17 Fairbanks St, Unit 33
17 Fairbanks St
BrooklineMA02446
Luxury Homes for Rent in Chestnut Hill, MA (2,669 Rentals) Page 4 of 54
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
17 Highgate St
BostonMA02134
110 Babcock St
BrooklineMA02446
250 Hammond Pond Pkwy
NewtonMA02467
43 Riverside St, Unit #2
43 Riverside St
WatertownMA02472
44 Westgate Rd, Unit 1
44 Westgate Rd
Boston CollegeMA02467
172 N Beacon St
BostonMA02135
110 Babcock St
BrooklineMA02446
125 Chiswick Rd
BostonMA02135
141 Willow St
BostonMA02132
56 Needham St
DedhamMA02026
18 Embassy Rd, Unit 37
18 Embassy Rd
BostonMA02135
8 Fletcher Ter
WatertownMA02472
44 Westgate Rd
BostonMA02467
172 N Beacon St
BostonMA02135
97 Spring St
BostonMA02132
44 Westgate Rd
BostonMA02467
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25 Mt Hood Rd, Unit 3rd fl
25 Mt Hood Rd
BostonMA02135
33 Pond Ave, Unit 301
33 Pond Ave
BrooklineMA02445
6 Bellvista Rd, Unit 4
6 Bellvista Rd
BostonMA02134
35 Long Ave, Unit B1
35 Long Ave
BostonMA02134
25 Mount Hood Rd, Unit 12
25 Mount Hood Rd
BostonMA02135
1316 Commonwealth Ave, Unit 301
1316 Commonwealth Ave
BostonMA02134
1640 Commonwealth Ave, Unit 0
1640 Commonwealth Ave
BostonMA02135
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$2,600
Plus Fees
2 Bedroom Apartments Available Jan 2, 20261799 Centre St
1799 Centre StBoston, MA 02132
67 Park St, Unit 3
67 Park St
BrooklineMA02446
8 Ransom Rd, Unit 12
8 Ransom Rd
BostonMA02135
39 Glenville Ave, Unit 10
39 Glenville Ave
BostonMA02134
55 Broadlawn Park, Unit 18
55 Broadlawn Park
Boston CollegeMA02467
25 Mt Hood Rd
BostonMA02135
19 Short St, Unit 5
19 Short St
BrooklineMA02446
52 Patten St, Unit 2
52 Patten St
BostonMA02130
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$2,600
Plus Fees
1 Bedroom Apartments Available Feb 1, 2026110 Babcock St
110 Babcock StBrookline, MA 02446
15 Adams St
WatertownMA02472
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117 Sutherland Rd, Unit 3
117 Sutherland Rd
BostonMA02135
19 Melvin Ave, Unit 11-1
19 Melvin Ave
BostonMA02135
55 Broadlawn Park, Unit #18
55 Broadlawn Park
Boston CollegeMA02467
1193 Commonwealth Ave, Unit 5
1193 Commonwealth Ave
BostonMA02134
50 Babcock St, Unit 9
50 Babcock St
BrooklineMA02446
15 Euston Rd, Unit #12
15 Euston Rd
BostonMA02135
7 Lothian Rd, Unit 3
7 Lothian Rd
BostonMA02135
185 Chestnut Hill Ave, Unit 09
185 Chestnut Hill Ave
BostonMA02135
27 South St, Unit #B3
27 South St
BostonMA02135
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 | $3,169 | $910 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,928 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,566 | $725 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,593 | $730 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,959 | $750 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,653 | $775 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 4124 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3255 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 $8,086.
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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $22,000. Four Bedroom Single-Family rentals are also available starting from $725 and Four Bedroom Apartments start at $1,225.
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
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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
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Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!