
Luxury Homes for Rent in Chestnut Hill, MA (3,508 Rentals) Page 41 of 71
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


7 Stedman St, Unit 1

128 Washington St

162 Kelton St

1475 Beacon St

369 Tappan St

59 Brighton Ave, Unit 1

24 Claymoss Rd

44 Brainerd Rd

85 Brainerd Rd

85 Brainerd Rd

Total Monthly Price
109 Chiswick Rd

23 Glenville Ave

22 Glenville Ave

Total Monthly Price
181 Washington St

85 Brainerd Rd

19 Pond St, Unit 2

81 Brighton Ave

72 Ashford St

346 Faneuil St

7 Etna St

175 Freeman St

5 Etna St

17 St Lukes Rd

23 Falkland St, Unit 23 Falkland

759 Boylston St

11 Etna St

7 Etna St

85 Brainerd Rd

346 Faneuil St

346 Faneuil St

46 Brookley Rd, Unit #1

455 Harvard St, Unit 204A

9 Glencoe St

201 High St, Unit 2

21 Saint Lukes Rd

45 Englewood Ave, Unit 2

15 Curlew St

35 Roseway St

1650 Commonwealth Ave, Unit 1

14 Gardner St

62 Gordon St

1789 Commonwealth Ave

85 Brainerd Rd

85 Brainerd Rd, Unit 416

31 Montfern Ave, Unit 2

28 Aldie St

11 Etna St

77 Pond Ave, Unit 306

16 Fuller St, Unit 4
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 | $3,182 | $1,000 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,976 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,610 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,595 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,889 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,700 | $875 | $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 4690 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 $7,850.
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 $16,516, 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.