
Luxury Apartments for Rent in Chestnut Hill, MA with Swimming Pool (48 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

1443 Beacon

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Overlook at St. Gabriel's

The Charley

Reservoir Towers

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Elan Union Market
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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Gables Arsenal Street

Barclay on Beacon

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Lantera at Boston Landing

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124 Sutherland Rd

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36 Bellvista Rd, Unit 14

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50-56 Broadlawn Park, Unit 3

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96 Theodore Parker Rd, Unit #2

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1471 Beacon St, Unit 6

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1441 Beacon St
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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1065 Commonwealth Ave, Unit 4-47

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33 Pond Ave, Unit 502

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6 Sutherland Rd, Unit 3

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94 Babcock St

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12 Everett St

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1476 Beacon St, Unit 1

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71 Colborne Rd, Unit 1B

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142 North Beacon St, Unit B1

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1089 Commonwealth Ave
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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144 North Beacon St, Unit B16

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66 Bryon Rd, Unit #4

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1965 Commonwealth Ave

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40 Gardner Rd, Unit #1E

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67-69 Ashford St

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181 Washington St, Unit 710

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290 Corey Rd, Unit 43

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1486 Commonwealth Ave
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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1423 Commonwealth Ave, Unit 103

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85 Brainerd Rd, Unit 3

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85 Brainerd Rd, Unit 1

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84 Gordon St, Unit 2

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374 Chestnut Hill Ave, Unit 4

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14 Atkins St, Unit #1

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35 Foster St, Unit #1

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50 Broadlawn Park, Unit 410

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6 Sutherland Rd, Unit 21
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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.

161 Lake Shore Rd, Unit 3

65 Colborne 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 | $2,449 | $1,550 | $8,629 |
| Chestnut Hill 1 Bedroom Apartments | $2,858 | $1,000 | $10,000+ |
| Chestnut Hill 2 Bedroom Apartments | $3,644 | $1,350 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,052 | $2,000 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,826 | $1,000 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $5,923 | $3,195 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,564 | $4,400 | $10,000+ |
Explore Chestnut Hill
Chestnut Hill, MA Local Guide
- Nearby Cities
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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 57 Broadlawn Park, Unit 19B 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 $3,816.
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 $3,600 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 1,921 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 Experts 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

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.