
Luxury Homes for Rent in Chestnut Hill, MA (3,270 Rentals) Page 6 of 66
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


549 Washington St

5 Lothian Rd

1706 Commonwealth Ave

210 Winthrop Rd

8 Fletcher Ter

187 Winthrop Rd

7 Wallingford Rd

9 Braemore Rd, Unit 12

1640 Commonwealth Ave, Unit 0

189 Chestnut Hill Ave

125 Lake Shore Rd

9 Braemore Rd, Unit 12

549 Washington St

1254 Commonwealth Ave

1799 Centre St

54 Lothian Rd

125 Chiswick Rd

80 Gardner St

6 Bellvista Rd

39 Glenville Ave, Unit 10

55 Broadlawn Park, Unit 18

8 Ransom Rd, Unit 12

19 Short St, Unit 5

67 Park St, Unit 3

45 Pratt St

199 Gardner St

52 Patten St, Unit 2

199 Gardner St

245 Kelton St

153 Strathmore Rd

67 Harvard Ave

25 Everett St

6 Webley St

208 Winthrop Rd

80 Gardner St

1412 Commonwealth Ave

55 Morse St

189 Chestnut Hill Ave, Unit 15

1412 Commonwealth Ave

4945 Washington St

18 Embassy Rd, Unit 37

44 Westgate Rd, Unit 1

43 Riverside St, Unit #2

229 Kelton St

20 Radcliffe Rd, Unit 106

27 South St, Unit #B3

1316 Commonwealth Ave, Unit 301

35 Long Ave, Unit B1

7 Lothian Rd, 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 | $3,203 | $1,260 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,984 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,606 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,554 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,833 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,339 | $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 4693 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4092 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 $7,966.
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 $16,401, 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 $1,175.
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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A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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Explore Like a Local: The Insider's Guide to Boston
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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
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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.