close
View Me
Rent Specials
$3,859
Plus Fees
2 Bedroom Apartments Available Nov 12Oak Row Apartments
1235 VFW PkyWest Roxbury, MA 02132
2 Bedroom Luxury Apartments for Rent in Chestnut Hill, MA (1,032 Rentals) Page 2 of 21
close
View Me
$4,644 - $4,744
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,123 - $8,925
Total Monthly Price
$3,123 - $8,925
Blvd & Bond
88 Arsenal Yards BlvdWatertown, MA 02472
close
View Me
$5,318
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,283 - $8,322
Total Monthly Price
$3,283 - $8,322
The Brookliner
5 Washington StBrighton, MA 02135
close
View Me
$2,800 - $2,900
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,275 - $2,900
Total Monthly Price
$2,275 - $2,900
457 Centre St
457 Centre StNewton, MA 02458
close
View Me
$3,118 - $3,293
Plus Fees
2 Bedroom Apartments Available NowCamelot Court
10 Camelot CtBrighton, MA 02135
close
View Me
$3,300 - $4,305
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityBarclay on Beacon
1530 Beacon StBrookline, MA 02446
close
View Me
$3,943 - $12,173
Total Monthly Price
2 Bedroom Apartments Available Dec 3Total Monthly Price
Base Rent
$1,901 - $12,173
Total Monthly Price
$1,901 - $12,173
Elan Union Market
130 Arsenal StWatertown, MA 02472
close
View Me
$3,735 - $4,650
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,742 - $9,191
Total Monthly Price
$2,742 - $9,191
Gables Arsenal Street
204 Arsenal StWatertown, MA 02472
close
View Me
Rent Specials
$4,425 - $5,200
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,743 - $5,200
Required Monthly Fees
$70
Total Monthly Price
$2,813 - $5,270
Hew at 1515
1525 Commonwealth AveBoston, MA 02135
close
View Me
Rent Specials
$3,265 - $3,632
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,518 - $5,848
Total Monthly Price
$2,518 - $5,848
1550 on the Charles
1550 Soldiers Field RdBoston, 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
Rent Specials
$3,370 - $3,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,410 - $3,850
Total Monthly Price
$2,410 - $3,850
Vera
38 Hichborn StBrighton, MA 02135
close
View Me
$2,900
Plus Fees
2 Bedroom Apartments Available NowForbes Building
545 Centre StJamaica Plain, MA 02130
close
View Me
Rent Specials
$3,470
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,655 - $4,330
Required Monthly Fees
$114
Total Monthly Price
$2,769 - $4,444
Watertown Square
20 Watertown StWatertown, MA 02472
close
View Me
Rent Specials
$4,500 - $5,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,600 - $5,000
Total Monthly Price
$3,600 - $5,000
The Jordan
249 Corey RdBrighton, MA 02135
close
View Me
Rent Specials
$4,450 - $5,425
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,995 - $6,854
Total Monthly Price
$2,995 - $6,854
Alder at Allston Yards
301 Guest StAllston, MA 02134
close
View Me
$3,650 - $3,800
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowBeacon Park Apartments
1371 Beacon StBrookline, MA 02446
close
View Me
$3,785 - $4,990
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available Dec 21Total Monthly Price
Base Rent
$2,615 - $5,345
Total Monthly Price
$2,615 - $5,345
Trac 75
75 Braintree StAllston, MA 02134
close
View Me
$2,600 - $2,900
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityReservoir Court
1862-1870 Beacon StBrookline, MA 02445
close
View Me
$4,500
Plus Fees
2 Bedroom Apartments Contact Us For AvailabilityThe Monroe
105 Washington StBrighton, MA 02135
close
View Me
Rent Specials
$2,300 - $2,900
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Dec 1Hamilton Union
508-524 Cambridge StAllston, MA 02134
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.
