close
View Me
Rent Specials
$3,375 - $6,530
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHancock Village
1 Hancock Village DrChestnut Hill, MA 02467
2 Bedroom Luxury Apartments for Rent in Chestnut Hill, MA (1,044 Rentals)
close
View Me
Rent Specials
$5,750 - $6,530
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHancock Estates
200 Estate DrChestnut Hill, MA 02467
close
View Me
Rent Specials
$4,345 - $4,700
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowThe Adams at Hancock Village
101 Asheville RdChestnut Hill, MA 02467
close
View Me
Rent Specials
$3,852 - $4,990
Plus Fees
2 Bedroom Apartments Available NowAvalon at Chestnut Hill
160 Boylston StChestnut Hill, MA 02467
close
View Me
$3,820
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,820
Total Monthly Price
$3,820
156 Gerry Rd, Unit 1
156 Gerry RdChestnut Hill, MA 02467
close
View Me
$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
115 Gerry Rd, Unit 1
115 Gerry RdChestnut Hill, MA 02467
close
View Me
$3,455
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,455
Total Monthly Price
$3,455
491 Vfw Pky, Unit 1
491 Vfw PkyChestnut Hill, MA 02467
close
View Me
$3,455
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,455
Total Monthly Price
$3,455
497 Vfw Pky, Unit 1
497 Vfw PkyChestnut Hill, MA 02467
close
View Me
$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
115 Gerry Rd, Unit 1
115 Gerry RdChestnut Hill, MA 02467
close
View Me
$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
128 Gerry Rd, Unit 1
128 Gerry RdChestnut Hill, MA 02467
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
close
View Me
$3,455
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,455
Total Monthly Price
$3,455
136 Thornton Rd, Unit 1
136 Thornton RdChestnut Hill, MA 02467
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
62 Crosby Road, Unit 1
62 Crosby RoadChestnut Hill, MA 02467
close
View Me
$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
180 Thornton Rd
180 Thornton RdChestnut Hill, MA 02467
close
View Me
$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
180 Thornton Rd, Unit 1
180 Thornton RdChestnut Hill, MA 02467
close
View Me
$3,810
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,810
Total Monthly Price
$3,810
76 Gerry Rd, Unit 1
76 Gerry RdChestnut Hill, MA 02467
close
View Me
$3,770
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,770
Total Monthly Price
$3,770
165 Gerry Rd
165 Gerry RdChestnut Hill, MA 02467
close
View Me
$3,715
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,715
Total Monthly Price
$3,715
55 Gerry Rd, Unit 1
55 Gerry RdChestnut Hill, MA 02467
close
View Me
$3,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
172 Thornton Rd, Unit 1
172 Thornton RdChestnut Hill, MA 02467
close
View Me
$3,810
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,810
Total Monthly Price
$3,810
116 Independence Dr
116 Independence DrChestnut Hill, MA 02467
close
View Me
$2,999
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,999
Total Monthly Price
$2,999
165 Grove St, Unit #6
165 Grove StChestnut Hill, MA 02467
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
$3,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
110 Gerry Rd, Unit #108
110 Gerry RdChestnut Hill, MA 02467
close
View Me
$3,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
285 Beverly Rd, Unit #2
285 Beverly RdChestnut Hill, MA 02467
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
326 Hammond St, Unit 401
326 Hammond StChestnut Hill, MA 02467
close
View Me
$5,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
18 Glenland Rd, Unit 1
18 Glenland RdChestnut Hill, MA 02467
close
View Me
$5,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
18 Glenland Rd, Unit 1
18 Glenland RdChestnut Hill, MA 02467
close
View Me
$3,595
Plus Fees
2 Bedroom Apartments Available Now204 Independence Dr
204 Independence DrChestnut Hill, MA 02446
close
View Me
$3,465
Plus Fees
2 Bedroom Apartments Available Now563 VFW Parkway
563 VFW ParkwayChestnut Hill, MA 02467
close
View Me
close
View Me
close
View Me
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
Rent Specials
$4,535 - $6,515
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowThe Franklin at Hancock Village
201 Sherman RdBrookline, MA 02445
close
View Me
Rent Specials
$5,365
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,795 - $6,385
Total Monthly Price
$2,795 - $6,385
The Indie
35-43 Braintree StBoston, MA 02134
