84 Braintree St, Unit STU
84 Braintree St
BostonMA02134
Luxury Homes for Rent in Chestnut Hill, MA (2,797 Rentals) Page 9 of 56
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
1173 Commonwealth Ave, Unit 8
1173 Commonwealth Ave
BostonMA02134
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$2,830
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,390
Required Monthly Fees
$440
Total Monthly Price
$2,830
181 Washington St
181 Washington StBoston, MA 02135
51 Colborne Rd
BostonMA02135
1630 Commonwealth Ave, Unit 20
1630 Commonwealth Ave
BostonMA02135
91 Wallingford Rd, Unit 3
91 Wallingford Rd
BostonMA02135
56 Park Vale Ave, Unit 15
56 Park Vale Ave
BostonMA02134
33 Brainerd Rd, Unit 310
33 Brainerd Rd
BostonMA02134
39 Long Ave, Unit B1
39 Long Ave
BostonMA02134
19 Portsmouth St, Unit 2
19 Portsmouth St
BostonMA02135
317 Summit Ave, Unit 5
317 Summit Ave
BostonMA02135
317 Allston St, Unit 12
317 Allston St
BostonMA02135
34 Brainerd Rd, Unit 310
34 Brainerd Rd
BostonMA02134
51 Colborne Rd, Unit 3
51 Colborne Rd
BostonMA02135
1179 Commonwealth Ave, Unit 16
1179 Commonwealth Ave
BostonMA02134
317 Allston St, Unit 12
317 Allston St
BostonMA02135
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$2,850
Plus Fees
2 Bedroom Apartments Available Now1193 Commonwealth Ave
1193 Commonwealth AveBoston, MA 02134
67 Ashford St, Unit 1
67 Ashford St
BostonMA02134
276 Corey Rd, Unit 31
276 Corey Rd
BostonMA02135
30 Chiswick Rd, Unit 2
30 Chiswick Rd
BostonMA02135
229 Kelton St, Unit 7
229 Kelton St
BostonMA02134
91 Wallingford Rd, Unit 3
91 Wallingford Rd
BostonMA02135
31 Lake Shore Ct, Unit 3
31 Lake Shore Ct
BostonMA02135
1634 Commonwealth Ave, Unit #22
1634 Commonwealth Ave
BostonMA02135
74 Aldie St, Unit 2
74 Aldie St
BostonMA02134
75 Aldie St, Unit 2
75 Aldie St
BostonMA02134
22 Mason Terrace
BrooklineMA02446
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$2,850
Plus Fees
2 Bedroom Apartments Available Dec 1594 American Legion Hwy
594 American Legion HwyBoston, MA 02131
24 Weld Hill St, Unit 2
24 Weld Hill St
BostonMA02130
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$2,850
Plus Fees
2 Bedroom Apartments Available Jan 1, 202630 Bothwell Rd
30 Bothwell RdBoston, MA 02135
245 Kelton St, Unit 23
245 Kelton St
BostonMA02134
245 Kelton St, Unit 23
245 Kelton St
BostonMA02134
239 Kelton St, Unit 32
239 Kelton St
BostonMA02134
245 Kelton St, Unit 23
245 Kelton St
BostonMA02134
1121 Commonwealth Ave, Unit R-34
1121 Commonwealth Ave
BostonMA02215
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$2,875
Total Monthly Price
Studio Apartments Available Aug 21, 2026Total Monthly Price
Base Rent
$2,530
Required Monthly Fees
$345
Total Monthly Price
$2,875
75 Brainerd Rd
75 Brainerd RdBoston, MA 02134
12 Sewall Ave, Unit 314
12 Sewall Ave
BrooklineMA02446
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$2,875
Plus Fees
1 Bedroom Apartments Available Now288 Chestnut Hill Ave
288 Chestnut Hill AveBoston, MA 02135
50 Broadlawn Park, Unit 410
50 Broadlawn Park
Boston CollegeMA02467
162 Sherman Rd
Boston CollegeMA02467
589 Vfw Pky
Boston CollegeMA02467
1750 Commonwealth Ave, Unit 12A
1750 Commonwealth Ave
BostonMA02135
240 Kelton St, Unit 3#
240 Kelton St
BostonMA02134
19 Chestnut Hill Ave, Unit 1
19 Chestnut Hill Ave
BostonMA02135
11 Commonwealth Ct, Unit 11
11 Commonwealth Ct
BostonMA02135
35 Foster St, Unit 1
35 Foster St
BostonMA02135
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51 Lake Shore Ct, Unit 1
51 Lake Shore Ct
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 | $3,204 | $1,160 | $9,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,963 | $1,050 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,519 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,634 | $750 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,613 | $880 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,295 | $900 | $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 3973 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3363 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $750 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 $750 to $22,000 with an average monthly rent of $4,750.
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 $1,050 to $22,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,068.
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.
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!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.