
Luxury Apartments for Rent in Chestnut Hill, MA with Swimming Pool (44 Rentals)
The most luxurious Apartments in Chestnut Hill with high-end amenities, features, and finishes.


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Avalon at Chestnut Hill

The Franklin at Hancock Village

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The Aven at Newton Highlands

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Overlook at St. Gabriel's

1443 Beacon

Reservoir Towers

The Charley
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.

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Elan Union Market

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Gables Arsenal Street

Barclay on Beacon

Atrium On Commonwealth

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Lantera at Boston Landing

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94 Babcock St

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290 Corey Rd, Unit Apt 14

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50-56 Broadlawn Park, Unit 3
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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245 Kelton St, Unit 23

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36 Bellvista Rd, Unit 14

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40 Puddingstone Ln, Unit 1

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1065 Commonwealth Ave, Unit 4-47

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1471 Beacon St, Unit 6

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1441 Beacon St

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6 Sutherland Rd, Unit 3

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144 North Beacon St, Unit B16
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

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144 North Beacon St, Unit A1d

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1965 Commonwealth Ave

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181 Washington St, Unit 710

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40 Gardner Rd, Unit #1E

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290 Corey Rd, Unit 43

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66 Brooks St, Unit 3

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85 Brainerd Rd, Unit 1

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84 Gordon St, Unit 2
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.

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6 Sutherland Rd

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214 Lake Shore Rd

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165 Lake Shore Rd

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36 Bellvista Rd

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25 Colborne Rd, Unit 2

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148 N Beacon St, Unit A2

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6 Sutherland Rd, Unit 21

137 Lake Shore Rd, Unit 4
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.

161 Lake Shore Rd, Unit 3

280 Corey Rd

194 Lake Shore Rd

370 Chestnut Hill Ave
Chestnut Hill, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments | $2,398 | $1,495 | $10,000+ |
| Chestnut Hill 1 Bedroom Apartments | $2,837 | $960 | $7,399 |
| Chestnut Hill 2 Bedroom Apartments | $3,559 | $1,350 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $3,919 | $1,350 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,535 | $1,125 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $5,663 | $2,850 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,276 | $4,195 | $10,000+ |
Explore Chestnut Hill
Chestnut Hill, MA Local Guide
- Nearby Cities
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- School Districts
Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal 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.
Read ArticleQuick 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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
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 26 Lake Shore Ter, Unit 2 listed at $1,350.
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 $3,700.
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 $3,200 at 6 Sutherland Rd, Unit 3.
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 1,779 sq ft.
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.
Helpful Local Expert Guides

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.

A Local Expert's Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

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.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.