
Luxury Apartments for Rent in Chestnut Hill, MA with Swimming Pool (88 Rentals)
The most luxurious Apartments in Chestnut Hill with high-end amenities, features, and finishes.


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120 Gerry Rd, Unit 203

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126 Independence Dr, Unit 270

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201 Ellery Ct, Unit 601

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152 Independence Dr, Unit 210

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513 Vfw Pky, Unit 428

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495 Vfw Pky, Unit 517
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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501 Vfw Pky, Unit 427

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101 Ellery Ct, Unit 601

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21 Sherman Rd, Unit B-102

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129 Independence Dr, Unit V-303

The Franklin at Hancock Village

The Overlook at St. Gabriel's

The Aven at Newton Highlands

1443 Beacon

Reservoir Towers

The Charley
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

Barclay on Beacon

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Elan Union Market

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Gables Arsenal Street

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Lantera at Boston Landing

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1471 Beacon St, Unit 6

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1732 Beacon St, Unit 04

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53 Centre St, Unit #1

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1845 Commonwealth Ave, Unit 14

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241 Perkins St, Unit E101

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1909 Beacon St, Unit 3
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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25 Tip Top St, Unit 2

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85 Brainerd Rd, Unit 303

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72 Windsor Rd, Unit 1

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1905 Beacon St, Unit 2F

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374 Chestnut Hill Ave, Unit 52

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241 Perkins St, Unit E101

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85 Linden St, Unit 1

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6 Sutherland Rd, Unit 3

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1793 Beacon St, Unit #5

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1504 Commonwealth Ave, Unit #10G

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1691 Commonwealth Ave, Unit #22

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140 Washington St, Unit 517

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7 Everett St, Unit #4
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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58 Winship St, Unit 1

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60 Ashford St, Unit #4

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33 Pond Ave, Unit 502

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99 Pond Ave, Unit 502

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71 Colborne Rd, Unit 1B

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19 Winchester St, Unit 604

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2 Sutherland Rd, Unit 32

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295 Tremont St, Unit #322

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148 North Beacon St, Unit A1
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.

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1089 Commonwealth Ave, Unit Y-14
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 | $2,443 | $900 | $9,739 |
Chestnut Hill 1 Bedroom Apartments | $2,795 | $850 | $7,942 |
Chestnut Hill 2 Bedroom Apartments | $3,425 | $375 | $10,000+ |
Chestnut Hill 3 Bedroom Apartments | $4,000 | $999 | $10,000+ |
Chestnut Hill 4 Bedroom Apartments | $4,768 | $1,050 | $10,000+ |
Chestnut Hill 5 Bedroom Apartments | $5,767 | $1,020 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $7,587 | $1,200 | $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.
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
Getting Around Chestnut Hill, MA
Walk Score®
54 / 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 $3,650.
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 $2,825 at 142 North Beacon St, Unit A11.
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 1,960 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 Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.