
Luxury Homes for Rent in Chestnut Hill, MA (3,398 Rentals) Page 21 of 68
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


168 Winthrop Rd, Unit 4

11 Babcock St, Unit uni-P1 2-bed 1-bath

10 Upland Rd

66 Brooks St, Unit 3

192 Allston St

47 Easton St, Unit 2

1254 Commonwealth Ave

9 Everett St

147 Kelton St, Unit 311

18 Alton Pl, Unit 1

1254 Commonwealth Ave, Unit #3

348 Faneuil St, Unit 1

62 Brock St, Unit 2

46 Brackett St

30 Bentley St, Unit 1

10 Champney St, Unit 2

18 Glenville Ave

1933 Commonwealth Ave

11 Highgate St, Unit 1

150 North Beacon St, Unit B2

56 Hobson St

15 N Beacon St

69 Babcock St

27 S Crescent Circuit

1307 Commonwealth Avenue

14 Langley Rd, Unit 2

1662 Commonwealth Avenue, Unit 11

229 Kelton St, Unit 7

12 Alton Pl, Unit 2

57 Hemman St, Unit #1

20 Penniman Rd, Unit 108

60 Litchfield St, Unit 2

191 Washington St, Unit 513

5 Aldie St, Unit 3-bed 1bathU1 Allston

62 Litchfield St, Unit 3

1400 Commonwealth Ave, Unit 6

56 Union St, Unit 1

370 Western Ave

56 Hobson St, Unit G

365 Western Ave

80 Gardner St

51 Custer St

16 Rossmore Rd, Unit 3

66 Brooks St, Unit 2

22 Chestnut Pl, Unit G1

108 Perkins St

20 Colborne Rd, Unit 11

108 Perkins St, Unit 4

74 Dunboy 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 | $3,197 | $1,260 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,976 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,601 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,574 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,799 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,799 | $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 4665 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4333 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 $7,906.
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 $16,606, 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 $1,550.
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

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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.