
Luxury Homes for Rent in Chestnut Hill, MA (5,412 Rentals) Page 2 of 109
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


321 Hammond Pond Pky, Unit 301

629 Hammond St, Unit E201

321 Hammond Pond Pky, Unit 301

130 Sherman Rd, Unit 130

124 Chestnut Hill Rd, Unit 310

9 Reservoir Rd, Unit 1

32 Hammond Pond Pky

28 Manet Rd, Unit 2

49 Hackensack Rd, Unit 1

49 Hackensack Rd

104 Ellery Ct, Unit 1

629 Hammond St, Unit WPH4

401 Paine Ct

28 Independence Dr, Unit 1

11 Independence Dr

203 Ellery Ct, Unit T

23 Drew Rd

47 Algonquin Rd, Unit 1

28 Manet Rd

28 Manet Rd, Unit #1

794 Boylston St

25 Crosby Rd, Unit 2

199 Boylston St

199 Boylston St, Unit 1

199 Boylston St, Unit 1

68 Manet Rd, Unit 1

175 Florence St

15 Moody St

15 Moody St

16 Moody St

15 Moody St

35 Eliot St, Unit 35

25 Crosby Rd, Unit 1

124 Rangeley Rd

201 Sherman Rd, Unit 440

124 Rangeley Rd, Unit 1

478 Clinton Rd

120 Brainerd Rd, Unit 9

110 Lanark Rd, Unit 6

57 Brighton Ave, Unit 2

209 Chestnut Hill Ave, Unit 9

1666 Commonwealth, Unit 12

35A Harvard St, Unit Harvard St #1

2000 Commonwealth Ave, Unit Commonwealth Ave #45

35A Harvard St, Unit 1

56 Park Vale Ave, Unit 12

2 Sutherland Rd, Unit 22
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 | $3,271 | $1,425 | $8,400 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,956 | $1,100 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $4,665 | $1,025 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $5,888 | $950 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,064 | $925 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $1,673 | $950 | $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 8400 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $880 to $50,000. There are also 6345 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $925 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 $925 to $40,000 with an average monthly rent of $4,169.
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 $1,200 to $18,471, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,025 and Four Bedroom Apartments start at $920.
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
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.