
Homes for Rent in Chestnut Hill, MA with Swimming Pool (139 Rentals) Page 2 of 3


77 Pond Ave, Unit 306

1731 Beacon St, Unit 204

20 Webster St, Unit ##

320 Hammond Pond Pkwy, Unit 104

40 Puddingstone Ln

110 Lanark Rd, Unit A

124 Sutherland Rd, Unit 1

26 Commonwealth Ter, Unit 3

1411 Commonwealth Ave, Unit 303
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

84 Gordon St, Unit 303

110 Lanark Rd, Unit 6

290 Corey Rd, Unit 32

1419 Commonwealth Ave, Unit 102

153 Lake Shore Rd, Unit 3

245 Kelton St, Unit 3

35 Westgate Rd, Unit 5

1607 Commonwealth Ave, Unit 2

290 Corey Rd, Unit 24

14 Heron St, Unit 410
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.

36 Bellvista Rd, Unit 33

131 Coolidge Ave

121 Tremont St, Unit 4

31 Lake Shore Ct, Unit 3

276 Corey Rd, Unit 31

51 Colborne Rd, Unit 3

239 Kelton St, Unit 32

51 Lake Shore Ct, Unit 1

51 Lake Shore Ct, Unit 1

15 North Beacon St, Unit 212
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.

15 North Beacon St, Unit 212

41 Colborne Rd, Unit 6

147 Kelton St, Unit 311

50 Broadlawn Park, Unit 515

147 Kelton St, Unit 501

15 North Beacon St, Unit 405

85 Brainerd Rd, Unit 307

147 Kelton St, Unit 311

15 North Beacon St, Unit 503

15 North Beacon St, Unit 503
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

147 Kelton St, Unit 703

147 Kelton St, Unit 501

85 Brainerd Rd, Unit 85 Brainerd Road #303

2 Sutherland Rd, Unit 31

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

15 N Beacon, Unit 503

6 Sutherland Rd, Unit 31

140 North Beacon St, Unit B4

147 Kelton St, Unit 2-bed 2-bath

57 Broadlawn Park, Unit 16
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
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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.