Apartments for Rent with Specials in the Chestnut Hill Neighborhood of Boston, MA (8 Rentals)

How Many Bedrooms?Done
Price OptionsDone
Price Range
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
Reservoir Towers
Rent Specials
$3,125 - $4,175

Total Monthly Price

Base Rent$3,125 - $4,175

Total Monthly Price$3,125 - $4,175
Special Offer
1 Month Free Special: 1st Month Free for Next 3 Rentals & Apply within 24 Hours of your tour and earn $1000 Off Move In!
See More

Reservoir Towers

1931 Commonwealth AveBrighton, MA 02135
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city

close
View Me
Avalon at Chestnut Hill
Rent Specials
$3,005 - $6,030

Total Monthly Price

Base Rent$2,940 - $5,965
Required Monthly Fees$65

Total Monthly Price$3,005 - $6,030
Special Offer
Discounts * Apply by 9/30 for $5000 off! * Terms and conditions apply.
See More

Avalon at Chestnut Hill

160 Boylston StChestnut Hill, MA 02467
Furnished
  • Verified
  • Utilities Included
  • Smoke Free
close
View Me
44 Orkney Rd
Rent Specials
$1,850 - $3,800

Total Monthly Price

Base Rent$1,850 - $3,800

Total Monthly Price$1,850 - $3,800
Special Offer
Specials No broker fee
See More

44 Orkney Rd

44 Orkney RdBrighton, MA 02135
Cost Per Sq.Ft.
  • Verified
close
View Me
31-35 South Street
Rent Specials
$3,000 - $3,600

Total Monthly Price

Base Rent$3,000 - $3,600

Total Monthly Price$3,000 - $3,600
Special Offer
1 Month Free Offering two months free or one month free and broker fee paid for leases beginning October 1st or earlier. Ask our leasing tea
See More

31-35 South Street

31 South StBrighton, MA 02135
Student Housing
  • Verified
  • Utilities Included
close
View Me
286 & 288 Chestnut Hill Avenue
Rent Specials
$2,250 - $3,100

Total Monthly Price

Base Rent$2,250 - $3,100

Total Monthly Price$2,250 - $3,100
Special Offer
1 Month Free Offering one month free or broker fee paid for leases beginning October 1st or earlier. Ask our leasing team for more details.
See More

286 & 288 Chestnut Hill Avenue

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

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

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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

Specials updated: 09-20-2026

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

Reservoir Towers

Special: 1st Month Free for Next 3 Rentals & Apply within 24 Hours of your tour and earn $1000 Off Move In!Expires September 20, 2026

286 & 288 Chestnut Hill Avenue

Offering one month free or broker fee paid for leases beginning October 1st or earlier. Ask our leasing team for more details.Expires September 20, 2026

Avalon at Chestnut Hill

* Apply by 9/30 for $5000 off! * Terms and conditions apply.Expires September 20, 2026

31-35 South Street

Offering two months free or one month free and broker fee paid for leases beginning October 1st or earlier. Ask our leasing team for more details.Expires September 20, 2026

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

Specials updated: 09-20-2026

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.

Reservoir Towers

Special: 1st Month Free for Next 3 Rentals & Apply within 24 Hours of your tour and earn $1000 Off Move In!

286 & 288 Chestnut Hill Avenue

Offering one month free or broker fee paid for leases beginning October 1st or earlier. Ask our leasing team for more details.

Avalon at Chestnut Hill

* Apply by 9/30 for $5000 off! * Terms and conditions apply.

31-35 South Street

Offering two months free or one month free and broker fee paid for leases beginning October 1st or earlier. Ask our leasing team for more details.

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 44 Orkney Rd listed at $1,850.

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 $4,177.

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 9,999 square feet unit starting from $1,850 at 44 Orkney Rd.

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 2,036 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

decorative image for Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move article

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for What It Really Costs to Live in Boston: A Local Renter's Guide article

What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities article

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

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

decorative image for Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert   article

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Articles, How-To's, and Tips

decorative image for How Commercial-to-Residential Property Conversions Help the Housing Crisis   article

How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.