
Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (493 Rentals) Page 4 of 10
The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.


5 Glenmont Rd, Unit 1, Unit 1

328 Washington St, Unit 1, Unit 1

89 Brayton Rd, Unit 2, Unit 2

25 Embassy Rd

35 Henshaw St, Unit 1ZB, Unit 1ZB

15 Westbourne Rd, Unit 15, Unit 15

80 Wallingford Rd, Unit 1, Unit 1

195 Lake St, Unit 2, Unit 2

2003 Commonwealth Ave, Unit A, Unit A

99 Chestnut Hill Ave, Unit 3, Unit 3

73 Undine Rd

4 North Crescent Circuit, Unit 1, Unit 1

29 Gerald Rd

5 Glenley Ter

35 Winship St, Unit 2, Unit 2

35 South St, Unit 10, Unit 10

1999 Commonwealth Ave, Unit 12, Unit 12

25 Greycliff Rd, Unit 1, Unit 1

1999 Commonwealth Ave, Unit 2, Unit 2

25 Greycliff Rd, Unit 1, Unit 1

2016 Commonwealth Ave, Unit 4, Unit 4

209 Chestnut Hill Ave, Unit 1, Unit 1

81 Chestnut Hill Ave, Unit 1, Unit 1

3 Glenley Ter

28 Manet Rd

132 Chiswick Rd, Unit 2, Unit 2

508 Heath St, Unit 1, Unit 1

91 Academy Hill Rd, Unit 91, Unit 91

35 Foster St, Unit 1, Unit 1

27 Eulita Ter, Unit 2, Unit 2

276 Chestnut Hill Ave, Unit 9, Unit 9

25 Moody St

91 Wallingford Rd, Unit 1, Unit 1

16 Priscilla Rd, Unit 2, Unit 2

209 Chestnut Hill Ave, Unit 2, Unit 2

6 Lothian Rd

49 Breck Ave

49 Breck Ave

36 Kenrick St, Unit 1, Unit 1

30 Winship St

91 Wallingford Rd

28 Manet Rd

225 Chestnut Hill Ave, Unit 3, Unit 3

120 Kenrick St

539 Commonwealth Ave, Unit 2, Unit 2

110 Kenrick St

16 Gerald Rd, Unit 1, Unit 1

16 Foster St

16 Gerald Rd
Chestnut Hill Middlesex, Boston College, MA Local Guide

How much does it cost to rent a home in Chestnut Hill Middlesex?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Middlesex 2 Bedroom Homes for Rent | $3,190 | $2,350 | $4,695 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,994 | $950 | $8,000 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,550 | $1,160 | $10,000+ |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $5,878 | $1,050 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $8,146 | $1,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 493 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
Explore Chestnut Hill
Frequently Asked Questions about Chestnut Hill Middlesex
What type of rentals are currently available in Chestnut Hill Middlesex?
There are currently 471 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $14,300. There are also 575 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $950 to $17,500.
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 $950 to $17,500 with an average monthly rent of $5,779.
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 $2,550 to $7,760, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $8,000. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $3,100.
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.
Articles, How-To's, and Tips

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.