Top Rated Apartments for Rent in Chestnut Hill, MA with Swimming Pool (26 Rentals)

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Apartments in Chestnut Hill with the best features, newest construction, and richest amenities.

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Avalon at Chestnut Hill
Rent Specials
$3,595 - $6,250
Total Monthly Price

Total Monthly Price

Base Rent
$3,530 - $6,185
Required Monthly Fees
$65

Total Monthly Price
$3,595 - $6,250
1 to 3 Bedroom Apartments Available Now

Avalon at Chestnut Hill

160 Boylston StChestnut Hill, MA 02467
Property Rating
  • Verified
  • Utilities Included
  • Smoke Free
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Hampton Place
Studio Apartments

Hampton Place

77-79 Florence StChestnut Hill, MA 02467
Property Rating

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.

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.

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Elan Union Market
$2,380 - $11,335
Total Monthly Price

Total Monthly Price

Base Rent
$2,380 - $11,335

Total Monthly Price
$2,380 - $11,335
Studio to 2 Bedroom Apartments Available Now

Elan Union Market

130 Arsenal StWatertown, MA 02472
Property Rating
  • Verified
  • Customer Reviewed
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Gables Arsenal Street
$2,785 - $10,455
Total Monthly Price

Total Monthly Price

Base Rent
$2,785 - $10,455

Total Monthly Price
$2,785 - $10,455
1 to 3 Bedroom Apartments Available Now

Gables Arsenal Street

204 Arsenal StWatertown, MA 02472
Property Rating
  • Verified
  • Customer Reviewed
  • Utilities Included
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Lantera at Boston Landing
$2,623 - $6,395
Total Monthly Price

Total Monthly Price

Base Rent
$2,623 - $6,395

Total Monthly Price
$2,623 - $6,395
Studio to 3 Bedroom Apartments Available Now

Lantera at Boston Landing

125 Guest StBoston, MA 02135
Property Rating
  • Verified
  • Customer Reviewed
  • Utilities Included
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20 Webster St
Studio Apartments

20 Webster St

20 Webster StBrookline, MA 02446
Property Rating
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45 Longwood Ave
2 Bedroom Apartments

45 Longwood Ave

45 Longwood AveBrookline, MA 02446
Property Rating

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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50 Green
2 Bedroom Apartments

50 Green

50 GreenBrookline, MA 02446
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Commonwealth Square
1 to 2 Bedroom Apartments

Commonwealth Square

7-15 Commonwealth CtBrighton, MA 02135
Property Rating
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Broadlawn Park
Studio Apartments

Broadlawn Park

44-55 Broadlawn ParkWest Roxbury, MA 02132
Property Rating
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Horizon East
1 to 2 Bedroom Apartments

Horizon East

125 Coolidge AveWatertown, MA 02472
Property Rating

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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Telford 180
Studio to 3 Bedroom Apartments

Telford 180

180 Telford RdBoston, MA 02135
Property Rating
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Sutherland Village
1 to 2 Bedroom Apartments

Sutherland Village

116 Sutherland RdBoston, MA 02135
Property Rating

Chestnut Hill, MA Local Guide

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.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chestnut Hill, MA Rentals by Map

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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

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 $3,635.

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 1,949 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.

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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.

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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.

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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.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

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.