
Luxury Homes for Rent in Chestnut Hill, MA (3,460 Rentals) Page 16 of 70
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


208 Winthrop Rd

1607 Commonwealth Ave, Unit 9

20 S Huntington Ave

8 Hastings St, Unit 2

16 Westford St

1173 Commonwealth Ave, Unit 8

473 VFW Parkway

672 Washington St

60 Vineland St, Unit 1

80 Rugg Rd

15 N Beacon St

15 N Beacon St

15 North Beacon St

10 Camelot Ct

244 Kelton St

72 Gardner St

244 Kelton St

72 Gardner St

39 Shepard St

248 Kelton St

248 Kelton St

17 Highgate St

15 Walbridge St

248 Kelton St

244 Kelton St

240 Kelton St

248 Kelton St

240 Kelton St

17 Highgate St

248 Kelton St

245 Kelton St

39 Shepard St

17 Highgate St

17 Fairbanks St, Unit 2a

344-346-346 Hyde Park Ave

529 Vfw Pky

42 Brackett St, Unit 44-2

213 Kelton St

240 Kelton St, Unit 16

11 Fairfield St, Unit 2

240 Kelton St, Unit 7

244 Kelton St, Unit uni6 2-bed 1-bath

70 Union St, Unit 2

22 Chestnut Pl, Unit 1-bed 1-bath Brookline

185 Chestnut Hill Ave, Unit 2-bed 1-bath #15

305 Allston St, Unit 2

305 Summit Ave, Unit 2

22 Alton Pl, Unit 6

70 Union St, Unit 2
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 | $3,208 | $1,260 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,978 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,593 | $825 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,581 | $725 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,830 | $775 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $4,331 | $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 4665 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4333 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 $7,967.
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 $16,752, 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

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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.