Luxury Homes for Rent in Chestnut Hill, MA (3,281 Rentals) Page 66 of 66

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 116 Thorndike St

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

116 Thorndike St

BrooklineMA02446
property at 52 Greycliff Rd

$11,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,100

Total Monthly Price
$11,100

6 Bedroom, 3 Bath Home for Rent

Available Sep 1, 2027

52 Greycliff Rd

BostonMA02135
property at 16 Gerald Rd

$11,200 - $13,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,200

Total Monthly Price
$11,200

6 Bedroom Rentals

Available Now

16 Gerald Rd

BostonMA02135
property at 75 Lee St

$11,500

Total Monthly Price

Total Monthly Price

Base Rent
$11,500

Total Monthly Price
$11,500

4 Bedroom, 4.5 Bath Home for Rent

Available Now

75 Lee St

BrooklineMA02445
property at 20 Salisbury Rd

$11,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,500

Total Monthly Price
$11,500

5 Bedroom, 4.5 Bath Townhome for Rent

Available Sep 15

20 Salisbury Rd

NewtonMA02458
property at 616 Washington St

$11,800

Total Monthly Price

Total Monthly Price

Base Rent
$11,800

Total Monthly Price
$11,800

3 Bedroom, 2 Bath Home for Rent

Available Now

616 Washington St

BrooklineMA02446
property at 103 Levbert Rd

$12,000

Total Monthly Price

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

5 Bedroom, 6.5 Bath Home for Rent

Available Now

103 Levbert Rd

NewtonMA02459
property at 225 Kenrick St

$12,000

Total Monthly Price

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

5 Bedroom, 3.5 Bath Home for Rent

Available Nov 1

225 Kenrick St

NewtonMA02458
property at 14 Cloelia Terrace

$12,000

Total Monthly Price

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

5 Bedroom, 4.5 Bath Townhome for Rent

Available Oct 1

14 Cloelia Terrace

NewtonMA02460
property at 12 Cloelia Terrace

$12,000

Total Monthly Price

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

5 Bedroom, 4.5 Bath Townhome for Rent

Available Oct 1

12 Cloelia Terrace

NewtonMA02460
property at 36 Puddingstone Ln

$12,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,250

Total Monthly Price
$12,250

8 Bedroom, 5.5 Bath Home for Rent

Available Now

36 Puddingstone Ln

NewtonMA02459
property at 42 Puddingstone Ln

$12,250

Total Monthly Price

Total Monthly Price

Base Rent
$12,250

Total Monthly Price
$12,250

8 Bedroom, 5.5 Bath Condo for Rent

Available Now

42 Puddingstone Ln

NewtonMA02459
property at 40 Puddingstone Ln

$12,250

Total Monthly Price

Total Monthly Price

Base Rent
$12,250

Total Monthly Price
$12,250

8 Bedroom, 5.5 Bath Home for Rent

Available Now

40 Puddingstone Ln

NewtonMA02459
property at 50 Greycliff Rd

$12,300

Total Monthly Price

Total Monthly Price

Base Rent
$12,300

Total Monthly Price
$12,300

7 Bedroom, 3 Bath Condo for Rent

Available Aug 24, 2027

50 Greycliff Rd

BostonMA02135
property at 44 Greycliff Rd

$12,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,400

Total Monthly Price
$12,400

6 Bedroom, 3 Bath Condo for Rent

Available Aug 31, 2027

44 Greycliff Rd, Unit #2

44 Greycliff Rd
BostonMA02135
property at 1778 Commonwealth Ave

$12,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,500

Total Monthly Price
$12,500

8 Bedroom, 9 Bath Townhome for Rent

Available Now

property at 2 Harvard Square

$12,600

Total Monthly Price

Total Monthly Price

Base Rent
$12,600

Total Monthly Price
$12,600

3 Bedroom, 2 Bath Home for Rent

Available Now

2 Harvard Square

BrooklineMA02445
property at 34 Wadsworth St

$12,600

Total Monthly Price

Total Monthly Price

Base Rent
$12,600

Total Monthly Price
$12,600

7 Bedroom, 4 Bath Condo for Rent

Available Now

34 Wadsworth St

BostonMA02134
property at 8 Harvard Square

$12,600

Total Monthly Price

Total Monthly Price

Base Rent
$12,600

Total Monthly Price
$12,600

3 Bedroom, 2 Bath Condo for Rent

Available Now

8 Harvard Square

BrooklineMA02445
property at 39 Pratt St

$13,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$13,500

Total Monthly Price
$13,500

6 Bedroom, 3 Bath Home for Rent

Available Sep 1, 2027

39 Pratt St

BostonMA02134
property at 1789 Commonwealth Ave

$13,600

Total Monthly Price

Total Monthly Price

Base Rent
$13,600

Total Monthly Price
$13,600

8 Bedroom, 9 Bath Condo for Rent

Available Now

property at 27 Orkney Rd

$14,500

Total Monthly Price

Total Monthly Price

Base Rent
$14,500

Total Monthly Price
$14,500

10 Bedroom, 3.5 Bath Home for Rent

Available Sep 1, 2027

27 Orkney Rd

BostonMA02135
property at 17 Montrose St

$16,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$16,000

Total Monthly Price
$16,000

5 Bedroom, 6 Bath Home for Rent

Available Now

17 Montrose St

NewtonMA02458
property at 394 Hammond St

$22,000

Total Monthly Price

Total Monthly Price

Base Rent
$22,000

Total Monthly Price
$22,000

9 Bedroom, 5.5 Bath Home for Rent

Available Oct 1

394 Hammond St

NewtonMA02467

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2376 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 3937 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 $3,521.

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 $1,033 to $12,866, 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 $1,060 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.