Luxury Homes for Rent in Chestnut Hill, MA (3,240 Rentals) Page 61 of 65

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

property at 42 Brainerd Rd

$5,600 - $6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom Rentals

Available Now

42 Brainerd Rd

BostonMA02134
property at 1 Jackson St

$3,800 - $6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

2 Bedroom Rentals

Available Now

1 Jackson St

NewtonMA02459
property at 117 Thorndike St

$6,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,100

Total Monthly Price
$6,100

4 Bedroom, 2 Bath Condo for Rent

Available Soon

117 Thorndike St, Unit 1##

117 Thorndike St
BrooklineMA02446
property at 171 Thorndike St

$5,900 - $6,100

Total Monthly Price

Total Monthly Price

Base Rent
$6,100

Total Monthly Price
$6,100

4 Bedroom Rentals

Available Now

171 Thorndike St

BrooklineMA02446
property at 13 Highgate St

$6,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,195

Total Monthly Price
$6,195

6 Bedroom, 2 Bath Home for Rent

Available Now

13 Highgate St

BostonMA02134
property at 201 Boylston St

$6,200

Total Monthly Price

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 3.5 Bath Townhome for Rent

Available Now

201 Boylston St

BrooklineMA02445
property at 1406 Beacon St

$6,200

Total Monthly Price

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

3 Bedroom, 2 Bath Condo for Rent

Available Now

1406 Beacon St

BrooklineMA02446
property at 211 Boylston St

$6,200

Total Monthly Price

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

211 Boylston St

BrooklineMA02445
property at 15 Bennett St

$6,200

Total Monthly Price

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

5 Bedroom, 3 Bath Condo for Rent

Available Now

15 Bennett St

BostonMA02135
property at 199 Boylston St

$6,200

Total Monthly Price

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

199 Boylston St

BrooklineMA02445
property at 1683 Beacon St

$6,200

Total Monthly Price

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 3 Bath Home for Rent

Available Now

1683 Beacon St

BrooklineMA02445
property at 25 Gibbs St

$6,200

Total Monthly Price

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 2 Bath Condo for Rent

Available Now

25 Gibbs St

BrooklineMA02446
property at 29 Gerald Rd

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

3 Bedroom, 1 Bath Condo for Rent

Available Aug 31, 2027

29 Gerald Rd, Unit 1

29 Gerald Rd
BostonMA02135
property at 153 Foster St

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 2 Bath Townhome for Rent

Available Soon

153 Foster St, Unit 1

153 Foster St
BostonMA02135
property at 1185 Commonwealth Ave

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 2 Bath Condo for Rent

Available Soon

1185 Commonwealth Ave, Unit 101

1185 Commonwealth Ave
BostonMA02134
property at 83 Glenville Ave

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

5 Bedroom, 2 Bath Condo for Rent

Available Now

83 Glenville Ave, Unit 1

83 Glenville Ave
BostonMA02134
property at 105 Colbourne Crescent

$6,200

Total Monthly Price

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

105 Colbourne Crescent

BrooklineMA02445
property at 67 Glenville Ave

$6,230

Total Monthly Price

Total Monthly Price

Base Rent
$6,230

Total Monthly Price
$6,230

4 Bedroom, 2 Bath Home for Rent

Available Now

67 Glenville Ave

BostonMA02134
property at 29 Woodstock Ave

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 2 Bath Condo for Rent

Available Now

29 Woodstock Ave

BostonMA02135
property at 25 St Lukes Rd

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 2 Bath Condo for Rent

Available Now

25 St Lukes Rd

BostonMA02134
property at 20 Bennett St

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 3 Bath Condo for Rent

Available Now

20 Bennett St

BostonMA02135
property at 90 Mt Auburn St

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

6 Bedroom, 2.5 Bath Home for Rent

Available Now

90 Mt Auburn St

WatertownMA02472
property at 21 Bennett St

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 3 Bath Home for Rent

Available Now

21 Bennett St

BostonMA02135
property at 7 St Lukes Rd

$6,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 2 Bath Home for Rent

Available Now

7 St Lukes Rd

BostonMA02134
property at 16 St Lukes Rd

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 2 Bath Home for Rent

Available Now

16 St Lukes Rd

BostonMA02134
property at 94 Mt Auburn St

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

6 Bedroom, 2.5 Bath Home for Rent

Available Now

94 Mt Auburn St

WatertownMA02472
property at 31 Woodstock Ave

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 2 Bath Condo for Rent

Available Now

31 Woodstock Ave

BostonMA02135
property at 92 Mt Auburn St

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

6 Bedroom Rentals

Available Now

92 Mt Auburn St

WatertownMA02472
property at 51 Gardner St

$6,000 - $6,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom Rentals

Available Now

51 Gardner St

BostonMA02134
property at 39 Woodstock Ave

$6,250

Total Monthly Price

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom Rentals

Available Now

39 Woodstock Ave

BostonMA02135
property at 180 Kelton St

$6,300

Total Monthly Price

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

5 Bedroom, 2 Bath Home for Rent

Available Now

180 Kelton St

BostonMA02134
property at 247 Freeman St

$6,300

Total Monthly Price

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

247 Freeman St

BrooklineMA02446
property at 44 Long Ave

$6,300

Total Monthly Price

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

6 Bedroom, 3 Bath Condo for Rent

Available Now

44 Long Ave

BostonMA02134
property at 28 Highgate St

$6,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

6 Bedroom, 2 Bath Home for Rent

Available Now

28 Highgate St

BostonMA02134
property at 12 Bradbury St

$6,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

4 Bedroom, 2.5 Bath Townhome for Rent

Available Now

12 Bradbury St

BostonMA02134
property at 85 Woodland Rd

$6,300

Total Monthly Price

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

4 Bedroom, 3 Bath Home for Rent

Available Now

85 Woodland Rd

BostonMA02130
property at 1602 Beacon St

$6,300

Total Monthly Price

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

1602 Beacon St

BrooklineMA02446
property at 47 Beaconsfield Rd

$6,300

Total Monthly Price

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

47 Beaconsfield Rd

BrooklineMA02445
property at 45 Beaconsfield Rd

$6,300

Total Monthly Price

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

45 Beaconsfield Rd

BrooklineMA02445
property at 139 Glenville Ave

$6,300

Total Monthly Price

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

5 Bedroom, 2.5 Bath Condo for Rent

Available Now

139 Glenville Ave

BostonMA02134
property at 53 Glenville Ave

$6,320

Total Monthly Price

Total Monthly Price

Base Rent
$6,320

Total Monthly Price
$6,320

4 Bedroom, 2.5 Bath Home for Rent

Available Now

53 Glenville Ave

BostonMA02134

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

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

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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

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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

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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.

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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.