5 Bedroom Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (62 Rentals)

66 Englewood Ave, Unit Second Floor

58 Englewood Ave, Unit Top Floor

62 Englewood Ave, Unit 2

129 Sutherland Rd, Unit 2
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.

2021 Commonwealth Avenue, Unit D
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

129 Sutherland Rd, Unit HOUSE

2021 Commonwealth Ave, Unit A

2021 Commonwealth Ave, Unit A

2021 Commonwealth Ave, Unit 1

2021 Commonwealth Ave, Unit A1

132 Chiswick Rd, Unit 2

129 Sutherland, Unit House

48 Englewood Ave, Unit 2

48 Englewood Ave, Unit 3

47 Orkney Rd
Chestnut Hill, Boston, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill Studio Apartments | $2,944 | $1,900 | $10,000+ |
Chestnut Hill 1 Bedroom Apartments | $2,895 | $1,600 | $10,000+ |
Chestnut Hill 2 Bedroom Apartments | $3,647 | $2,300 | $10,000+ |
Chestnut Hill 3 Bedroom Apartments | $4,143 | $2,500 | $8,655 |
Chestnut Hill 4 Bedroom Apartments | $4,959 | $1,000 | $9,300 |
Chestnut Hill 5 Bedroom Apartments | $6,149 | $4,200 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $6,997 | $950 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 62 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
See all Apartments in BostonExplore Boston
Chestnut Hill, Boston, MA Local Guide
- Nearby Boston neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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
How much are Studio apartments in Chestnut Hill?
There are currently 43 Studio Apartments in Chestnut Hill with rent ranges from $1,900 to $12,869 with an average price of $2,944.
What is the current price range for One Bedroom Chestnut Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $1,600 to $14,230 with an average monthly rent of $2,895.
What does renting a Two Bedroom Apartment in Chestnut Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $2,300 to $25,723. Today's average rental price for Two Bedrooms here is $3,647.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 149 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $8,655 - averaging $4,143 for the location.
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.