
Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA with Swimming Pool (26 Rentals)


2 Sutherland Rd, Unit 32
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.

385 Chestnut Hill Ave, Unit 34

120 Sutherland Rd, Unit #1

7 Sutherland Rd, Unit 31

2 Sutherland Rd, Unit 31

1965 Commonwealth Ave
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.

2 Sutherland Rd, Unit 51

2 Sutherland Rd, Unit 51

1961 Commonwealth Ave, Unit 47
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.

2 Sutherland Rd, Unit #31

356 Chestnut Hill Ave

124 Sutherland Rd, Unit 5

6 Sutherland Rd, Unit 21
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.

Reservoir Towers

Avalon at Chestnut Hill
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 | $2,301 | $1,795 | $5,500 |
Chestnut Hill 1 Bedroom Apartments | $2,643 | $1,895 | $4,800 |
Chestnut Hill 2 Bedroom Apartments | $3,273 | $2,200 | $5,465 |
Chestnut Hill 3 Bedroom Apartments | $4,059 | $1,200 | $6,900 |
Chestnut Hill 4 Bedroom Apartments | $5,047 | $1,150 | $10,000+ |
Chestnut Hill 5 Bedroom Apartments | $6,179 | $4,200 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $7,159 | $1,100 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 26 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
See all Apartments in BostonExplore Boston
Chestnut Hill, Boston, MA Local Guide
- Nearby Boston neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 #71
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 124 Sutherland Rd, Unit 5 listed at $2,250.
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 $3,332.
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 2,447 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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.