
Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (712 Rentals)
The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.


22 Moody St

295 Foster St

132 Yarmouth Rd

27 Bostonia Ave, Unit House

64 Lane Park

44 Greycliff Rd, Unit 2

44 Greycliff Rd, Unit 2

20 Gerald Rd, Unit Gerald Rd Boston

16 Gerald Rd, Unit 2

46 Bostonia Ave, Unit 1

16 Bostonia Ave

46 Kirkwood Rd

46 Kirkwood Rd

46 Kirkwood Rd, Unit 1

16 Gerald Rd, Unit 2

42 Radnor Rd, Unit #2

42 Radnor Rd

33 Greycliff Rd, Unit 1

52 Greycliff Rd, Unit T

44 Bostonia Ave, Unit 1

52 Bostonia Ave, Unit 1

44 Bostonia Ave

52 Greycliff Rd

44 Greycliff Rd, Unit 1

44 Greycliff Rd

44 Greycliff Rd, Unit 1

44 Greycliff Rd, Unit 1

52 Greycliff Rd

52 Greycliff Rd

52 Greycliff Rd

64 Greycliff Rd, Unit 1

75 Wallingford Rd

16 Gerald Rd

44 Greycliff Rd

44 Greycliff Rd, Unit #2

44 Kirkwood Rd, Unit 1

44 Kirkwood Rd, Unit 2

44 Kirkwood Rd

44 Kirkwood Rd

44 Kirkwood Rd, Unit 1

44 Kirkwood Rd

27 Bostonia Ave, Unit 1

12 Gerald Rd

116 Lake St, Unit 1

116 Lake St

116 Lake St, Unit 1

116 Lake St

153 Foster St

12 Gerald Rd, Unit 1
Chestnut Hill Middlesex, Boston College, MA Local Guide

How much does it cost to rent a home in Chestnut Hill Middlesex?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill Middlesex 2 Bedroom Homes for Rent | $3,277 | $2,350 | $4,600 |
Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,763 | $1,025 | $6,500 |
Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,354 | $900 | $10,000+ |
Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $6,389 | $800 | $10,000+ |
Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $9,207 | $975 | $10,000+ |
Chestnut Hill Middlesex 7 Bedroom Homes for Rent | $11,200 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 712 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
Explore Chestnut Hill
Chestnut Hill Middlesex, Boston College, MA Local Guide
- Nearby Chestnut Hill neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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.
Frequently Asked Questions about Chestnut Hill Middlesex
What type of rentals are currently available in Chestnut Hill Middlesex?
There are currently 1274 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $900 to $25,045. There are also 830 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $800 to $21,000.
What is the current price range for Rental Homes in Chestnut Hill Middlesex?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill Middlesex ranges from $800 to $21,000 with an average monthly rent of $6,545.
How much are larger Three and Four Bedroom Rentals in Chestnut Hill Middlesex?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill Middlesex range from $2,454 to $10,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,025 to $6,500. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $900.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.