
Luxury Apartments for Rent in Chestnut Hill, MA with Swimming Pool (87 Rentals)
The most luxurious Apartments in Chestnut Hill with high-end amenities, features, and finishes.


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

55 Broadlawn Park, Unit 1

The Franklin at Hancock Village

The Overlook at St. Gabriel's

Reservoir Towers
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 Aven at Newton Highlands

Velo Forest Hills Apartments

1443 Beacon

Barclay on Beacon

Elan Union Market

Gables Arsenal Street

Lantera at Boston Landing

1742 Commonwealth Ave, Unit 1

186 Lake Shore Rd, Unit #1

142 North Beacon St, Unit B1
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

55 Broadlawn Park, Unit 1

185 Lake Shore Rd, Unit #1

55 Broadlawn Park, Unit 18

34 Winchester St, Unit #1

182 Lake Shore Rd, Unit 3

1742 Commonwealth Ave, Unit 1

10 Lake Shore Ct, Unit #1

148 North Beacon St, Unit A1

1089 Commonwealth Ave, Unit Y-14

56 Bigelow Ave, Unit #1

14 Winchester St, Unit #1

7 Sutherland Rd, Unit 31

41 Centre St, Unit 106

144 North Beacon St, Unit A1d

144 North Beacon St, Unit B16

140 Lake Shore Rd, Unit 2B

140 North Beacon St, Unit 2Bl

1441 Beacon St, Unit 406

1965 Commonwealth Ave

374 Chestnut Hill Ave

170 Lake Shore Rd, Unit 2
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 | $2,349 | $1,100 | $10,000+ |
Chestnut Hill 1 Bedroom Apartments | $2,749 | $1,420 | $10,000+ |
Chestnut Hill 2 Bedroom Apartments | $3,324 | $1,125 | $10,000+ |
Chestnut Hill 3 Bedroom Apartments | $3,813 | $975 | $10,000+ |
Chestnut Hill 4 Bedroom Apartments | $4,576 | $775 | $10,000+ |
Chestnut Hill 5 Bedroom Apartments | $5,552 | $800 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $7,009 | $825 | $10,000+ |
Explore Chestnut Hill
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 84 Gordon St, Unit 302 listed at $1,800.
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 $3,354.
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 $3,500 at 6 Sutherland Rd, Unit 21.
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 2,194 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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.