
Homes for Rent in Chestnut Hill, MA with Swimming Pool (139 Rentals)


51 Thornton Rd

607 Vfw Pky

79 Thornton Rd, Unit 79

148 Independence Dr

46 Gerry Rd

194 Gerry Rd

561 Vfw Pky

90 Thornton Rd

130 Sherman Rd, Unit 130
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.

241 Gerry Rd

59 Thornton Rd

527 Vfw Pky

242 Gerry Rd

148 Independence Dr

120 Thornton Rd

33 Gerry Rd

97 Sherman Rd

499 Vfw Pky

29 Independence Dr
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.

250 Hammond Pond Pky, Unit 1203N

55 Broadlawn Park

33 Westgate Rd, Unit 1

33 Westgate Rd, Unit 1

33 Westgate Rd, Unit 5

33 Westgate Rd, Unit 5

23 Westgate Rd, Unit 6

31 Westgate Rd, Unit 5

50 Broadlawn Park, Unit 410

162 Sherman Rd
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.

589 Vfw Pky

50 Broadlawn Park, Unit 410

50-56 Broadlawn Park, Unit 410

60 Broadlawn Park, Unit 410

77 Pond Ave, Unit 1207##

44 Washington St, Unit 1118

33 Pond Ave, Unit 301

99 Pond Ave, Unit 812

19 Winchester St, Unit 512

33 Pond Ave, Unit 417
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.

1736 Beacon St, Unit 6

1731 Beacon St, Unit 422

22 Chestnut Pl, Unit 114

1731 Beacon St, Unit 1213

38 Juniper St, Unit 91

33 Pond Ave

8 Juniper St, Unit 16##

1485 Beacon St, Unit 708

10 Juniper St, Unit 35

50 Green St, Unit 209
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.
Chestnut Hill, MA Local Guide

How much does it cost to rent a home in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill 2 Bedroom Homes for Rent | $3,208 | $1,160 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,937 | $1,050 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,533 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,884 | $775 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,608 | $925 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $1,844 | $900 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Chestnut Hill, MA Local Guide
- Nearby Cities
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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.
Read ArticleBoston 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 ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe 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.
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 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
What type of rentals are currently available in Chestnut Hill?
There are currently 3994 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3554 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $775 to $36,000.
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 $775 to $36,000 with an average monthly rent of $4,722.
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 $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,050 to $12,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,068.
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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.