Apartments for Rent with Specials in the Chestnut Hill Neighborhood of Boston, MA (9 Rentals)

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

Apartments in the Chestnut Hill area of Boston with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.

close
View Me
41 Orkney Rd, Unit 3A
$4,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800
4 Bedroom Apartment Available Now

41 Orkney Rd, Unit 3A

41 Orkney RdBoston, MA 02135
Affordability
  • 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
Avalon at Chestnut Hill
Rent Specials
$3,170 - $5,985
Total Monthly Price

Total Monthly Price

Base Rent
$3,105 - $5,920
Required Monthly Fees
$65

Total Monthly Price
$3,170 - $5,985
Studio to 3 Bedroom Apartments Available Now

Avalon at Chestnut Hill

160 Boylston StChestnut Hill, MA 02467
Furnished
  • Verified
  • Utilities Included
  • Smoke Free
close
View Me
286 & 288 Chestnut Hill Avenue
Rent Specials
$2,100 - $3,100
Total Monthly Price

Total Monthly Price

Base Rent
$2,100 - $3,100

Total Monthly Price
$2,100 - $3,100
Studio to 2 Bedroom Apartments Available Now

286 & 288 Chestnut Hill Avenue

286-288 Chestnut Hill AveBrighton, MA 02135
Student Housing
  • Verified
  • Customer Reviewed
  • Utilities Included

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.

Chestnut Hill, Boston, MA Local Guide

Top Boston Apartments in the Chestnut Hill Area with Move-In Specials Ending Soon

Specials updated: 11-08-2025

Take advantage of these move-in and rent specials that are ending soon for top Chestnut Hill, MA apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!

Avalon at Chestnut Hill

* Save up to $100/mo on select apartments! * Terms and conditions apply.Expires 11-09-2025

286 & 288 Chestnut Hill Avenue

Two months free or one month free and broker fee paid for move-ins by 12/1/25. One month free or broker fee paid for move-ins by 1/1/26. Applies to select units, ask our leasing team for more details.Expires 11-09-2025

Reservoir Towers

Special: 1st Month Free for Next 3 Rentals for Move-In’s by 11/30/25 & Apply within 24 Hours of your tour and earn $1000 Off Move In!Expires 11-09-2025

Newly Listed Move-In Specials offers for Apartments in Chestnut Hill, MA

Specials updated: 11-08-2025

Here are the most recently added special offers for renters looking to find the best deals on apartments in Chestnut Hill, MA. Be sure to take advantage of some of the area’s top offers.

Langley Terrace

One month free rent incentive for 400 Langley RdExpires 07-31-2026

Avalon at Chestnut Hill

* Save up to $100/mo on select apartments! * Terms and conditions apply.Expires 11-09-2025

286 & 288 Chestnut Hill Avenue

Two months free or one month free and broker fee paid for move-ins by 12/1/25. One month free or broker fee paid for move-ins by 1/1/26. Applies to select units, ask our leasing team for more details.Expires 11-09-2025

Reservoir Towers

Special: 1st Month Free for Next 3 Rentals for Move-In’s by 11/30/25 & Apply within 24 Hours of your tour and earn $1000 Off Move In!Expires 11-09-2025

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

Read Article
Decorative image

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 Article
Decorative image

The 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 Article
Decorative image

Top 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 Article
Decorative image

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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Chestnut Hill, Boston, MA

Ranked #78

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Rent Specials Chestnut Hill Apartments

What is the Cheapest Rent Specials apartment in Chestnut Hill?

Currently the most affordable Rent Specials Apartment in Chestnut Hill is at 52 Strathmore Rd, Unit 24 listed at $1,800.

How much is the average rent for a Rent Specials Chestnut Hill Apartment?

The average rent for a Rent Specials Apartment in Chestnut Hill is $4,095.

What is the largest Rent Specials Chestnut Hill Apartment for rent?

Today's Rent Specials apartment with the most square footage in Chestnut Hill is a 1,999 square feet unit starting from $4,800 at 41 Orkney Rd, Unit 3.

What is the average size for Chestnut Hill Rent Specials Apartments for rent?

The average size for a Rent Specials rental in Chestnut Hill is currently at 1,085 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.

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 Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.