
26 Armington St
BostonMA02134
39 Chester St, Unit 4, Unit 4
39 Chester St
BostonMA02134
20 Alcott St
BostonMA02134
178 Brighton Ave
BostonMA02134
15 Bellvista Rd, Unit 2, Unit 2
15 Bellvista Rd
BostonMA02135
close
View Me
$4,5004 Bedroom Apartments Available Sep 1
72 Antwerp St
72 Antwerp StBoston, MA 02135
20 Dean Rd
BrooklineMA02445
46 Shannon St
BostonMA02135
3 Glenley Ter
BostonMA02135
close
View Me
$4,5004 Bedroom Apartments Available Sep 1
25 Chester St, Unit 5
25 Chester StBoston, MA 02134
1016 South St
BostonMA02131
close
View Me
$4,5003 Bedroom Apartments Available Jun 1
66 Chester St, Unit 1A
66 Chester StBoston, MA 02134
41 Stearns Rd, Unit 4, Unit 4
41 Stearns Rd
BrooklineMA02446
72 Antwerp St
BostonMA02135
178 Brighton Ave, Unit 1, Unit 1
178 Brighton Ave
BostonMA02134
close
View Me
$4,5003 Bedroom Apartments Available Sep 2
9 Gardner Terrace, Unit 1
9 Gardner TerraceBoston, MA 02134
1284 Commonwealth Ave, Unit 3
1284 Commonwealth Ave
BostonMA02134
126 Lancaster Terrace
BrooklineMA02446
close
View Me
$4,5005 Bedroom Apartments Available Sep 1
140 Brooks St, Unit 2
140 Brooks StBoston, MA 02135
14 Breck Ave, Unit 2
14 Breck Ave
BostonMA02135
89 Westbourne Terrace, Unit 1, Unit 1
89 Westbourne Terrace
BrooklineMA02446
29 Gerald Rd
BostonMA02135
321 Tappan St
BrooklineMA02445
close
View Me
$4,5002 Bedroom Apartments Available Sep 1
83 Gardner St, Unit 403
83 Gardner StBoston, MA 02134
close
View Me
$4,5002 Bedroom Apartments Available Sep 1
83 Gardner St, Unit 210
83 Gardner StBoston, MA 02134
close
View Me
$4,5254 Bedroom Apartments Available Jun 1
36 Colborne Rd, Unit 2
36 Colborne RdBoston, MA 02135
close
View Me
$4,5502 Bedroom Apartments Available Jun 1
36 Colborne Rd, Unit 3
36 Colborne RdBoston, MA 02135
93 Williston Rd, Unit 1, Unit 1
93 Williston Rd
BrooklineMA02445
close
View Me
$4,5502 Bedroom Apartments Available Sep 1
16-18 Highgate St., Unit 303
16-18 Highgate StBoston, MA 02134
close
View Me
$4,5752 Bedroom Apartments Available Aug 1, 2027
83 Gardner St, Unit 402
83 Gardner StBoston, MA 02134
1712 Beacon St, Unit 3-bed 1-bathU1 Brookline, Unit 3-bed 1-bathU1 Brookline
1712 Beacon St
BrooklineMA02445
1714 Beacon St, Unit 12-1, Unit 12-1
1714 Beacon St
BrooklineMA02445
136 Davis Ave
BrooklineMA02445
close
View Me
$4,6004 Bedroom Apartments Available Now
102 Nonantum St
102 Nonantum StBoston, MA 02135
40 Brainerd Rd, Unit 1, Unit 1
40 Brainerd Rd
BostonMA02134
35 South St, Unit 10, Unit 10
35 South St
BostonMA02135
59 Prince St, Unit 2, Unit 2
59 Prince St
BrooklineMA02445
171 Allston St, Unit 3, Unit 3
171 Allston St
BostonMA02134
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 | $3,228 | $1,430 | $9,999 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,036 | $1,100 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,690 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,861 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,575 | $880 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,363 | $925 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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 4423 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,366. There are also 5371 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 to $30,000.
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 $30,000 with an average monthly rent of $5,896.
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 $17,366, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 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.