Luxury Homes for Rent in Chestnut Hill, MA (5,418 Rentals) Page 3 of 109
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.

1462 Commonwealth Ave, Unit 27

86 Chestnut St, Unit Chestnut #2

2045 Commonwealth Ave, Unit M-46

178 Brighton Ave, Unit 10

92 Hobart St, Unit 3

1197 Commonwealth Ave, Unit 19

120 Brainerd Rd, Unit 18

121 Brainerd Rd, Unit #6

37 Harvard St, Unit 1

617 Hyde Park Ave, Unit 1

1258 Commonwealth Ave, Unit 7A

285 Chestnut Ave, Unit 12

354 Market St, Unit 17

21 Pratt St, Unit 1

38 Boynton St, Unit 3L

797 Washington St, Unit A

12 Denton Ter, Unit 2

2018 Commonwealth Ave, Unit 45

120 Brainerd Rd, Unit 18

37 Harvard St, Unit 1

89 Chester St, Unit 1-bed 1 bath A2

12 Kilsyth Ter, Unit 42

1450 Beacon St, Unit 41

3 Ridgemont St, Unit 6

120 Brainerd Rd, Unit 1

500 Cambridge St, Unit 6A

11 Barrows St, Unit 4A

180 Telford St, Unit 205

214 Market St, Unit 207

1254 Commonwealth Ave

122 Washington St, Unit 44

1254 Commonwealth Ave, Unit B

474 Chestnut Hill Ave

155 Strathmore Rd, Unit 02

178 Brighton Ave, Unit 10

130 Nichols Ave

155 Spruce St, Unit 1

1252 Commonwealth Ave

178 Brighton Ave, Unit 10

17 Glencoe St

24 Wallingford Rd, Unit 2

242 Belgrade Ave, Unit 2

1144 Commonwealth Ave

804 Centre St, Unit 206
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
Explore Chestnut Hill
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 8389 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $880 to $50,000. There are also 6294 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.