19 Lancaster Ter, Unit 204
19 Lancaster Ter
BrooklineMA02446
Homes for Rent in Chestnut Hill, MA Under $5,500 (3,564 Rentals) Page 32 of 72
1728 Beacon St, Unit F-2A
1728 Beacon St
BrooklineMA02445
1786 Beacon St
BrooklineMA02445
19 Mount Hood Rd, Unit 5
19 Mount Hood Rd
BostonMA02135
16 Highgate St, Unit 1-bed
16 Highgate St
BostonMA02134
1121 Commonwealth Ave, Unit 8
1121 Commonwealth Ave
BostonMA02215
154 North Beacon St
BostonMA02135
10 Shepard St
BostonMA02135
1377A Commonwealth Ave, Unit 3
1377A Commonwealth Ave
BostonMA02134
1402 Commonwealth Ave
BostonMA02134
1942 Beacon St, Unit 1
1942 Beacon St
BostonMA02135
177 Faneuil St, Unit 1
177 Faneuil St
BostonMA02135
11 Elko St, Unit 6
11 Elko St
BostonMA02135
152 North Beacon St, Unit B2
152 North Beacon St
BostonMA02135
146 North Beacon St, Unit B1
146 North Beacon St
BostonMA02135
142 North Beacon St, Unit A1
142 North Beacon St
BostonMA02135
144 North Beacon St, Unit B1
144 North Beacon St
BostonMA02135
177 Faneuil St, Unit 1
177 Faneuil St
BostonMA02135
28 Goldsmith St, Unit 2
28 Goldsmith St
BostonMA02130
21 Peabody St, Unit 21
21 Peabody St
NewtonMA02458
1810 Beacon St, Unit F-7
1810 Beacon St
BrooklineMA02445
146 North Beacon St, Unit B4
146 North Beacon St
BostonMA02135
21 Peabody St, Unit 1
21 Peabody St
NewtonMA02458
21 Peabody St, Unit 1
21 Peabody St
NewtonMA02458
3 High St Pl, Unit 2
3 High St Pl
BrooklineMA02445
50 Chester St, Unit 7
50 Chester St
BostonMA02134
530 Cambridge St, Unit 3
530 Cambridge St
BostonMA02134
142 North Beacon St, Unit A1
142 North Beacon St
BostonMA02135
144 North Beacon St, Unit B1
144 North Beacon St
BostonMA02135
7 Lothian Rd, Unit 11
7 Lothian Rd
BostonMA02135
62 Brock St, Unit 2
62 Brock St
BostonMA02135
50 Brainerd Rd, Unit 3
50 Brainerd Rd
BostonMA02134
7 Mount Hood Rd, Unit 6
7 Mount Hood Rd
BostonMA02135
39 Foster St, Unit 1a
39 Foster St
BostonMA02135
33 Shannon St, Unit 3
33 Shannon St
BostonMA02135
226 Jamaicaway, Unit 226 Jamaicaway Unit 3
226 Jamaicaway
BostonMA02130
39 Foster St, Unit 1
39 Foster St
BostonMA02135
1400 Commonwealth Ave, Unit 6
1400 Commonwealth Ave
BostonMA02134
44 Cummins Hwy, Unit #2
44 Cummins Hwy
BostonMA02131
133 Chiswick Rd, Unit #B
133 Chiswick Rd
BostonMA02135
31 Westbourne Ter, Unit 2
31 Westbourne Ter
BrooklineMA02446
98 Westbourne Terrace
BrooklineMA02446
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$3,450
Total Monthly Price
4 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,450
Total Monthly Price
$3,450
53 Parker St
53 Parker StWatertown, MA 02472
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$3,450
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,450
Total Monthly Price
$3,450
69 Chiswick Rd
69 Chiswick RdBoston, MA 02135
195 Winthrop Rd, Unit 31
195 Winthrop Rd
BrooklineMA02445
1442 Beacon St
BrooklineMA02446
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$3,430
Total Monthly Price
1 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,430
Total Monthly Price
$3,430
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$3,430
Total Monthly Price
2 Bedroom Apartments Available Dec 21Total Monthly Price
Base Rent
$3,430
Total Monthly Price
$3,430
139 Washington St
139 Washington StBoston, MA 02135
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$3,430
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,430
Total Monthly Price
$3,430
245 Walnut St
245 Walnut StNewton, MA 02460
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$3,425
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,425
Total Monthly Price
$3,425
7 Mt Hood Rd
7 Mt Hood RdBoston, MA 02135
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 | $3,239 | $1,200 | $9,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,001 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,659 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,798 | $850 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,791 | $950 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $1,636 | $925 | $8,500 |
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 5029 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4140 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $850 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 $850 to $40,000 with an average monthly rent of $4,075.
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 $14,817, 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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.