
Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (404 Rentals)
The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.


515 Heath St

461 Washington St, Unit 305

155 Strathmore Rd, Unit 2

247 Chestnut Hill Ave, Unit 4

91 Wallingford Rd, Unit 1

1933 Commonwealth Ave, Unit 111

140 Kenrick St, Unit 4

2045 Commonwealth Ave, Unit M-46

209 Chestnut Hill Ave, Unit 9
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

29 Wiltshire Rd, Unit 1

145 Englewood Ave, Unit 43

153 Lake Shore Rd, Unit 3

148 Strathmore Rd, Unit 6

63 Breck Ave

27 South St, Unit #B3

185 Chestnut Hill Ave, Unit 09

36 Dighton St, Unit 15

1933 Commonwealth Ave, Unit 401

138 Woodland Rd, Unit 6
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.

370 Chestnut Hill Ave, Unit 1

5 Braemore Rd, Unit 1-15

1933 Commonwealth Ave, Unit 401

249 Chestnut Hill Ave, Unit 51

2 Braemore Rd, Unit 1

140 Kenrick St, Unit 4

32 Sidlaw Rd, Unit 3

5 Braemore Rd, Unit 8

276 Chestnut Hill Ave, Unit 6

1988 Commonwealth Ave, Unit 9
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.

20 Shanley St, Unit 1R

117 Lake Shore Rd, Unit 3

20 Shanley St, Unit 2R

22 Shanley St

110 Strathmore Rd, Unit 204

91 Wallingford Rd, Unit 3

31 Lake Shore Ct, Unit 3

91 Wallingford Rd, Unit 3

51 Lake Shore Ct, Unit 1

2 Portina Rd, Unit 2
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.

2 Portina Rd

19 Chestnut Hill Ave, Unit 1

51 Lake Shore Ct, Unit 1

51 Lake Shore Ct, Unit 1

159 Foster St, Unit 1

35 Foster St, Unit 1

135 Chiswick Rd, Unit 6

43 N Crescent Circuit, Unit 1

2012 Commonwealth Ave, Unit BE

29 Eastburn St, Unit 2
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 | $3,128 | $1,900 | $4,800 | 
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,797 | $2,500 | $6,500 | 
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,176 | $1,080 | $9,600 | 
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $7,978 | $1,010 | $10,000+ | 
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $7,091 | $980 | $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 404 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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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 ArticleDon'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 ArticleThe 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 ArticleQuick 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.
Pet Friendly LifestyleChestnut Hill Middlesex, Chestnut Hill, MA
Ranked #1
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Frequently Asked Questions about Chestnut Hill Middlesex
What type of rentals are currently available in Chestnut Hill Middlesex?
There are currently 431 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $13,500. There are also 470 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $980 to $36,000.
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 $980 to $36,000 with an average monthly rent of $6,807.
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 $5,955, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $6,500. Four Bedroom Single-Family rentals are also available starting from $1,080 and Four Bedroom Apartments start at $3,150.
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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.