
Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (734 Rentals)
The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.


1162 Boylston St, Unit 12

295 Foster St, Unit 1

22 Moody St

64 Lane Park

44 Greycliff Rd, Unit 2

44 Greycliff Rd, Unit 2
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.

16 Gerald Rd, Unit 2

46 Kirkwood Rd

46 Bostonia Ave, Unit 1

46 Kirkwood Rd, Unit 1

46 Kirkwood Rd

1860 Commonwealth Ave

1860 Commonwealth Ave

478 Clinton Rd

44 Greycliff Rd, Unit 1

52 Greycliff Rd

33 Greycliff Rd, Unit 1

44 Greycliff Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

44 Greycliff Rd, Unit 1

52 Greycliff Rd

52 Greycliff Rd

52 Bostonia Ave, Unit 1

44 Bostonia Ave, Unit 1

52 Greycliff Rd

52 Greycliff Rd, Unit T

64 Greycliff Rd, Unit 1

16 Gerald Rd

44 Greycliff Rd
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

44 Greycliff Rd, Unit #2

44 Kirkwood Rd

44 Kirkwood Rd, Unit 1

44 Kirkwood Rd

44 Kirkwood Rd, Unit 1

44 Kirkwood Rd

44 Kirkwood Rd

12 Gerald Rd

12 Gerald Rd

37 Radnor Rd, Unit 1

45 Radnor Rd

49 Radnor Rd, Unit 1

118 Lake St

12 Gerald Rd, Unit 1

153 Foster St, Unit 1

116 Lake St

116 Lake St, Unit 1

116 Lake St

116 Lake St

116 Lake St

52 Lane Park
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 | $3,330 | $2,400 | $5,400 |
Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,990 | $2,550 | $9,000 |
Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,457 | $3,400 | $10,000+ |
Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $6,895 | $1,250 | $10,000+ |
Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $9,213 | $4,750 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 734 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
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Chestnut Hill Middlesex, Boston College, MA Local Guide
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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 983 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $950 to $23,500. There are also 872 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $1,250 to $45,000.
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 $1,250 to $45,000 with an average monthly rent of $5,723.
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 $2,054 to $8,475, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,550 to $9,000. Four Bedroom Single-Family rentals are also available starting from $3,400 and Four Bedroom Apartments start at $1,025.
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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.