Luxury Homes for Rent in Chestnut Hill, MA (2,787 Rentals) Page 2 of 56

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The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.

property at 28 Manet Rd

28 Manet Rd, Unit 2

28 Manet Rd
Chestnut HillMA02467
property at 23 Drew Rd

23 Drew Rd

Chestnut HillMA02467
property at 47 Algonquin Rd

47 Algonquin Rd, Unit 1

47 Algonquin Rd
Chestnut HillMA02467
property at 104 Ellery Ct

104 Ellery Ct

Chestnut HillMA02467
property at 12 Thornton Rd

12 Thornton Rd

Chestnut HillMA02467
property at 25 Crosby Rd

25 Crosby Rd, Unit 2

25 Crosby Rd
Chestnut HillMA02467
property at 47 Crosby Rd

47 Crosby Rd, Unit 2

47 Crosby Rd
Chestnut HillMA02467
property at 25 Crosby Rd

25 Crosby Rd, Unit 2

25 Crosby Rd
Chestnut HillMA02467
property at 199 Boylston St

199 Boylston St, Unit 1

199 Boylston St
Chestnut HillMA02467
property at 33 Clearwater Rd

33 Clearwater Rd

Chestnut HillMA02467
property at 20 Manet Rd

20 Manet Rd, Unit 1

20 Manet Rd
Chestnut HillMA02467
property at 28 Manet Rd

28 Manet Rd, Unit 1

28 Manet Rd
Chestnut HillMA02467
property at 36 Manet Rd

36 Manet Rd, Unit #1

36 Manet Rd
Chestnut HillMA02467
property at 68 Manet Rd

68 Manet Rd, Unit 1

68 Manet Rd
Chestnut HillMA02467
property at 68 Manet Rd

68 Manet Rd, Unit 1

68 Manet Rd
Chestnut HillMA02467
property at 124 Rangeley Rd

124 Rangeley Rd

Chestnut HillMA02467
property at 124 Rangeley Rd

124 Rangeley Rd, Unit 1

124 Rangeley Rd
Chestnut HillMA02467
property at 120 Brainerd Rd

120 Brainerd Rd, Unit 18

120 Brainerd Rd
AllstonMA02134
property at 1258 Commonwealth Ave

1258 Commonwealth Ave, Unit 7A

1258 Commonwealth Ave
BostonMA02134
property at 21 Pratt St

21 Pratt St, Unit 1

21 Pratt St
BostonMA02134
property at 11 Barrows St

11 Barrows St, Unit 1A

11 Barrows St
BostonMA02134
property at 1462 Commonwealth Ave

1462 Commonwealth Ave, Unit 27

1462 Commonwealth Ave
BostonMA02135
property at 3 Ridgemont St

3 Ridgemont St, Unit 6

3 Ridgemont St
BostonMA02134
property at 12 Kilsyth Ter

12 Kilsyth Ter, Unit 42

12 Kilsyth Ter
BostonMA02135
property at 89 Chester St

89 Chester St, Unit 1-bed 1 bath A2

89 Chester St
BostonMA02134
property at 56 Park Vale Ave

56 Park Vale Ave, Unit 12

56 Park Vale Ave
BostonMA02134
property at 2045 Commonwealth Ave

2045 Commonwealth Ave, Unit M-46

2045 Commonwealth Ave
BostonMA02135
property at 110 Lanark Rd

110 Lanark Rd, Unit 6

110 Lanark Rd
BostonMA02135
property at 57 Brighton Ave

57 Brighton Ave, Unit 2

57 Brighton Ave
BostonMA02134
property at 209 Chestnut Hill Ave

209 Chestnut Hill Ave, Unit 9

209 Chestnut Hill Ave
BostonMA02135
property at 1666 Commonwealth

1666 Commonwealth, Unit 12

1666 Commonwealth
BostonMA02135
property at 91 Wallingford Rd

91 Wallingford Rd, Unit 1

91 Wallingford Rd
BostonMA02135
property at 214 Market St

214 Market St, Unit 207

214 Market St
BostonMA02135
property at 276 Chestnut Hill Ave

276 Chestnut Hill Ave, Unit 6

276 Chestnut Hill Ave
BostonMA02135
property at 247 Chestnut Hill Ave

247 Chestnut Hill Ave, Unit 4

247 Chestnut Hill Ave
BostonMA02135
property at 461 Washington St

461 Washington St, Unit 305

461 Washington St
BostonMA02135
property at 290 Corey Rd

290 Corey Rd, Unit 32

290 Corey Rd
BostonMA02135
property at 69 Walnut St

69 Walnut St, Unit 22

69 Walnut St
BrooklineMA02445
property at 53 Paul St

53 Paul St

NewtonMA02459
property at 206 School St

206 School St

WatertownMA02472
property at 130 Sutherland Rd

130 Sutherland Rd

BostonMA02135
property at 38 Dean Rd

38 Dean Rd

BrooklineMA02445
property at 100 Summer St

100 Summer St

WatertownMA02472
property at 2031 Commonwealth Ave
property at 53 Colborne Rd

53 Colborne Rd, Unit B1

53 Colborne Rd
BostonMA02135
property at 140 Kenrick St

140 Kenrick St, Unit 4

140 Kenrick St
BostonMA02135
property at 155 Strathmore Rd

155 Strathmore Rd, Unit 2

155 Strathmore Rd
BostonMA02135
property at 1933 Commonwealth Ave

1933 Commonwealth Ave, Unit 111

1933 Commonwealth Ave
BostonMA02135
property at 17 Glencoe St

17 Glencoe St

BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 3979 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3358 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 $4,755.

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.

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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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.