
Homes for Rent in Chestnut Hill, MA with Swimming Pool (119 Rentals) Page 2 of 3


40 Puddingstone Ln

40 Puddingstone Ln

40 Puddingstone Ln

40 Puddingstone Ln

40 Puddingstone Ln

40 Puddingstone Ln

40 Puddingstone Ln

110 Lanark Rd, Unit A

124 Sutherland Rd, Unit 1
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

26 Commonwealth Ter, Unit 3

7 Cass St, Unit 6

140 Kenrick St, Unit 25

30 Kinross Rd, Unit 2

84 Gordon St, Unit 303

240 Kelton St, Unit 24

290 Corey Rd, Unit 24

131 Coolidge Ave

31 Lake Shore Ct, Unit 3

276 Corey Rd, Unit 31
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

239 Kelton St, Unit 32

51 Lake Shore Ct, Unit 1

245 Kelton St, Unit 24

51 Lake Shore Ct, Unit 1

50 Broadlawn Park, Unit 515

191 Washington St, Unit 513

147 Kelton St, Unit 311

15 North Beacon St, Unit 503

153 Lake Shore Rd, Unit 3

15 North Beacon St, Unit 2-bed 2-bath 601
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

15 N Beacon, Unit 503

131 Coolidge Ave, Unit 112

6 Sutherland Rd, Unit 31

140 North Beacon St, Unit B4

100 Lake Shore Rd, Unit 4

147 Kelton St, Unit 2-bed 2-bath

57 Broadlawn Park, Unit 16

15 North Beacon St, Unit 602

15 North Beacon St, Unit 602

204 Lake Shore Rd, Unit 1

85 Brainerd Rd, Unit 416

2 Sutherland Rd, Unit 51

370 Chestnut Hill Ave, Unit 21

2 Sutherland Rd, Unit 51

2 Sutherland Rd, Unit 5

72 Euston Rd, Unit 308

129 Sutherland Rd

85 Brainerd Rd, Unit TH6

16 Royce Rd, Unit 1

42 Gardner St, Unit 1
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 | $3,215 | $1,280 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,903 | $1,075 | $7,800 |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,464 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,563 | $825 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,868 | $950 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,021 | $850 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 4548 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 3845 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $825 to $38,000.
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 $825 to $38,000 with an average monthly rent of $7,872.
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 $1,350 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,075 to $7,800. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,175.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

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.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.