
Luxury Homes for Rent in Chestnut Hill, MA (4,142 Rentals) Page 66 of 83
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


209 Chestnut Hill Ave, Unit 2

186 Naples Rd

84 Linden St, Unit uni1 3-bed 3-bath, Unit uni1 3-bed 3-bath

24 Alton Pl, Unit #24A, Unit #24A

26 Kilsyth Rd, Unit 1, Unit 1

1400 Beacon St, Unit 4, Unit 4

35 Long Ave

19 Highgate St

17 Highgate St, Unit 9

21 Highgate St

1689 Beacon St, Unit 2

1689 Beacon St, Unit 2

21 Highgate St

4 Farrington Ave, Unit 3, Unit 3

27 Glenville Ave, Unit 6

27 Glenville Ave, Unit 1

25 Mount Hood Rd, Unit 1, Unit 1

1689 Beacon St, Unit 2, Unit 2

35 Glenville Ave

86 Linden St

71 Brighton Ave

75 Gardena St

7 Reedsdale St, Unit 2, Unit 2

23 Glenville Ave

124 Academy Hill Rd

75 Gardena St

75 Gardena St, Unit 75, Unit 75

14 Mount Hood Rd, Unit 1, Unit 1

22 Glenville Ave

Total Monthly Price
282 Washington St, Unit SI FL1-ID1238145P

11 E Milton Rd, Unit 1

55 Brighton Ave, Unit 519

85 Brainerd Rd, Unit TH9

19 Highgate St, Unit 1

11 Quint Ave

43 Allston St

399 Washington St, Unit 4

54 Dwight St, Unit 5, Unit 5

54 Dwight St, Unit 5, Unit 5

38 Linden St

105 Allston St

142 Sutherland Rd, Unit 2, Unit 2

45 Allston St

63 Cameron St

8 Lothian Rd

16 Long Ave, Unit 3

49 Bennett St

35 Pratt St

64 Cameron St
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 | $3,236 | $1,430 | $9,999 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,026 | $1,100 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,679 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,848 | $675 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,518 | $875 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,363 | $925 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 4408 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,193. There are also 5050 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 $5,013.
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 $17,193, 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
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
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.