close
View Me
Rent Specials
$2,600 - $3,000
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowFlats on Comm
1246 Commonwealth AveAllston, MA 02134
close
View Me
Rent Specials
$3,700 - $3,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,500 - $3,800
Total Monthly Price
$2,500 - $3,800
Linden Apartments
199 Gardner StWest Roxbury, MA 02132
close
View Me
Rent Specials
$3,895 - $4,375
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,175 - $5,515
Required Monthly Fees
$65
Total Monthly Price
$3,240 - $5,580
Avalon Brighton
139 Washington StBrighton, MA 02135
close
View Me
close
View Me
Rent Specials
$3,838 - $19,988
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,157 - $19,988
Total Monthly Price
$3,157 - $19,988
Trio Newton
845 Washington StNewton, MA 02460
close
View Me
$3,854 - $4,670
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,654 - $5,804
Total Monthly Price
$2,654 - $5,804
The Aven at Newton Highlands
99 Needham StNewton, MA 02461
close
View Me
Rent Specials
$4,327 - $4,720
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,892 - $4,720
Total Monthly Price
$2,892 - $4,720
Harper
80 Rugg RdAllston, MA 02134
close
View Me
Rent Specials
$3,783 - $4,931
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,700 - $6,682
Total Monthly Price
$2,700 - $6,682
Overlook at St. Gabriels
175 Washington StBrighton, MA 02135
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
close
View Me
$3,995 - $5,000
Plus Fees
2 Bedroom Apartments Available NowThe Bond
40 Soldiers Field PlBoston, MA 02135
close
View Me
$3,700 - $3,900
Plus Fees
2 Bedroom Apartments Available NowNOVA Brighton
1505 Commonwealth AveBrighton, MA 02135
close
View Me
Rent Specials
$3,433 - $4,028
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,603 - $21,436
Total Monthly Price
$2,603 - $21,436
E3 Apartments
65 Brainerd RdAllston, MA 02134
close
View Me
$2,995 - $3,029
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,995 - $4,075
Required Monthly Fees
$14
Total Monthly Price
$3,009 - $4,089
Eagle Rock Apartments and Townhomes at Brighton
9 Bronsdon StBrighton, MA 02135
close
View Me
$3,749 - $4,475
Plus Fees
2 Bedroom Apartments Available NowThe Charley
46 Soldiers Field PlBoston, MA 02135
close
View Me
Rent Specials
$6,995
Plus Fees
2 Bedroom Apartments Contact Us For Availability1443 Beacon
1443 Beacon StBrookline, MA 02446
close
View Me
Rent Specials
$3,975 - $3,995
Plus Fees
2 Bedroom Apartments Available NowReservoir Towers
1931 Commonwealth AveBrighton, MA 02135
close
View Me
$2,968 - $3,398
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,397 - $6,244
Total Monthly Price
$2,397 - $6,244
Parkway Apartments
1555 Vfw PkyBoston, MA 02132
close
View Me
$3,620 - $4,735
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,465 - $4,760
Total Monthly Price
$2,465 - $4,760
Velo Forest Hills Apartments
3686 Washington StBoston, MA 02130
close
View Me
Rent Specials
$3,700
Total Monthly Price
2 Bedroom Apartments Available May 1, 2026Total Monthly Price
Base Rent
$2,750 - $3,700
Total Monthly Price
$2,750 - $3,700
166 Main
166 Main StWatertown, MA 02472
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.
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 | $2,468 | $1,100 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments | $2,801 | $950 | $6,573 |
| Chestnut Hill 2 Bedroom Apartments | $3,464 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,039 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,789 | $1,225 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,041 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,178 | $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
Chestnut Hill, MA Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Boston Neighborhood Guide: Living Near UMass, MGH, and 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.
Read Article
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick 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.
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
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
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 1459-1461 VFW Pky listed at $2,250.
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 $3,464.
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 2,191 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
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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.