5 Bedroom Apartments for Rent in Chestnut Hill, MA (212 Rentals) Page 2 of 5

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
42 Gerrish St
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
5 Bedroom Apartment Available Now

42 Gerrish St

42 Gerrish StBoston, MA 02135
close
View Me
68 Saunders St
$6,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200 - $6,500

Total Monthly Price
$5,200 - $6,500
5 Bedroom Apartment Available Sep 1

68 Saunders St

68 Saunders StBoston, MA 02134
Cost Per Sq.Ft.
close
View Me
90 Harriet St
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
5 Bedroom Apartment Available Now

90 Harriet St

90 Harriet StBoston, MA 02135
Cost Per Sq.Ft.
close
View Me
40 Orchard Rd, Unit 3
$5,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200
5 Bedroom Apartment Available Sep 1

40 Orchard Rd, Unit 3

40 Orchard RdBrookline, MA 02445
close
View Me
6 Fern St
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
5 Bedroom Apartment Available Aug 31

6 Fern St

6 Fern StBoston, MA 02134
close
View Me
10 Glenville Ave, Unit 3
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
5 Bedroom Apartment Available Sep 1

10 Glenville Ave, Unit 3

10 Glenville AveBoston, MA 02134
close
View Me
9 Harvard Ter
$6,275
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200 - $6,275

Total Monthly Price
$4,200 - $6,275
5 Bedroom Apartment Available Sep 1

9 Harvard Ter

9 Harvard TerBoston, MA 02134
Affordability
  • Smoke Free
close
View Me
127 Nonantum St
$5,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,700 - $5,900

Total Monthly Price
$5,700 - $5,900
5 Bedroom Apartment Available Now

127 Nonantum St

127 Nonantum StBoston, MA 02135
Cost Per Sq.Ft.

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

close
View Me
35 Pratt St, Unit 2
$5,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400
5 Bedroom Apartment Available Sep 1

35 Pratt St, Unit 2

35 Pratt StBoston, MA 02134
Cost Per Sq.Ft.
close
View Me
34 Orkney Rd
$7,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400 - $7,950

Total Monthly Price
$5,400 - $7,950
5 Bedroom Apartment Available Jul 31

34 Orkney Rd

34 Orkney RdBoston, MA 02135
close
View Me
25 Gibbs St, Unit 1
$7,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,250

Total Monthly Price
$7,250
5 Bedroom Apartment Available Sep 1

25 Gibbs St, Unit 1

25 Gibbs StBrookline, MA 02446
  • Smoke Free
close
View Me
42 Brainerd Rd, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
5 Bedroom Apartment Available Sep 1

42 Brainerd Rd, Unit 2

42 Brainerd RdBoston, MA 02134
  • Smoke Free

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.

close
View Me
11 Park
$4,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600
5 Bedroom Apartment Available Sep 1

11 Park

11 ParkBrookline, MA 02446
Cost Per Sq.Ft.
  • Smoke Free
close
View Me
46 Newcastle Rd, Unit 1
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000
5 Bedroom Apartment Available Sep 1

46 Newcastle Rd, Unit 1

46 Newcastle RdBoston, MA 02135
Cost Per Sq.Ft.
close
View Me
45 Montcalm Ave, Unit 22
$4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500
5 Bedroom Apartment Available Sep 1

45 Montcalm Ave, Unit 22

45 Montcalm AveBoston, MA 02135
Cost Per Sq.Ft.
close
View Me
4 Barstow St, Unit 1m
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
5 Bedroom Apartment Available Now

4 Barstow St, Unit 1m

4 Barstow StBoston, MA 02134
Cost Per Sq.Ft.
close
View Me
32 Arden St, Unit 2
$5,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200
5 Bedroom Apartment Available Now

32 Arden St, Unit 2

32 Arden StBoston, MA 02134
Cost Per Sq.Ft.
close
View Me
119 Westbourne Ter
$10,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500
5 Bedroom Apartment Available Now

119 Westbourne Ter

119 Westbourne TerBrookline, MA 02446
close
View Me
233 Kelton St, Unit 3A
$5,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500
5 Bedroom Apartment Available Sep 1

233 Kelton St, Unit 3A

233 Kelton StBoston, MA 02134
Cost Per Sq.Ft.

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.

close
View Me
55 Cummings Rd, Unit 56 #3
$5,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500
5 Bedroom Apartment Available Now

55 Cummings Rd, Unit 56 #3

55 Cummings RdBoston, MA 02135

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
1682 Commonwealth Ave
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200 - $5,000

Total Monthly Price
$4,200 - $5,000
5 Bedroom Apartment Available Aug 31

1682 Commonwealth Ave

1682 Commonwealth AveBoston, MA 02135
Affordability
close
View Me
12 Fern St, Unit 1
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
5 Bedroom Apartment Available Aug 31

12 Fern St, Unit 1

12 Fern StBoston, MA 02134

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.

Frequently Asked Questions about Chestnut Hill

How much are Studio apartments in Chestnut Hill?

There are currently 465 Studio Apartments in Chestnut Hill with rent ranges from $1,495 to $10,342 with an average price of $2,376.

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 $950 to $7,671 with an average monthly rent of $2,826.

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 $1,350 to $10,805. Today's average rental price for Two Bedrooms here is $3,566.

How expensive are Chestnut Hill Three Bedroom Apartments?

There are currently 988 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $1,350 to $13,207 - averaging $3,904 for the location.

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

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for A Local Experts Guide to the Top Boston Neighborhoods for College Renters article

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!

decorative image for Explore Like a Local: The Insider's Guide to Boston article

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.

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

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

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.