Luxury Homes for Rent in Chestnut Hill, MA (2,807 Rentals) Page 11 of 57

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.

property at 26 Moreland Ave

26 Moreland Ave

DedhamMA02026
close
View Me
181 Washington St
$2,905
Total Monthly Price

Total Monthly Price

Base Rent
$2,540
Required Monthly Fees
$365
Total Monthly Price
$2,905
Studio Apartments Available Jan 18, 2026

181 Washington St

181 Washington StBoston, MA 02135
Furnished
property at 1634 Commonwealth Ave

1634 Commonwealth Ave, Unit 12

1634 Commonwealth Ave
BostonMA02135
property at 9 Egremont Rd

9 Egremont Rd, Unit 4

9 Egremont Rd
BostonMA02135
close
View Me
35 South St
$2,930
Total Monthly Price

Total Monthly Price

Base Rent
$2,490
Required Monthly Fees
$440
Total Monthly Price
$2,930
2 Bedroom Apartments Available Jan 18, 2026

35 South St

35 South StBoston, MA 02135
Furnished
property at 211 Lake Shore Rd

211 Lake Shore Rd, Unit 2

211 Lake Shore Rd
BostonMA02135
property at 7 Benson St

7 Benson St, Unit 3

7 Benson St
BostonMA02135
property at 53 Hunnewell Ave

53 Hunnewell Ave, Unit 1

53 Hunnewell Ave
BostonMA02135
property at 6A Islington St

6A Islington St

BostonMA02134
property at 7 Hartley Ter

7 Hartley Ter, Unit 3

7 Hartley Ter
BostonMA02134
property at 60 Dustin St

60 Dustin St, Unit 2

60 Dustin St
BostonMA02135
property at 65 Chester St

65 Chester St, Unit 9

65 Chester St
BostonMA02134
property at 1768 Beacon St

1768 Beacon St, Unit 3

1768 Beacon St
BrooklineMA02445
property at 9 Islington St

9 Islington St

BostonMA02134
property at 152 North Beacon St

152 North Beacon St, Unit B2

152 North Beacon St
BostonMA02135
property at 28 Goldsmith St

28 Goldsmith St, Unit 2

28 Goldsmith St
BostonMA02130
property at 142 North Beacon St

142 North Beacon St, Unit A4

142 North Beacon St
BostonMA02135
property at 62 Litchfield St

62 Litchfield St, Unit 3

62 Litchfield St
BostonMA02135
property at 168 Newton St

168 Newton St

BostonMA02135
property at 1450-1550 Beacon St

1450-1550 Beacon St

BrooklineMA02446
property at 58 Winship St

58 Winship St

BostonMA02135
property at 29 Eastburn St

29 Eastburn St, Unit 2

29 Eastburn St
BostonMA02135
property at 1408 Commonwealth Ave

1408 Commonwealth Ave, Unit 4

1408 Commonwealth Ave
BostonMA02135
property at 6A Islington St

6A Islington St, Unit 6

6A Islington St
BostonMA02134
property at 2A Islington St

2A Islington St, Unit 2

2A Islington St
BostonMA02134
property at 14 Lyne Rd

14 Lyne Rd, Unit 1

14 Lyne Rd
BostonMA02135
property at 1880 Commonwealth Ave

1880 Commonwealth Ave, Unit 12

1880 Commonwealth Ave
BostonMA02135
property at 24 Ransom Rd

24 Ransom Rd, Unit 4

24 Ransom Rd
BostonMA02135
property at 80 Bigelow St

80 Bigelow St, Unit 1

80 Bigelow St
BostonMA02135
property at 1185 Commonwealth Ave

1185 Commonwealth Ave, Unit 2

1185 Commonwealth Ave
BostonMA02134
property at 202 Corey Rd

202 Corey Rd, Unit 1

202 Corey Rd
BostonMA02135
property at 202 Corey Rd

202 Corey Rd, Unit 1

202 Corey Rd
BostonMA02135
property at 325 Summit Ave

325 Summit Ave, Unit 4

325 Summit Ave
BostonMA02135
Showing Results 501-550, Page 11 of 57

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 3984 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3365 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $750 to $22,000.

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 $750 to $22,000 with an average monthly rent of $4,750.

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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,050 to $22,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,068.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.