close
View Me
$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
14-16 Seager Ct, Unit 1
14-16 Seager CtBoston, MA 02135
5 Bedroom Apartments for Rent in Chestnut Hill, MA (213 Rentals) Page 3 of 5
close
View Me
$6,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,200
Total Monthly Price
$6,200
8 Kilsyth Rd, Unit 3
8 Kilsyth RdBrookline, MA 02445
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
17 Holman St, Unit 1
17 Holman StBoston, MA 02134
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
21 Ashford St
21 Ashford StBoston, MA 02134
close
View Me
$8,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,500
Total Monthly Price
$8,500
119 Westbourne Ter, Unit 1
119 Westbourne TerBrookline, MA 02446
close
View Me
$9,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$9,000
Total Monthly Price
$9,000
153 Foster St
153 Foster StBoston, MA 02135
close
View Me
$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
28 Linden St, Unit 1
28 Linden StBoston, MA 02134
close
View Me
$5,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,250
Total Monthly Price
$5,250
47 Orkney Rd, Unit 2
47 Orkney RdBoston, MA 02135
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
21 Ashford St
21 Ashford StBoston, MA 02134
close
View Me
$5,900
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,900
Total Monthly Price
$5,900
1914 Beacon St, Unit 2
1914 Beacon StBoston, MA 02135
close
View Me
$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
8 Kilsyth Rd
8 Kilsyth RdBrookline, MA 02445
close
View Me
$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
17 Holman St
17 Holman StBoston, MA 02134
close
View Me
$4,300
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
69 Breck Ave
69 Breck AveBoston, MA 02135
close
View Me
$5,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
42 Brainerd Rd, Unit 2
42 Brainerd RdBoston, MA 02134
close
View Me
$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
14-16 Seager Ct
14-16 Seager CtBoston, MA 02135
close
View Me
$7,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,800
Total Monthly Price
$7,800
8 Sawyer Ter
8 Sawyer TerBoston, MA 02134
close
View Me
$7,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,800
Total Monthly Price
$7,800
8 Sawyer Ter
8 Sawyer TerBoston, MA 02134
close
View Me
$7,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,800
Total Monthly Price
$7,800
8 Sawyer Ter, Unit #1
8 Sawyer TerBoston, MA 02134
close
View Me
$1,495
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,495
Total Monthly Price
$1,495
16 Highgate St, Unit 203
16 Highgate StBoston, MA 02134
close
View Me
$7,700
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,700
Total Monthly Price
$7,700
11 Babcock St, Unit 2
11 Babcock StBrookline, MA 02446
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
444 Lowell Ave, Unit 2
444 Lowell AveNewton, MA 02460
close
View Me
$6,300
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,300
Total Monthly Price
$6,300
67-69 Ashford St, Unit 2
67-69 Ashford StBoston, MA 02134
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
8 Kilsyth Rd
8 Kilsyth RdBrookline, MA 02445
close
View Me
$6,299
Total Monthly Price10 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,299
Total Monthly Price
$6,299
11 Farrington Ave, Unit #1
11 Farrington AveBoston, MA 02134
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
22 Wadsworth St
22 Wadsworth StBoston, MA 02134
close
View Me
$5,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
518 Harvard St, Unit 1
518 Harvard StBrookline, MA 02446
close
View Me
$6,750
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,750
Total Monthly Price
$6,750
12 Fern St, Unit 1
12 Fern StBoston, MA 02134
close
View Me
$6,750
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,750
Total Monthly Price
$6,750
12 Fern St
12 Fern StBoston, MA 02134
close
View Me
$8,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,500
Total Monthly Price
$8,500
2021 Commonwealth Ave, Unit A
2021 Commonwealth AveBoston, MA 02135
close
View Me
$4,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
28 Cummings Rd
28 Cummings RdBoston, MA 02135
close
View Me
$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
64-66 Litchfield St
64-66 Litchfield StBoston, MA 02135
close
View Me
$8,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,200
Total Monthly Price
$8,200
153 Foster St
153 Foster StBoston, MA 02135
close
View Me
$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
42 Gerrish St
42 Gerrish StBoston, MA 02135
close
View Me
$5,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
21 Mackin St
21 Mackin StBoston, MA 02135
close
View Me
$5,300
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,300
Total Monthly Price
$5,300
13 Mackin St
13 Mackin StBoston, MA 02135
close
View Me
$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
83 Glenville Ave
83 Glenville AveBoston, MA 02134
close
View Me
$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
186 Kelton St
186 Kelton StBoston, MA 02134
close
View Me
$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
2 Lothian Rd, Unit 6-2
2 Lothian RdBoston, MA 02135
close
View Me
$7,900
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,900
Total Monthly Price
$7,900
81 Gibbs St
81 Gibbs StBrookline, MA 02446
close
View Me
$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
34 Justin Rd, Unit 2
34 Justin RdBoston, MA 02135
close
View Me
$5,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,800
Total Monthly Price
$5,800
1789 Commonwealth Ave, Unit 1
1789 Commonwealth AveBoston, MA 02135
close
View Me
$6,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,200
Total Monthly Price
$6,200
41 Ashford St, Unit 1
41 Ashford StBoston, MA 02134
close
View Me
$5,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,250
Total Monthly Price
$5,250
11 Falkland St, Unit 2
11 Falkland StBoston, MA 02135
close
View Me
$7,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,250
Total Monthly Price
$7,250
25 Gibbs St, Unit 3
25 Gibbs StBrookline, MA 02446
close
View Me
$5,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,250
Total Monthly Price
$5,250
11 Falkland St, Unit 2
11 Falkland StBoston, MA 02135
close
View Me
$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
62 Montcalm Ave, Unit 2
62 Montcalm AveBoston, MA 02135
close
View Me
$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
47 Orkney Rd, Unit 3
47 Orkney RdBoston, MA 02135
close
View Me
$7,850
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,850
Total Monthly Price
$7,850
8 Sawyer Ter, Unit 1
8 Sawyer TerBoston, MA 02134
close
View Me
$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
41 Pratt St, Unit 2
41 Pratt StBoston, MA 02134
close
View Me
$8,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,200
Total Monthly Price
$8,200
16 Highgate St, Unit 2
16 Highgate StBoston, MA 02134
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 | $2,464 | $1,100 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments | $2,801 | $950 | $8,234 |
| Chestnut Hill 2 Bedroom Apartments | $3,449 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,027 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,790 | $1,068 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $5,947 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,863 | $1,150 | $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
Getting Around Chestnut Hill, MA
Walk Score®
54 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
46 / 100
Some Transit
A few nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 482 Studio Apartments in Chestnut Hill with rent ranges from $1,100 to $5,650 with an average price of $2,464.
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 $8,234 with an average monthly rent of $2,801.
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 $375 to $12,173. Today's average rental price for Two Bedrooms here is $3,449.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 940 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $950 to $12,500 - averaging $4,027 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.
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.