
Apartments for Rent in Chestnut Hill, MA with Swimming Pool (141 Rentals)


55 Broadlawn Park, Unit 1

55 Broadlawn Park, Unit 18

21 Sherman Rd, Unit B-102

129 Independence Dr, Unit V-303

120 Gerry Rd, Unit 203

15 Sherman Rd, Unit 15
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.

The Franklin at Hancock Village

The Overlook at St. Gabriel's

Reservoir Towers

The Aven at Newton Highlands

The Charley

Velo Forest Hills Apartments

1443 Beacon

Barclay on Beacon

Elan Union Market
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Gables Arsenal Street

Lantera at Boston Landing

385 Chestnut Hill Ave, Unit 34

1415 Commonwealth Ave, Unit #504

36 Westgate Rd, Unit 4
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

36 Bellvista Rd, Unit 14

31 Westgate Rd, Unit 5

120 Sutherland Rd, Unit #1

1738 Beacon St, Unit 2

34 Westgate Rd, Unit #1

55 Broadlawn Park, Unit #1

1415 Commonwealth Ave, Unit #504
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.

31 Westgate Rd, Unit 1

55 Broadlawn Park, Unit 1

85 Brainerd Rd, Unit 212

32 Juniper St, Unit 2

10 Lake Shore Ct, Unit 3

191 Washington St, Unit 714

19 Winchester St, Unit 604
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, 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 with Swimming Pool | $2,434 | $1,600 | $10,000+ |
Chestnut Hill 1 Bedroom Apartments with Swimming Pool | $2,859 | $1,050 | $10,000+ |
Chestnut Hill 2 Bedroom Apartments with Swimming Pool | $3,455 | $1,375 | $10,000+ |
Chestnut Hill 3 Bedroom Apartments with Swimming Pool | $3,850 | $1,100 | $10,000+ |
Chestnut Hill 4 Bedroom Apartments with Swimming Pool | $4,607 | $975 | $10,000+ |
Chestnut Hill 5 Bedroom Apartments | $5,417 | $1,000 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $6,872 | $900 | $10,000+ |
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Chestnut Hill, 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.
Getting Around Chestnut Hill, MA
Walk Score®
55 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
46 / 100
Some Transit
A few nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 1411 Commonwealth Ave, Unit 504 listed at $1,950.
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 $3,516.
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 $3,100 at 144 Lake Shore Rd, Unit 2.
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 1,964 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 Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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.