close
View Me
$2,350
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,350
Total Monthly Price
$2,350
1945 Commonwealth Ave, Unit 62
1945 Commonwealth AveBoston, MA 02135
Apartments for Rent in Chestnut Hill, MA with Swimming Pool (82 Rentals) Page 2 of 2
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
374 Chestnut Hill Ave, Unit 4
374 Chestnut Hill AveBoston, MA 02135
close
View Me
$4,700
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$4,700
Total Monthly Price
$4,700
14 Atkins St, Unit #1
14 Atkins StBoston, MA 02135
close
View Me
$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
35 Foster St, Unit #1
35 Foster StBoston, MA 02135
close
View Me
$3,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
50 Broadlawn Park, Unit 410
50 Broadlawn ParkBoston, MA 02467
close
View Me
$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
6 Sutherland Rd, Unit 21
6 Sutherland RdBoston, MA 02135
close
View Me
$3,7503 Bedroom Apartments Available Now
161 Lake Shore Rd, Unit 3
161 Lake Shore RdBoston, MA 02135
65 Colborne Rd
BostonMA02135
370 Chestnut Hill Ave
BostonMA02135
34 Bryon Rd
BostonMA02467
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.
close
View Me
1 to 2 Bedroom Apartments
Winchester House Condominiums
19 Winchester StBrookline, MA 02446
close
View Me
1 to 3 Bedroom Apartments
Jamaicaway Tower and Townhouses
111 Perkins StJamaica Plain, MA 02130
close
View Me
Studio Apartments
Webster Place Condominiums
20 Webster StBrookline, MA 02446
close
View Me
2 Bedroom Apartments
50 Green
50 GreenBrookline, MA 02446
close
View Me
Studio Apartments
Park Street Condominiums
80 Park StBrookline, MA 02446
close
View Me
2 Bedroom Apartments
45 Longwood Ave
45 Longwood AveBrookline, MA 02446
close
View Me
1 Bedroom Apartments
Sargent Estates
22 Chestnut PlBrookline, MA 02445
close
View Me
1 to 2 Bedroom Apartments
Nahanton Woods Condominiums
210 Nahanton StNewton Center, MA 02459
close
View Me
Studio Apartments
Monarch Condominiums
300 Allston StBrighton, MA 02135
close
View Me
1 to 2 Bedroom Apartments
Commonwealth Square
7-15 Commonwealth CtBrighton, MA 02135
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.
close
View Me
Studio Apartments
121 Tremont St
121 Tremont StBrighton, MA 02135
close
View Me
1 Bedroom Apartments
Cabot Estate Condominiums
241 Perkins StJamaica Plain, MA 02130
close
View Me
Studio Apartments
Broadlawn Park
44-55 Broadlawn ParkWest Roxbury, MA 02132
close
View Me
1 Bedroom Apartments
Kelton Place Condominiums
147 Kelton StAllston, MA 02134
close
View Me
1 to 2 Bedroom Apartments
Sutherland Village
116 Sutherland RdBoston, MA 02135
close
View Me
Studio to 3 Bedroom Apartments
Telford 180
180 Telford RdBoston, MA 02135
close
View Me
1 Bedroom Apartments
14 Heron St
14 Heron StBoston, MA 02132
close
View Me
2 Bedroom Apartments
Charles River Towers
131 Coolidge AveWatertown, MA 02472
close
View Me
1 to 2 Bedroom Apartments
Newtown at Gateway Condominiums
164 Galen StWatertown, MA 02472
close
View Me
Studio Apartments
Crossroads on the Charles
199 Coolidge AveWatertown, MA 02472
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
close
View Me
1 to 2 Bedroom Apartments
Horizon East
125 Coolidge AveWatertown, MA 02472
close
View Me
Studio Apartments
Waterbridge Condominium
50 Watertown StWatertown, MA 02472
Chestnut Hill, MA Local Guide
How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments with Swimming Pool | $2,449 | $1,550 | $8,629 |
| Chestnut Hill 1 Bedroom Apartments with Swimming Pool | $2,858 | $1,000 | $10,000+ |
| Chestnut Hill 2 Bedroom Apartments with Swimming Pool | $3,644 | $1,350 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments with Swimming Pool | $4,052 | $2,000 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments with Swimming Pool | $4,826 | $1,000 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $5,923 | $3,195 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,564 | $4,400 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Chestnut Hill
See all Apartments in Chestnut HillExplore Chestnut Hill
Let everyone know!
Do you know the Chestnut Hill area?
If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Chestnut Hill Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Chestnut Hill?
Currently the most affordable Apartment in Chestnut Hill with Swimming Pool is at 57 Broadlawn Park, Unit 19B listed at $1,800.
How much is the average rent for Chestnut Hill Apartments with Swimming Pool?
The average rent for a Apartment in Chestnut Hill with Swimming Pool is $3,816.
What is the largest Chestnut Hill Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Chestnut Hill is a 9,999 square feet unit starting from $3,600 at 6 Sutherland Rd, Unit 21.
What is the average size for Chestnut Hill Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Chestnut Hill is currently at 1,921 sq ft.
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
Written by: Amelia Ramstead
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
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.