
Luxury Homes for Rent in Chestnut Hill, MA (3,496 Rentals) Page 24 of 70
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


10 Selkirk Rd

310 Tappan St

3100 Tappan St

311 Tappan St, Unit 6

322 Tappan St, Unit 4

306 Tappan St

310 Tappan St

16 Glenville Ave

48.1 Brighton Ave

212 Arlington St

231 Harvard Ave

281 Belgrade Ave

59A Strathmore Rd, Unit 1

59A Strathmore Rd, Unit 1

62 Union St

38 Hichborn St

226 Jamaicaway, Unit 226 Jamaicaway Unit 3

46 Brookley Rd

18 Bigelow St

145 Chiswick Rd, Unit 8

74 Brock St, Unit 1

69 Summer St, Unit 1

132 Glenville Ave, Unit 1

384 Langley Rd, Unit 384

7 Raymond St, Unit 1

33 Adamson St, Unit 2

59 Leicester St, Unit 2

374 Chestnut Hill Ave, Unit 41

41 Long Ave

19 Turner St, Unit 1

541 Washington St

86 Easton St, Unit 3

6 Litchfield St, Unit 2

26 Chiswick Rd, Unit 2

31 Boulevard Terrace

133 Chiswick Rd, Unit B

66 Brooks St, Unit 3

50 Broadlawn Park, Unit 410

18 Greylock Rd, Unit B

14 Mount Hood Rd

38 Newton St

14 Mount Hood Rd

9 Vineland St, Unit 3

39 Montfern Ave, Unit 3

4 Elko St, Unit B1

520 Washington St, Unit 1

1731 Beacon St, Unit 422

15 North Beacon St, Unit 503

18 Bigelow 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 | $3,197 | $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 4680 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4394 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.