
Luxury Homes for Rent in Chestnut Hill, MA (3,372 Rentals) Page 10 of 68
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


245 Kelton St

1726 Commonwealth Ave, Unit 6

125 Guest St

15 Barrows St

12 Farrington Ave

15 Barrows St

14 Caltha Rd

50 Leo M Birmingham Pkwy

6 Sutherland Rd

52 Colborne Rd, Unit 52

58 Hichborn St

38 Hichborn St

1450 Beacon St

35 Mount Hood Rd

1583 Beacon St, Unit 1

67 Chiswick Rd

131 Coolidge Ave

1867 Beacon St, Unit 1-bed 1 bath Brookline

1867 Beacon St, Unit 5

2031 Commonwealth Ave, Unit 12

199 Gardner St

199 Gardner St

5 Vinal St, Unit 7

15 Barrows St, Unit 3

65 Chiswick Rd

258 Cypress St

2 Sutherland Rd, Unit 41

14 Caltha Rd

15 Barrows St

69 Chiswick Rd, Unit 9

1693 Commonwealth Ave, Unit 11

1691 Commonwealth Ave

14 Ashford St

63 Selkirk Rd

199 Gardner St

1440 Beacon St

248 Kelton St, Unit 3

20 John St, Unit 6

1693 Commonwealth Ave, Unit 18

55 Broadlawn Park, Unit 18

13 Winship St

20 Shanley St

39 Montfern Ave

8 Glencoe St

7 Imrie Rd

11 Commonwealth Ct

14 Alton Pl, Unit 3

12 Commonwealth Ct

53A Saint Paul St, Unit 3
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 | $3,203 | $1,260 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,984 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,606 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,554 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,833 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,339 | $750 | $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 4708 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4213 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 to $38,000.
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 $725 to $38,000 with an average monthly rent of $7,966.
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 $1,350 to $16,401, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $15,000. Four Bedroom Single-Family rentals are also available starting from $825 and Four Bedroom Apartments start at $1,175.
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
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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

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.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.