240 Kelton St, Unit 3
240 Kelton St
BostonMA02134
Homes for Rent in Chestnut Hill, MA Under $4,500 (3,116 Rentals) Page 47 of 63
1377 Commonwealth Ave, Unit 10
1377 Commonwealth Ave
BostonMA02134
26 Brainerd Rd
BostonMA02134
67 Chiswick Rd, Unit 1
67 Chiswick Rd
BostonMA02135
73 Charlesbank Rd
NewtonMA02458
110 Brainerd Rd, Unit F-2
110 Brainerd Rd
BostonMA02134
1254 Commonwealth Ave
BostonMA02134
247 Chestnut Hill Ave, Unit 4
247 Chestnut Hill Ave
BostonMA02135
38 Dean Rd
BrooklineMA02445
close
View Me
$2,550
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,550
Total Monthly Price
$2,550
125 Chiswick Rd
125 Chiswick RdBoston, MA 02135
1144 Commonwealth Ave
BostonMA02134
153 Lake Shore Rd
BostonMA02135
1144 Commonwealth Ave
BostonMA02134
1173 Commonwealth Ave, Unit 5
1173 Commonwealth Ave
BostonMA02134
3951 Washington St, Unit 3R
3951 Washington St
BostonMA02131
145 Englewood Ave, Unit 43
145 Englewood Ave
BostonMA02135
7 Commonwealth Ct, Unit 12
7 Commonwealth Ct
BostonMA02135
close
View Me
$2,550
Total Monthly Price
1 Bedroom Apartments Available Jan 2, 2026Total Monthly Price
Base Rent
$2,550
Total Monthly Price
$2,550
1144 Commonwealth Ave
1144 Commonwealth AveBoston, MA 02134
20 Radcliffe Rd, Unit 20 Radcliffe, #212
20 Radcliffe Rd
BostonMA02134
29 Wiltshire Rd, Unit 1
29 Wiltshire Rd
BostonMA02135
89 Chester St, Unit A2
89 Chester St
BostonMA02134
262 Lake Ave, Unit 3
262 Lake Ave
NewtonMA02461
1216 VFW Parkway
BostonMA02132
125 Chiswick Rd
BostonMA02135
close
View Me
$2,530
Total Monthly Price
1 Bedroom Apartments Available Apr 2, 2026Total Monthly Price
Base Rent
$2,530
Total Monthly Price
$2,530
3688 Washington St
3688 Washington StBoston, MA 02130
close
View Me
$2,520
Total Monthly Price
2 Bedroom Apartments Available Nov 17Total Monthly Price
Base Rent
$2,520
Total Monthly Price
$2,520
1284 Beacon St
1284 Beacon StBrookline, MA 02446
15 Euston Rd, Unit 6
15 Euston Rd
BostonMA02135
close
View Me
$2,500
Total Monthly Price
Studio Apartments Available Aug 21, 2026Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
75 Brainerd Rd
75 Brainerd RdBoston, MA 02134
close
View Me
$2,490
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$2,490
Total Monthly Price
$2,490
4 Elko St
4 Elko StBoston, MA 02135
close
View Me
$2,490
Total Monthly Price
Studio Apartments Available NowTotal Monthly Price
Base Rent
$2,490
Total Monthly Price
$2,490
181 Washington St
181 Washington StBoston, MA 02135
close
View Me
$2,500
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
180 N Beacon St
180 N Beacon StBoston, MA 02135
close
View Me
$2,500
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
37 Harvard St
37 Harvard StBrookline, MA 02445
361 Faneuil St, Unit 9
361 Faneuil St
BostonMA02135
180 Brighton Ave
BostonMA02134
141 Beaconsfield Rd, Unit 2
141 Beaconsfield Rd
BrooklineMA02445
11 Commonwealth Ct, Unit 9
11 Commonwealth Ct
BostonMA02135
close
View Me
$2,500
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
99 Jackson Rd
99 Jackson RdNewton, MA 02458
17 Glencoe St
BostonMA02135
324 Summit Ave, Unit 03
324 Summit Ave
BostonMA02135
120 Brainerd Rd, Unit 2
120 Brainerd Rd
AllstonMA02134
11 Barrows St, Unit 4A
11 Barrows St
BostonMA02134
5 Barrows St, Unit 3
5 Barrows St
BostonMA02134
53 Colborne Rd, Unit B1
53 Colborne Rd
BostonMA02135
1162 Commonwealth Ave
BostonMA02134
140 Kenrick St, Unit 4
140 Kenrick St
BostonMA02135
109 Brainerd Rd, Unit 120-6
109 Brainerd Rd
BostonMA02134
2018 Commonwealth Ave
BostonMA02135
20 Hunnewell Ave, Unit 1
20 Hunnewell Ave
BostonMA02135
461 Washington St, Unit 305
461 Washington St
BostonMA02135
290 Corey Rd, Unit 32
290 Corey Rd
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 | $3,231 | $1,260 | $9,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,996 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,645 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,757 | $825 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,798 | $950 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,269 | $925 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Let everyone know!
Do you know the Chestnut Hill area?
If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 5020 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4194 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $825 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 $825 to $40,000 with an average monthly rent of $4,132.
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 $1,000 to $14,716, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $12,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,550.
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.
Kansas Citys Major Employers & the Best Places to Rent Near Them | A Local Expert Guide
Written by: Amber Kanuckel
Hey, there! I’m Amber, your ApartmentHomeLiving.com local expert for Kansas City, and I’m back with my recommendations for top employers in the area.
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.