Luxury Homes for Rent in Chestnut Hill, MA (3,318 Rentals) Page 42 of 67

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

property at 29 Pratt St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

29 Pratt St

BostonMA02134
property at 1198 Commonwealth Ave

$4,000 - $5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000 - $5,000

Total Monthly Price
$4,000 - $5,000

4 Bedroom, 2 Bath Condo for Rent

Available Now

property at 197 Rawson Rd

$4,000 - $4,450

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom Rentals

Available Sep 1

197 Rawson Rd

BrooklineMA02445
property at 64 Colborne Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 To 3 Bedroom Rentals

Available Sep 1

64 Colborne Rd

BostonMA02135
property at 45 Boulevard Terrace

$4,000 - $4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom Rentals

Available Sep 1

property at 188 Kelton St

$4,000 - $5,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 To 5 Bedroom Rentals

Available Sep 1

188 Kelton St

BostonMA02134
property at 31 Raymond St

$4,000 - $5,600

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 To 5 Bedroom Rentals

Available Sep 1

31 Raymond St

BostonMA02134
property at 70 Chester St

$4,000 - $5,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 To 4 Bedroom Rentals

Available Sep 1

70 Chester St

BostonMA02134
property at 43 Boulevard Terrace

$3,800 - $4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom Rentals

Available Sep 1

property at 105 Warren St

$4,050

Total Monthly Price

Total Monthly Price

Base Rent
$4,050

Total Monthly Price
$4,050

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

105 Warren St

BostonMA02135
property at 20 Penniman Rd

$4,050

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,050

Total Monthly Price
$4,050

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

20 Penniman Rd, Unit 201

20 Penniman Rd
BostonMA02134
property at 51 Fairbanks St

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

51 Fairbanks St, Unit 3

51 Fairbanks St
BostonMA02135
property at 348 Faneuil St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

348 Faneuil St

BostonMA02135
property at 344 Faneuil St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Condo for Rent

Available Now

344 Faneuil St

BostonMA02135
property at 17 Strathmore Rd

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Condo for Rent

Available Now

17 Strathmore Rd, Unit 2

17 Strathmore Rd
BrooklineMA02445
property at 54 Atkins St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

54 Atkins St

BostonMA02135
property at 42 Park Vale Ave

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

42 Park Vale Ave

BostonMA02134
property at 37 Etna St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

37 Etna St

BostonMA02135
property at 95 Brainerd Rd

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

95 Brainerd Rd

BostonMA02134
property at 85 Brainerd Rd

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

85 Brainerd Rd, Unit 503

85 Brainerd Rd
BostonMA02134
property at 70 Larch St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

70 Larch St

BostonMA02135
property at 265 Corey Rd

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 1 Bath Rentals

Available Sep 1

265 Corey Rd

BostonMA02135
property at 110 Academy Hill Rd

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

5 Bedroom, 2 Bath Condo for Rent

Available Now

110 Academy Hill Rd, Unit 1

110 Academy Hill Rd
BostonMA02135
property at 22-24-24 Everett Square

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Rentals

Available Sep 1

22-24 Everett Sq. 2, Unit 2

22-24-24 Everett Square
BostonMA02134
property at 275 Corey Rd

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

275 Corey Rd

BostonMA02135
property at 36 Alcott St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

36 Alcott St

BostonMA02134
property at 346 Faneuil St

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Rentals

Available Now

346 Faneuil St, Unit 2

346 Faneuil St
BostonMA02135
property at 94 Gordon St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

94 Gordon St

BostonMA02135
property at 340 Faneuil St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

340 Faneuil St

BostonMA02135
property at 5 Etna St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

5 Etna St

BostonMA02135
property at 1141 Commonwealth Ave

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2 Bath Home for Rent

Available Sep 1

property at 17 St Lukes Rd

$4,100 - $5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 To 4 Bedroom Rentals

Available Sep 1

17 St Lukes Rd

BostonMA02134
property at 161 Brayton Rd

$3,800 - $4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom Rentals

Available Sep 1

161 Brayton Rd

BostonMA02135
property at 1136 Commonwealth Ave

$3,600 - $4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom Rentals

Available Sep 1

property at 29 St Lukes Rd

$4,100 - $5,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 To 4 Bedroom Rentals

Available Sep 1

29 St Lukes Rd

BostonMA02134
property at 19 St Lukes Rd

$4,100 - $5,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 To 4 Bedroom Rentals

Available Sep 1

19 St Lukes Rd

BostonMA02134
property at 31 St Lukes Rd

$4,100 - $6,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 To 4 Bedroom Rentals

Available Sep 1

31 St Lukes Rd

BostonMA02134
property at 169 Kelton St

$4,150

Total Monthly Price

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

169 Kelton St

BostonMA02134
property at 191 Kenrick St

$4,150

Total Monthly Price

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

4 Bedroom, 2 Bath Home for Rent

Available Sep 1

191 Kenrick St

BostonMA02135
property at 1872 Commonwealth Ave

$4,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

2 Bedroom, 2 Bath Condo for Rent

Available Now

1872 Commonwealth Ave, Unit 408

1872 Commonwealth Ave
BostonMA02135
property at 23 Alcott St

$4,150

Total Monthly Price

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

23 Alcott St

BostonMA02134

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2395 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4006 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 $3,534.

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 $1,350 to $12,775, 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 $1,175 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

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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.

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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.

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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!

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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

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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.

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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.

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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.