
Homes for Rent in Chestnut Hill, MA with Swimming Pool (174 Rentals)


120 Thornton Rd

33 Gerry Rd

194 Gerry Rd

527 Vfw Pky

59 Thornton Rd

29 Independence Dr

46 Gerry Rd

607 Vfw Pky

499 Vfw Pky
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.

148 Independence Dr

241 Gerry Rd

250 Hammond Pond Pky, Unit 1203N

250 Hammond Pond Pky, Unit 1203N

97 Sherman Rd

130 Sherman Rd, Unit 130

132 Yarmouth Rd

166 Lake Shore Rd, Unit 1

33 Westgate Rd, Unit 1

35 Westgate Rd, Unit 4
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

8 Bryon Rd

589 Vfw Pky

162 Sherman Rd

45 Longwood Ave

44 Washington St, Unit 506

22 Chestnut Pl, Unit 311

22 Chestnut Pl, Unit 311

99 Pond Ave, Unit 315

19 Winchester St, Unit 512

19 Winchester St, Unit 504

22 Chestnut Pl, Unit 403

1736 Beacon St, Unit 425

1731 Beacon St, Unit 425

33 Pond Ave, Unit 402

1485 Beacon St, Unit 708

33 Pond Ave, Unit 912

206 Summit Ave, Unit W201

227 Summit Ave, Unit W201

77 Pond Ave, Unit 1409

44 Washington St, Unit 718

1731 Beacon St, Unit 422

45 Longwood Ave, Unit #206

77 Pond Ave, Unit 606

41 Centre St, Unit #106

41 Centre St, Unit 106

41 Centre St, Unit 106

111 Sumner Rd, Unit 1

1600 Beacon St, Unit 502

1731 Beacon St, Unit 304

1731 Beacon St, Unit 304
Chestnut Hill, MA Local Guide

How much does it cost to rent a home in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill 2 Bedroom Homes for Rent | $3,242 | $1,600 | $7,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,873 | $1,469 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $5,046 | $1,400 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $6,405 | $820 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,867 | $1,500 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $12,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
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.
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 8920 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $775 to $25,543. There are also 6060 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $820 to $22,000.
What is the current price range for Rental Homes in Chestnut Hill?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $820 to $22,000 with an average monthly rent of $5,919.
How much are larger Three and Four Bedroom Rentals in Chestnut Hill?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $1,000 to $15,626, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,469 to $10,000. Four Bedroom Single-Family rentals are also available starting from $1,400 and Four Bedroom Apartments start at $775.
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.