
Luxury Homes for Rent in Chestnut Hill, MA (3,456 Rentals) Page 15 of 70
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


45 Ashford St

50 Leo M Birmingham Pkwy

65 Brainerd Rd

9 Bronsdon St

14-18 Bacon Street

1634 Commonwealth Ave, Unit 12

1463 Beacon St

9 Egremont Rd, Unit 4

13 Winship St

13 Winship St

547 Washington St

551 Washington St

312 Tappan St

551 Washington St

1120 Commonwealth Ave

54 Alton Pl

14 Marion St

108 Washington St

72 Strathmore Rd, Unit #5B

8 Hastings St

40 Tremont St

28 Woodward St

70 Montcalm Ave

208 Winthrop Rd

169 Washington St

4041 Washington St

211 Lake Shore Rd, Unit 2

7 Benson St, Unit 3

6A Islington St

2A Islington St

14 Lyne Rd, Unit 1

6A Islington St

1189 Commonwealth Ave

53 Hunnewell Ave, Unit 1

7 Hartley Ter, Unit 3

60 Dustin St

1189 Commonwealth Ave

65 Chester St, Unit 9

202 Corey Rd, Unit 1

325 Summit Ave, Unit 4

80 Bigelow St, Unit 1

1880 Commonwealth Ave, Unit 12

24 Ransom Rd, Unit 4

28 Woodward St, Unit 2

208 Winthrop Rd

208 Winthrop Rd

208 Winthrop Rd

425 Lagrange St, Unit 2

208 Winthrop Rd
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 | $3,208 | $1,260 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,978 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,593 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,581 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,830 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,331 | $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 4685 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4070 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 $7,967.
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 $16,752, 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
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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.