
Luxury Homes for Rent in Chestnut Hill, MA (5,236 Rentals) Page 3 of 105
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


59 Sherman Rd

120 Gerry Rd, Unit 303

475 Vfw Pky, Unit 2

35 Thornton Rd

78 Gerry Rd

49 Thornton Rd

164 Independence Dr

49 Sherman Rd

19 Thornton Rd

242 Gerry Rd

58 Thornton Rd

124 Independence Dr

25 Independence Dr

26 Thornton Rd

511 Vfw Pky

9 Sherman Rd

112 Thornton Rd

189 Gerry Rd

130 Independence Dr

103 Independence Dr

110 Independence Dr

120 Gerry Rd, Unit 304

9 Sherman Rd

136 Middlesex Rd, Unit 2

37 Gerry Rd

250 Independence Dr

246 Independence Dr

9 Sherman Rd, Unit 1

37 Sherman Rd, Unit 2-bed 1.5 bath S.Brooklin

37 Sherman Rd

172 Thornton Rd

120 Thornton Rd

33 Gerry Rd

180 Thornton Rd, Unit 1

180 Thornton Rd, Unit 1

55 Gerry Rd

97 Sherman Rd

527 Vfw Pky

59 Thornton Rd

51 Algonquin Rd

118 Thornton Rd

29 Independence Dr

607 Vfw Pky

499 Vfw Pky

241 Gerry Rd

242 Gerry Rd
Chestnut Hill, MA Local Guide

How much does it cost to rent a home in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill 2 Bedroom Homes for Rent | $3,286 | $1,300 | $9,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,979 | $1,280 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $4,775 | $950 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $5,983 | $1,025 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,154 | $975 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $3,287 | $1,000 | $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 7823 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $24,875. There are also 6054 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $950 to $40,000.
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 $950 to $40,000 with an average monthly rent of $4,324.
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 $999 to $18,414, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,280 to $12,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,150.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

The 10 Best Affordable Neighborhoods in Boston, MA
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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.