Homes for Rent in Chestnut Hill, MA Under $5,500 (3,724 Rentals) Page 5 of 75

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property at 187 Winthrop Rd

187 Winthrop Rd

BrooklineMA02445
property at 53 Quint Ave

53 Quint Ave, Unit 1

53 Quint Ave
BostonMA02134
property at 79 Linden St

79 Linden St, Unit 4

79 Linden St
BostonMA02134
property at 273 Mason Ter

273 Mason Ter, Unit L

273 Mason Ter
BrooklineMA02446
property at 53 Quint Ave

53 Quint Ave, Unit 1

53 Quint Ave
BostonMA02134
property at 159 Everett St

159 Everett St

BostonMA02134
property at 119 Franklin St

119 Franklin St, Unit 2

119 Franklin St
BostonMA02134
property at 10 Islington St

10 Islington St, Unit 8

10 Islington St
BostonMA02134
property at 4 Islington Ter

4 Islington Ter

BostonMA02134
property at 29 Commonwealth Ter

29 Commonwealth Ter, Unit 2

29 Commonwealth Ter
BostonMA02135
property at 11 Wadsworth St

11 Wadsworth St, Unit 1

11 Wadsworth St
BostonMA02134
property at 29 Montcalm Ave

29 Montcalm Ave

BostonMA02135
property at 24 Ashford St

24 Ashford St, Unit 2

24 Ashford St
BostonMA02134
property at 32 Chester St

32 Chester St, Unit 2

32 Chester St
BostonMA02134
property at 11 Wadsworth St

11 Wadsworth St

BostonMA02134
property at 7 Washburn Terrace

7 Washburn Terrace, Unit 2

7 Washburn Terrace
BrooklineMA02446
property at 28 Glenville Ave

28 Glenville Ave, Unit 3

28 Glenville Ave
BostonMA02134
property at 29 Commonwealth Ter

29 Commonwealth Ter, Unit 2

29 Commonwealth Ter
BostonMA02135
property at 142 Salisbury Rd

142 Salisbury Rd, Unit 1

142 Salisbury Rd
BrooklineMA02445
property at 11 Wadsworth St

11 Wadsworth St, Unit 1

11 Wadsworth St
BostonMA02134
property at 41 Orkney Rd

41 Orkney Rd, Unit 3

41 Orkney Rd
BostonMA02135
property at 110 Chester St

110 Chester St, Unit 1

110 Chester St
BostonMA02134
property at 84 Linden St

84 Linden St, Unit 2

84 Linden St
BostonMA02134
property at 26 Manet Rd

26 Manet Rd

NewtonMA02467
property at 20 Highgate St

20 Highgate St, Unit 302

20 Highgate St
BostonMA02134
property at 10 Greylock Rd

10 Greylock Rd, Unit 2

10 Greylock Rd
BostonMA02134
property at 21 Highgate St

21 Highgate St, Unit 102

21 Highgate St
BostonMA02134
property at 165 Allston St

165 Allston St

BostonMA02134
property at 20 Highgate St

20 Highgate St, Unit 102

20 Highgate St
BostonMA02134
property at 58 Aspinwall Ave

58 Aspinwall Ave, Unit 1

58 Aspinwall Ave
BrooklineMA02446
property at 17 Pomeroy St

17 Pomeroy St

BostonMA02134
property at 1 Woodstock Ave

1 Woodstock Ave

BostonMA02135
property at 96 Columbia St

96 Columbia St, Unit 2

96 Columbia St
BrooklineMA02446
property at 1 Woodstock Ave

1 Woodstock Ave

BostonMA02135
property at 51 Mason Ter

51 Mason Ter, Unit 51

51 Mason Ter
BrooklineMA02446
property at 11 Rosemary St

11 Rosemary St, Unit 11

11 Rosemary St
BostonMA02130
property at 164 Hyde Park Ave

164 Hyde Park Ave, Unit 2

164 Hyde Park Ave
BostonMA02130
property at 9 Strathmore Rd

9 Strathmore Rd, Unit 3

9 Strathmore Rd
BrooklineMA02445
property at 164 Hyde Park Ave

164 Hyde Park Ave, Unit 2

164 Hyde Park Ave
BostonMA02130
property at 11 Henshaw St

11 Henshaw St, Unit 1

11 Henshaw St
BostonMA02135
property at 11 Henshaw St

11 Henshaw St, Unit 1

11 Henshaw St
BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 5181 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4277 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $860 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 $860 to $40,000 with an average monthly rent of $4,145.

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 $925 to $12,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,400.

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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

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.