Luxury Homes for Rent in Chestnut Hill, MA (3,352 Rentals) Page 31 of 68

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 232 Lake St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

232 Lake St

BostonMA02135
property at 19 Elmira St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

19 Elmira St

BostonMA02135
property at 65 Foster St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

65 Foster St

BostonMA02135
property at 78 Colborne Rd

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

78 Colborne Rd

BostonMA02135
property at 202 Rawson Rd

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

202 Rawson Rd

BrooklineMA02445
property at 36 Brighton Ave

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Home for Rent

Available Sep 1

36 Brighton Ave

BostonMA02134
property at 24 Brainerd Rd

$3,400 - $3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 To 3 Bedroom Rentals

Available Sep 1

24 Brainerd Rd

BostonMA02134
property at 20 Chiswick Rd

$3,500 - $3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom Rentals

Available Sep 1

20 Chiswick Rd

BostonMA02135
property at 32 Reedsdale St

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

3 Bedroom, 2 Bath Condo for Rent

Available Now

32 Reedsdale St, Unit 5

32 Reedsdale St
BostonMA02134
property at 56 Morrell St

$3,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

3 Bedroom, 1 Bath Home for Rent

Available Sep 1

56 Morrell St

BostonMA02132
property at 5 Smythe St

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

3 Bedroom, 2 Bath Home for Rent

Available Now

5 Smythe St

BrooklineMA02445
property at 28 Chiswick Rd

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

28 Chiswick Rd

BostonMA02135
property at 9 Glenville Ave

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

9 Glenville Ave

BostonMA02134
property at 53 Ashford St

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

53 Ashford St

BostonMA02134
property at 184 Allston St

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

184 Allston St

BostonMA02134
property at 1661 Commonwealth Ave

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

4 Bedroom Rentals

Available Sep 1

property at 1017 W Roxbury Pkwy

$3,590

Total Monthly Price

Total Monthly Price

Base Rent
$3,590

Total Monthly Price
$3,590

2 Bedroom, 1.5 Bath Home for Rent

Available Now

1017 W Roxbury Pkwy

BrooklineMA02467
property at 134 Englewood Ave

$3,595

Total Monthly Price

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1, 2027

134 Englewood Ave

BostonMA02135
property at 76 St Paul St

$3,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

76 St Paul St

BrooklineMA02446
property at 42 Brackett St

$3,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

42 Brackett St, Unit 1

42 Brackett St
BostonMA02135
property at 39 Englewood Ave

$3,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

1 Bedroom, 1 Bath Condo for Rent

Available Now

39 Englewood Ave, Unit #4

39 Englewood Ave
BostonMA02135
property at 25 Colborne Rd

$3,595

Total Monthly Price

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

25 Colborne Rd

BostonMA02135
property at 3-11 Ransom Rd

$3,595

Total Monthly Price

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

4 Bedroom, 2 Bath Condo for Rent

Available Now

3-11 Ransom Rd

BrightonMA01235
property at 40 Brackett St

$3,595

Total Monthly Price

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

40 Brackett St

BostonMA02135
property at 11 Camelot Ct

$3,596 - $3,851

Total Monthly Price

Total Monthly Price

Base Rent
$3,596

Total Monthly Price
$3,596

2 Bedroom Rentals

Available Now

11 Camelot Ct

BostonMA02135
property at 78 Brainerd Rd

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

78 Brainerd Rd

BostonMA02134
property at 30 Claymoss Rd

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

30 Claymoss Rd

BostonMA02135
property at 38 Donnybrook Rd

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

38 Donnybrook Rd

BostonMA02135
property at 59 Ashford St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

59 Ashford St

BostonMA02134
property at 74 Brooks St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Home for Rent

Available Sep 1

74 Brooks St

BostonMA02135
property at 116 Newton St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

116 Newton St

BostonMA02135
property at 56 Ashford St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

56 Ashford St

BostonMA02134
property at 39 Union St

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

4 Bedroom, 2 Bath Condo for Rent

Available Jan 1, 2027

39 Union St, Unit #1

39 Union St
WatertownMA02472

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2414 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4041 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $24,000.

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 $900 to $24,000 with an average monthly rent of $3,532.

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 $1,495 to $12,730, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,130 and Four Bedroom Apartments start at $1,300.

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

decorative image for Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move article

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for What It Really Costs to Live in Boston: A Local Renter's Guide article

What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities article

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

decorative image for Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert   article

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Articles, How-To's, and Tips

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.