Luxury Homes for Rent in Chestnut Hill, MA (2,784 Rentals) Page 13 of 56

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

property at 49 Prince St

49 Prince St, Unit 1

49 Prince St
BrooklineMA02445
property at 15 Scottfield Rd

15 Scottfield Rd, Unit 16

15 Scottfield Rd
BostonMA02134
property at 86 Beechcroft St

86 Beechcroft St, Unit 2

86 Beechcroft St
BostonMA02135
property at 2035 Commonwealth Ave

2035 Commonwealth Ave, Unit 9

2035 Commonwealth Ave
BostonMA02135
property at 1263 Commonwealth Ave

1263 Commonwealth Ave, Unit 8

1263 Commonwealth Ave
BostonMA02134
property at 24 Adamson St

24 Adamson St, Unit 2

24 Adamson St
BostonMA02134
property at 21 Chestnut Hill Ave

21 Chestnut Hill Ave, Unit 1

21 Chestnut Hill Ave
BostonMA02135
property at 1254 Commonwealth Ave

1254 Commonwealth Ave, Unit 2

1254 Commonwealth Ave
BostonMA02134
property at 440 Washington St

440 Washington St, Unit 3

440 Washington St
BostonMA02135
property at 24 Hibbard Rd

24 Hibbard Rd, Unit 1

24 Hibbard Rd
NewtonMA02458
property at 1758 Commonwealth Ave

1758 Commonwealth Ave, Unit 1

1758 Commonwealth Ave
BostonMA02135
property at 66 Harvard Ave

66 Harvard Ave, Unit 4

66 Harvard Ave
BostonMA02134
property at 62 Brock St

62 Brock St, Unit 2

62 Brock St
BostonMA02135
property at 440 Washington St

440 Washington St, Unit 3

440 Washington St
BostonMA02135
property at 150 Arlington St

150 Arlington St, Unit 3

150 Arlington St
BostonMA02135
property at 41 Auburn St

41 Auburn St, Unit A

41 Auburn St
BrooklineMA02446
property at 24 Oak Square Ave

24 Oak Square Ave, Unit 1

24 Oak Square Ave
BostonMA02135
property at 33 Adamson St

33 Adamson St, Unit 2

33 Adamson St
BostonMA02134
property at 440 Washington St

440 Washington St, Unit 3

440 Washington St
BostonMA02135
property at 94 Beechcroft St

94 Beechcroft St, Unit 2

94 Beechcroft St
BostonMA02135
property at 49 Montfern Ave

49 Montfern Ave, Unit 1

49 Montfern Ave
BostonMA02135
property at 4 Centre Ln

4 Centre Ln, Unit T

4 Centre Ln
BostonMA02132
property at 35 Coolidge Hill Rd

35 Coolidge Hill Rd, Unit 29-3

35 Coolidge Hill Rd
WatertownMA02472
property at 71 Brighton Ave

71 Brighton Ave, Unit 4

71 Brighton Ave
BostonMA02134
property at 51 Montfern Ave

51 Montfern Ave, Unit 1

51 Montfern Ave
BostonMA02135
property at 116 Englewood Ave

116 Englewood Ave, Unit 25

116 Englewood Ave
BostonMA02135
property at 147 Kelton St

147 Kelton St, Unit 311

147 Kelton St
BostonMA02134
property at 1662 Commonwealth Ave

1662 Commonwealth Ave, Unit 41

1662 Commonwealth Ave
BostonMA02135
property at 1450 Beacon St

1450 Beacon St, Unit 203

1450 Beacon St
BrooklineMA02446
property at 96 Winthrop Rd

96 Winthrop Rd, Unit 1

96 Winthrop Rd
BrooklineMA02445
property at 41 Colborne Rd

41 Colborne Rd, Unit 6

41 Colborne Rd
BostonMA02135
property at 50 Broadlawn Park

50 Broadlawn Park, Unit 515

50 Broadlawn Park
BostonMA02132
property at 34 Stellman Rd

34 Stellman Rd, Unit 3

34 Stellman Rd
BostonMA02131
property at 1415 Commonwealth Ave

1415 Commonwealth Ave, Unit 504

1415 Commonwealth Ave
BostonMA02135
property at 59 Brainerd Rd

59 Brainerd Rd, Unit 409

59 Brainerd Rd
BostonMA02134
property at 465 Arborway

465 Arborway, Unit 13

465 Arborway
BostonMA02130
property at 310 Summit Ave

310 Summit Ave

BostonMA02135
property at 33 Pond Ave

33 Pond Ave, Unit 417

33 Pond Ave
BrooklineMA02445
property at 60 Raymond St

60 Raymond St

BostonMA02134
property at 4 Adella Pl

4 Adella Pl, Unit 8-2

4 Adella Pl
BostonMA02134
property at 317 Summit Ave

317 Summit Ave, Unit 5

317 Summit Ave
BostonMA02135
property at 21 Sutherland Rd

21 Sutherland Rd, Unit 1

21 Sutherland Rd
BostonMA02135
property at 15 North Beacon St

15 North Beacon St, Unit 905

15 North Beacon St
BostonMA02134
property at 15 Parkton Rd

15 Parkton Rd, Unit 3

15 Parkton Rd
BostonMA02130
property at 344 Hyde Park Ave

344 Hyde Park Ave

BostonMA02131
property at 55 Glenellen Rd

55 Glenellen Rd

BostonMA02132
property at 9 Gardner St

9 Gardner St

BostonMA02134

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 3985 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3352 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 $4,883.

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 $925 to $22,000. Four Bedroom Single-Family rentals are also available starting from $830 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

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Apartment Common Area Rules: What Renters Need to Know

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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.

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How to Negotiate Your Apartment Lease and Save Money

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Everything is a negotiation in real estate! 

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

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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.