
Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA with Swimming Pool (20 Rentals)


2 Sutherland Rd, Unit 31

1965 Commonwealth Ave

2 Sutherland Rd, Unit 51
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

2 Sutherland Rd, Unit 51

1961 Commonwealth Ave, Unit 47

385 Chestnut Hill Ave, Unit 21

374 Chestnut Hill Ave, Unit #22
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.

356 Chestnut Hill Ave

1945 Commonwealth Ave, Unit 6

The Franklin at Hancock Village

The Overlook at St. Gabriel's
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

Reservoir Towers

Avalon at Chestnut Hill
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
Chestnut Hill, Boston, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill Studio Apartments | $2,952 | $1,775 | $10,000+ |
Chestnut Hill 1 Bedroom Apartments | $3,010 | $1,600 | $10,000+ |
Chestnut Hill 2 Bedroom Apartments | $3,795 | $2,100 | $10,000+ |
Chestnut Hill 3 Bedroom Apartments | $4,267 | $1,250 | $8,655 |
Chestnut Hill 4 Bedroom Apartments | $5,038 | $1,075 | $9,300 |
Chestnut Hill 5 Bedroom Apartments | $6,139 | $4,200 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $6,961 | $1,025 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 20 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Chestnut Hill, Boston, MA Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
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.
Pet Friendly LifestyleChestnut Hill, Boston, MA
Ranked #67
Among neighborhoods in Boston, MA for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Chestnut Hill Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Chestnut Hill?
Currently the most affordable Apartment in Chestnut Hill with Swimming Pool is at 1945 Commonwealth Ave, Unit 6 listed at $2,050.
How much is the average rent for Chestnut Hill Apartments with Swimming Pool?
The average rent for a Apartment in Chestnut Hill with Swimming Pool is $3,906.
What is the largest Chestnut Hill Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Chestnut Hill is a 9,999 square feet unit starting from $2,500 at 2 Sutherland Rd, Unit 31.
What is the average size for Chestnut Hill Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Chestnut Hill is currently at 1,900 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.