
Luxury Homes for Rent in Chestnut Hill, MA (3,254 Rentals) Page 2 of 66
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


99 Chestnut Hill Ave

7 Sutherland Rd

1637 Commonwealth Ave

1630 Commonwealth Ave

5 Barrows St

15 Euston Rd

11 Scottfield Rd

151 Park St

49 Bennett St
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

4 Chiswick Rd

1330 Commonwealth Ave

109 Brainerd Rd

126 Brainerd Rd

103 Gordon St

361 Faneuil St

357 Faneuil St

117 Fairbanks St

185 Chestnut Hill Ave

44 Broadlawn Dr

84 Gardner St

200 Kelton St

90 Gardner St

17 Glencoe St

208 Winthrop Rd

86 Glenville Ave

1197 Commonwealth Ave

2 Sutherland Rd, Unit 41

1607 Commonwealth Ave, Unit 14

2018 Commonwealth Ave

86 Cypress St

6 Sutherland Rd

213 Chestnut Hill Ave

1748 Beacon St

520 Cambridge St

41 Westgate Rd

1144 Commonwealth Ave

120 Brainerd Rd, Unit 18

34 Gardner St

455 Cambridge St

1415 Commonwealth Ave, Unit 502

4 Ayr Rd

15 Walbridge St

14 Granfield Ave, Unit #3

15 Scottfield Rd

15 Scottfield Rd

726 Washington St

726 Washington St

357 Faneuil St

28 Quint 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 | $3,283 | $1,410 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,146 | $1,380 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,671 | $1,080 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,821 | $1,010 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,112 | $1,050 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,435 | $1,030 | $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 3534 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,000. There are also 4046 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,010 to $35,500.
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 $1,010 to $35,500 with an average monthly rent of $4,674.
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 $2,000 to $13,208, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,380 to $35,500. Four Bedroom Single-Family rentals are also available starting from $1,080 and Four Bedroom Apartments start at $1,000.
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

The 10 Best Affordable Neighborhoods in Boston, MA
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I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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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.