178 Brighton Ave, Unit 10
178 Brighton Ave
BostonMA02134
Luxury Homes for Rent in Chestnut Hill, MA (2,669 Rentals) Page 7 of 54
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
26 Ashford St, Unit 1
26 Ashford St
BostonMA02134
365 Western Ave
BostonMA02135
110 Lanark Rd, Unit 7
110 Lanark Rd
BostonMA02135
122 Dustin St
BostonMA02135
33 Highgate St
BostonMA02134
1340 Commonwealth Ave
BostonMA02134
4945 Washington St
BostonMA02132
35 Mendelssohn St, Unit 2
35 Mendelssohn St
BostonMA02131
159 South St, Unit 1L
159 South St
BostonMA02130
251 Kelton St
BostonMA02134
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$2,720
Plus Fees
1 Bedroom Apartments Available Now1189 Commonwealth Ave
1189 Commonwealth AveBoston, MA 02134
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11 Vinal St, Unit 7
11 Vinal St
BostonMA02135
1622 Commonwealth Ave, Unit 6
1622 Commonwealth Ave
BostonMA02135
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$2,730
Plus Fees
2 Bedroom Apartments Available Now1193 Commonwealth Ave
1193 Commonwealth AveBoston, MA 02134
11 Camelot Ct
BostonMA02135
1284 Beacon St
BrooklineMA02446
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$2,740
Total Monthly Price
Studio Apartments Available Jul 1, 2026Total Monthly Price
Base Rent
$2,380
Required Monthly Fees
$360
Total Monthly Price
$2,740
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$2,740
Plus Fees
2 Bedroom Apartments Available Now1189 Commonwealth Ave
1189 Commonwealth AveBoston, MA 02134
36 Bellvista Rd, Unit 33
36 Bellvista Rd
BostonMA02135
1726 Commonwealth Ave, Unit 6
1726 Commonwealth Ave
BostonMA02135
1810 Commonwealth Ave
BostonMA02135
50 Leo M Birmingham Pkwy
BostonMA02135
69 Chiswick Rd, Unit 9
69 Chiswick Rd
BostonMA02135
1189 Commonwealth Ave
BostonMA02134
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$2,750
Plus Fees
2 Bedroom Apartments Available Jan 1, 2026524 Cambridge St
524 Cambridge StBoston, MA 02134
1583 Beacon St, Unit 1
1583 Beacon St
BrooklineMA02446
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15 Euston Rd, Unit 10
15 Euston Rd
BostonMA02135
1754 Commonwealth Ave, Unit 5
1754 Commonwealth Ave
BostonMA02135
10 Glencoe St, Unit 6
10 Glencoe St
BostonMA02135
5 Braemore Rd, Unit 8
5 Braemore Rd
BostonMA02135
131 Coolidge Ave
WatertownMA02472
1867 Beacon St, Unit 1-bed 1 bath Brookline
1867 Beacon St
BrooklineMA02445
57 Brighton Ave, Unit 3
57 Brighton Ave
BostonMA02134
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$2,750
Plus Fees
3 Bedroom Apartments Available Now1131 Commonwealth Ave
1131 Commonwealth AveBoston, MA 02134
1867 Beacon St, Unit 5
1867 Beacon St
BrooklineMA02445
2031 Commonwealth Ave, Unit 12
2031 Commonwealth Ave
BostonMA02135
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$2,750
Plus Fees
2 Bedroom Apartments Available Now536 Mt Auburn St
536 Mt Auburn StWatertown, MA 02472
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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
Written by: Amelia Ramstead
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!