
Homes for Rent in Chestnut Hill, MA with Swimming Pool (167 Rentals)


321 Hammond Pond Pky, Unit 203

120 Thornton Rd

33 Gerry Rd

194 Gerry Rd

527 Vfw Pky

59 Thornton Rd

29 Independence Dr

46 Gerry Rd

607 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.

499 Vfw Pky

148 Independence Dr

241 Gerry Rd

250 Hammond Pond Pky, Unit 1203N

97 Sherman Rd

130 Sherman Rd, Unit 130

132 Yarmouth Rd

33 Westgate Rd, Unit 1

35 Westgate Rd, Unit 4

8 Bryon Rd
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

14 Bryon Rd, Unit 6

50 Broadlawn Park, Unit 110

50 Broadlawn Park, Unit 110

589 Vfw Pky

162 Sherman Rd

45 Longwood Ave

44 Washington St, Unit 813

44 Washington St, Unit 506

33 Pond Ave, Unit 404

33 Pond Ave, Unit 404
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

19 Winchester St, Unit 512

19 Winchester St, Unit 504

1485 Beacon St, Unit 708

44 Washington St, Unit 718

20 Webster St, Unit 410

1731 Beacon St, Unit 423

1731 Beacon St, Unit 422

77 Pond Ave, Unit 606

50 Green St, Unit 206

77 Pond Ave, Unit 1505

33 Pond Ave, Unit 924

33 Pond Ave

1732 Beacon St, Unit 4

25 Marion St, Unit 24

93 Williston Rd, Unit 2

1459 Beacon St, Unit 201

320 Hammond Pond Pkwy, Unit 104

70 Needham St, Unit needham st newton

119 Oak Hill St

253 Nahanton St
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 | $3,238 | $1,600 | $7,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,895 | $1,950 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $5,007 | $1,250 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $6,407 | $1,250 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,756 | $4,600 | $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 8545 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $775 to $25,723. There are also 5999 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,250 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 $1,250 to $22,000 with an average monthly rent of $5,904.
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 $950 to $15,936, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $10,000. Four Bedroom Single-Family rentals are also available starting from $1,250 and Four Bedroom Apartments start at $800.
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.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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.