
Luxury Homes for Rent in Chestnut Hill, MA (3,504 Rentals) Page 33 of 71
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


101 Colborne Rd, Unit 1

131 Coolidge Ave, Unit 420

340 Market St

97 Kilsyth Rd, Unit 3

15 N Beacon St

9 Bronsdon St

Total Monthly Price
60 Brainerd Rd

9 Bronsdon St

9 Bronsdon St

208 Fuller St

28 Brentwood St, Unit 14

31 Harris St

31 Harris St, Unit 702

25 Firth Rd, Unit U2 3-bed 2-b Roslindale

27 Willoughby St

2 Rossmore Rd

25 Ripley Terrace

140 North Beacon St, Unit B4

15 Mount Hood Rd, Unit 2

140 North Beacon St, Unit A4

27 Egremont Rd

11 Scottfield Rd, Unit #2

161 Brayton Rd, Unit 1

1657 Commonwealth Ave, Unit 3-bed 1-bath

133 Chiswick Rd, Unit B

147 Kelton St

78 Kilsyth Rd, Unit 4

133 Chiswick Rd

27 Egremont Rd

17 Cummings Rd

14 Marion St

90 Kilsyth Rd

177 Freeman St

20 Cummings Rd

21 Egremont Rd

27 Egremont Rd

23 Egremont Rd

Total Monthly Price
161 Washington St

1440 Beacon St

17 Cummings Rd

23 Egremont Rd

17 Cummings Rd

23 Egremont Rd

24 Warwick Rd

233 Cummings Rd

Total Monthly Price
4 Elko St

1355 Commonwealth Ave, Unit #4

Total Monthly Price
35 South St

Total Monthly Price
1925 Commonwealth Ave
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 4664 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4313 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.