close
View Me
$3,800 - $4,110
Total Monthly Price
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$2,580 - $4,110
Total Monthly Price
$2,580 - $4,110
Radius
530 Western AveBrighton, MA 02135
close
View Me
$3,200 - $4,500
Plus Fees
2 Bedroom Apartments Available Now365 Western Ave
365 Western AveBoston, MA 02135
close
View Me
Rent Specials
$2,550 - $2,800
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowCommonwealth Apartments
1144-1160 Commonwealth AveAllston, MA 02134
close
View Me
Rent Specials
$2,850
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityWashington Heights
127-135 Washington StBrighton, MA 02135
close
View Me
Rent Specials
$3,975 - $5,095
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,269 - $6,395
Total Monthly Price
$2,269 - $6,395
Lantera at Boston Landing
125 Guest StBoston, MA 02135
close
View Me
Rent Specials
$3,000
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowGardner St, 75-90
75-90 Gardner StBoston, MA 02134
close
View Me
Rent Specials
$3,471
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,457 - $3,471
Total Monthly Price
$2,457 - $3,471
Residences at Brighton Marine
1465 Commonwealth AveBoston, MA 02135
close
View Me
Rent Specials
$4,100 - $4,800
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now81 Chestnut Hill Ave
81 Chestnut Hill AveBoston, MA 02135
close
View Me
$2,950 - $2,995
Plus Fees
2 Bedroom Apartments Available NowMarshview Place
1522 Vfw PkyWest Roxbury, MA 02132
close
View Me
$3,200
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000 - $4,300
Total Monthly Price
$3,000 - $4,300
31-35 South Street
31 South StBrighton, MA 02135
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
$2,400 - $3,800
Plus Fees
2 Bedroom Apartments Available Now27 Saint Lukes Rd
27 Saint Lukes RdAllston, MA 02134
close
View Me
Rent Specials
$2,875
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,100 - $3,100
Total Monthly Price
$2,100 - $3,100
286 & 288 Chestnut Hill Avenue
286-288 Chestnut Hill AveBrighton, MA 02135
close
View Me
$2,911
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowParkway 1208
1208D Vfw PkyWest Roxbury, MA 02132
close
View Me
close
View Me
Rent Specials
Contact Us For Pricing2 Bedroom Apartments Contact Us For Availability
BLDG 89
89 Brighton AveBoston, MA 02134
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
8 Berkeley St, Unit 2
8 Berkeley StWatertown, MA 02472
close
View Me
$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
52 Colborne Rd, Unit #1
52 Colborne RdBoston, MA 02135
close
View Me
$3,000
Total Monthly Price8 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
52 Babcock St, Unit 5
52 Babcock StBrookline, MA 02446
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
1933 Commonwealth Ave
1933 Commonwealth AveBrighton, MA 02135
close
View Me
$3,645
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 15Total Monthly Price
Base Rent
$3,645
Total Monthly Price
$3,645
535 Vfw Pky
535 Vfw PkyBoston College, MA 02467
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
1485 Beacon St, Unit 2
1485 Beacon StBrookline, MA 02446
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
86 Glenville Ave, Unit Apt 2
86 Glenville AveBoston, MA 02134
close
View Me
$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
5 Gardner Ter, Unit #1
5 Gardner TerBoston, MA 02134
close
View Me
$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
8 Berkeley St, Unit 1
8 Berkeley StWatertown, MA 02472
close
View Me
$2,720
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 31Total Monthly Price
Base Rent
$2,720
Total Monthly Price
$2,720
245 Kelton St, Unit 24
245 Kelton StBoston, MA 02134
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
70 Brock St, Unit #1
70 Brock StBoston, MA 02135
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
1774 Beacon St, Unit 6
1774 Beacon StBrookline, MA 02445
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
279 Chestnut Ave, Unit 279 Chestnut, #2, Boston
279 Chestnut AveBoston, MA 02130
close
View Me
$3,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
31 Middle St, Unit A
31 Middle StNewton, MA 02458
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
7 Charlesbank Rd, Unit 2
7 Charlesbank RdNewton, MA 02458
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 | $2,459 | $1,100 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments | $2,800 | $950 | $7,222 |
| Chestnut Hill 2 Bedroom Apartments | $3,449 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,023 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,790 | $1,068 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $5,962 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,867 | $1,150 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Explore 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 2 Bedroom Chestnut Hill Apartments
What is the Cheapest apartment in Chestnut Hill with 2 Bedroom?
Currently the most affordable 2 Bedroom in Chestnut Hill is at Stony Brook Village listed at $2,120.
How much is the average rent for a 2 Bedroom Chestnut Hill Apartment?
The average rent for a 2 Bedroom Apartment in Chestnut Hill is $3,449.
What is the largest available 2 Bedroom Chestnut Hill Apartment for rent?
Today's apartment with the most square footage in Chestnut Hill is a square feet unit at .
What is the average size for Chestnut Hill 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Chestnut Hill is currently 1,055 sq ft.
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.