Luxury Homes for Rent in Chestnut Hill, MA (5,386 Rentals)

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The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.

property at 22 Moody St

22 Moody St

Chestnut HillMA02467
property at 478 Clinton Rd

478 Clinton Rd

Chestnut HillMA02467
property at 46 Woodcliff Rd

46 Woodcliff Rd

Chestnut HillMA02467
property at 46 Woodcliff Rd

46 Woodcliff Rd

Chestnut HillMA02467

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

property at 25 Crosby Rd

25 Crosby Rd, Unit 1

25 Crosby Rd
Chestnut HillMA02467
property at 35 Eliot St

35 Eliot St, Unit 35

35 Eliot St
Chestnut HillMA02467
property at 68 Manet Rd

68 Manet Rd, Unit 1

68 Manet Rd
Chestnut HillMA02467
property at 80 Woodcliff Rd

80 Woodcliff Rd

Chestnut HillMA02467
property at 25 Crosby Rd

25 Crosby Rd, Unit 2

25 Crosby Rd
Chestnut HillMA02467
property at 199 Boylston St

199 Boylston St

Chestnut HillMA02467
property at 794 Boylston St

794 Boylston St

Chestnut HillMA02467
property at 28 Manet Rd

28 Manet Rd

Chestnut HillMA02467
property at 28 Manet Rd

28 Manet Rd, Unit #1

28 Manet Rd
Chestnut HillMA02467
property at 28 Manet Rd

28 Manet Rd

Chestnut HillMA02467
property at 23 Drew Rd

23 Drew Rd

Chestnut HillMA02467
property at 11 Independence Dr

11 Independence Dr

Chestnut HillMA02467
property at 203 Ellery Ct

203 Ellery Ct, Unit T

203 Ellery Ct
Chestnut HillMA02467
property at 104 Ellery Ct

104 Ellery Ct, Unit 1

104 Ellery Ct
Chestnut HillMA02467
property at 49 Hackensack Rd

49 Hackensack Rd

Chestnut HillMA02467
property at 28 Manet Rd

28 Manet Rd, Unit 2

28 Manet Rd
Chestnut HillMA02467
property at 9 Reservoir Rd

9 Reservoir Rd, Unit 1

9 Reservoir Rd
Chestnut HillMA02467
property at 16 Eliot Cres

16 Eliot Cres

Chestnut HillMA02467

Chestnut Hill, MA Local Guide

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 8889 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $775 to $25,543. There are also 6369 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,250 to $22,000.

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 $1,250 to $22,000 with an average monthly rent of $5,901.

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 $975 to $15,611, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $10,000. Four Bedroom Single-Family rentals are also available starting from $1,400 and Four Bedroom Apartments start at $775.

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Renting Smart: Lease Basics Every Renter Needs article

Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

decorative image for Battling the Butts: Your Guide to the Reality of Smoke-Free Renting article

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

decorative image for Understanding Amenity Fees: Know Where You Might Be Able to Save Money article

Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.