
Luxury Homes for Rent in Chestnut Hill, MA (4,309 Rentals) Page 83 of 87
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


15 Fern St

14 Fern St

1743 Commonwealth Ave

24 Wadsworth St

36 Pratt St

83 Glenville Ave, Unit 2

206 Winchester St

1 Arborway, Unit T, Unit T

1896 Beacon St

11 Glenley Terrace

18 Glenville Ave, Unit 2, Unit 2

81 Linden St

7 Farrington Ave

1284 Commonwealth Ave, Unit T, Unit T

20 Mossdale Rd

1584 Beacon St, Unit PH1, Unit PH1

1 Woodstock Ave

1 Woodstock Ave

41 Ashford St, Unit 3, Unit 3

1 Woodstock Ave

20 Mossdale Rd

340 Market St

1 Glenley Terrace, Unit 1, Unit 1

142 Sutherland Rd, Unit 117, Unit 117

1 Woodstock Ave

1 Woodstock Ave

1 Arborway, Unit Arborway, Unit Arborway

36 Pratt St

12 Braemore Rd

12 Adella Pl

1 Arborway

24 Armington St

Total Monthly Price
39 Cypress St, Unit SI FL1-ID1238138P

Total Monthly Price
39 Cypress St, Unit SI FL1-ID1238138P

55 Glenville Ave

1284 Commonwealth Ave, Unit 7, Unit 7

1284 Commonwealth Ave, Unit 7

1284 Commonwealth Ave, Unit 5

51 Leamington Rd, Unit 2

148 Thorndike St

44 Gerrish St

14 Glenmont Rd, Unit 2, Unit 2

14 Glenmont Rd, Unit 2, Unit 2

14 Glenmont Rd, Unit 2, Unit 2

14 Glenmont Rd

17 Reedsdale St

1616 Beacon St, Unit 3, Unit 3

152 Winchester St, Unit 2, Unit 2

68 Waverley Ave

1284 Commonwealth Ave
Chestnut Hill, MA Local Guide

How much does it cost to rent a home in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill 2 Bedroom Homes for Rent | $3,233 | $1,430 | $9,999 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,028 | $1,100 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,702 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,847 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,572 | $875 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,363 | $925 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 4482 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,258. There are also 5233 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 to $30,000.
What is the current price range for Rental Homes in Chestnut Hill?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $675 to $30,000 with an average monthly rent of $4,859.
How much are larger Three and Four Bedroom Rentals in Chestnut Hill?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $1,295 to $17,258, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $30,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,295.
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

The 10 Best Affordable Neighborhoods in Boston, MA
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A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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Explore Like a Local: The Insider's Guide to Boston
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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

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.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.