Homes for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA with Swimming Pool (19 Rentals)

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property at 150 Kenrick St
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
12 Month Lease Term
3 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

150 Kenrick St, Unit 4

150 Kenrick St
BostonMA02135
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property at 2 Hammond Pond Pky
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
12 Month Lease Term
2 Bedroom, 1.5 Bath Condo for Rent
Available Now
Affordability

2 Hammond Pond Pky, Unit 604

2 Hammond Pond Pky
Chestnut HillMA02467
property at 1988 Commonwealth Ave
$2,350

Total Monthly Price

Base Rent$2,350

Total Monthly Price$2,350
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1988 Commonwealth Ave, Unit 62

1988 Commonwealth Ave
BostonMA02135
property at 142 Kenrick St
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

142 Kenrick St, Unit 38

142 Kenrick St
BostonMA02135
property at 137 Chiswick Rd
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
12 Month Lease Term
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

137 Chiswick Rd, Unit 3

137 Chiswick Rd
BostonMA02135
property at 51 Lake Shore Ct
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

51 Lake Shore Ct, Unit 1

51 Lake Shore Ct
BostonMA02135

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

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 35 Lake Shore Ct
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
12 Month Lease Term
3 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

35 Lake Shore Ct, Unit 1

35 Lake Shore Ct
BostonMA02135
property at 6 Lothian Rd
$5,250

Total Monthly Price

Base Rent$5,250

Total Monthly Price$5,250
12 Month Lease Term
5 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

6 Lothian Rd, Unit 3

6 Lothian Rd
BostonMA02135
property at 132 Yarmouth Rd
$11,000

Total Monthly Price

Base Rent$11,000

Total Monthly Price$11,000
4 Bedroom, 5 Bath Home for Rent
Available Now
Outdoors

132 Yarmouth Rd

BrooklineMA02467

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

property at 225 Kenrick St
$12,000

Total Monthly Price

Base Rent$12,000

Total Monthly Price$12,000
5 Bedroom, 3.5 Bath Home for Rent
Available Nov 1
Outdoors

225 Kenrick St

NewtonMA02458
property at 18 Lake Shore Terrace
$3,450

Total Monthly Price

Base Rent$3,450

Total Monthly Price$3,450
3 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability
property at 51 Algonquin Rd
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
12 Month Lease Term
3 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

51 Algonquin Rd

NewtonMA02467
property at 20 Shanley St
$2,450

Total Monthly Price

Base Rent$2,450

Total Monthly Price$2,450
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

20 Shanley St, Unit 1R

20 Shanley St
BostonMA02135
property at 99 Chestnut Hill Ave
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

99 Chestnut Hill Ave, Unit 105

99 Chestnut Hill Ave
BostonMA02135
property at 38 Lake Shore Terrace
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
3 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

38 Lake Shore Terrace, Unit 2

38 Lake Shore Terrace
BostonMA02135

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

property at 53 Breck Ave
$4,400

Total Monthly Price

Base Rent$4,400

Total Monthly Price$4,400
12 Month Lease Term
3 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

53 Breck Ave

BostonMA02135

Chestnut Hill Middlesex, Boston College, MA Local Guide

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Read Article

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Chestnut Hill Middlesex, Chestnut Hill, MA

Ranked #1

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Frequently Asked Questions about Chestnut Hill Middlesex

What type of rentals are currently available in Chestnut Hill Middlesex?

There are currently 274 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,000 to $13,500. There are also 462 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,000 to $16,000.

What is the current price range for Rental Homes in Chestnut Hill Middlesex?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill Middlesex ranges from $1,000 to $16,000 with an average monthly rent of $3,744.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill Middlesex?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill Middlesex range from $1,000 to $7,640, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,250 to $7,250. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $1,350.

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.

Articles, How-To's, and Tips

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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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.

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.