
Luxury Homes for Rent in Chestnut Hill, MA (3,369 Rentals) Page 20 of 68
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


99 Summer St

1263 Commonwealth Ave, Unit 8

1185 Commonwealth Ave, Unit 14

1193 Commonwealth Ave, Unit 18

1193 Commonwealth Ave, Unit 15

78 Boylston St

68 Boylston St

229 Kelton St

65 Ashford St

309 Summit Ave

75 Brighton Ave

2 O'Neil Pl

1 Linden St

264 Kelton St

76 Quint Ave

77 Brighton Ave

38 Brighton Ave

56 Brighton Ave

16 Glenville Ave

73 Brighton Ave

33 Lancaster Terrace, Unit 204

11 Camelot Ct, Unit 11-7E

110 Brainerd Rd, Unit 2

110 Brainerd Rd, Unit 2
1824 Beacon St
1768 Beacon St

33 Lancaster Terrace, Unit 204
1822 Beacon St, Unit 7
1820 Beacon St, Unit 7
1583 Beacon St

123 Sutherland Rd

162 Lake Shore Rd
1589 Beacon St, Unit 4

1197 Commonwealth Ave, Unit 2

1193 Commonwealth Ave, Unit 24

6 Primrose St, Unit 2

129 Chiswick Rd

1193 Commonwealth Ave, Unit 18

1189 Commonwealth Ave, Unit 24

129 Chiswick Rd, Unit 11

1197 Commonwealth Ave, Unit 2

274 Corey Rd

175 Freeman St

1750 Commonwealth Ave, Unit 5

82 St Paul St, Unit 1
1788 Beacon St
1589 Beacon St, Unit 4
1589 Beacon St, Unit 4
1587 Beacon 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 | $3,275 | $2,150 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,975 | $900 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,903 | $1,130 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,865 | $1,180 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,627 | $1,000 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,551 | $1,130 | $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 2414 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4041 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $24,000.
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 $900 to $24,000 with an average monthly rent of $3,532.
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 $1,495 to $12,730, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,130 and Four Bedroom Apartments start at $1,300.
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

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.