
Luxury Homes for Rent in Chestnut Hill, MA (3,446 Rentals) Page 31 of 69
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


125 Manthorne Rd

14 Ashford St

62 Brock St

131 Coolidge Ave

225 Boylston St

42 Atkins St

229 Boylston St

1 Smythe St

235 Boylston St

75 Leicester St

37 Ridgemont St

58 Atkins St

50 Atkins St

25 Chester St, Unit #3

50 Atkins St

5 Smythe St

5 Smythe St

34 Bentley St

191 Winthrop Rd

30 Fordham Rd

24 Matchett St

172 Newton St

45 Matchett St, Unit 1

45 Marion St

36 Ridgemont St

38 Fordham Rd, Unit 2

231 Chestnut Hill Ave, Unit 3

231 Chestnut Hill Ave, Unit 3

131 Coolidge Ave, Unit 122

191 Winthrop Rd

58 Brock St

1657 Commonwealth Ave

67 Harvard Ave

231 Chestnut Hill Ave

102 Nonantum St

69 Turner St

208 Winthrop Rd

24 Everett St

8 Barrows St, Unit 3

40 Weld Hill St

157 Everett St

923 Lagrange St

20 St Lukes Rd, Unit 1

55 Brighton Ave

6 Sutherland Rd, Unit 31

38 Turner St

6 Sutherland Rd, Unit 31

1824 Beacon St, Unit 2

59 Manchester Rd, Unit 6##
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 | $3,184 | $1,260 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,976 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,603 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,603 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,830 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,691 | $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 4680 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4392 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 $8,224.
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 $16,603, 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.