
Luxury Homes for Rent in Chestnut Hill, MA (2,787 Rentals) Page 2 of 56
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


23 Drew Rd

47 Algonquin Rd, Unit 1

104 Ellery Ct

12 Thornton Rd

25 Crosby Rd, Unit 2

47 Crosby Rd, Unit 2

25 Crosby Rd, Unit 2

199 Boylston St, Unit 1

33 Clearwater Rd

20 Manet Rd, Unit 1

28 Manet Rd, Unit 1

36 Manet Rd, Unit #1

68 Manet Rd, Unit 1

68 Manet Rd, Unit 1

124 Rangeley Rd

124 Rangeley Rd, Unit 1

120 Brainerd Rd, Unit 18

1258 Commonwealth Ave, Unit 7A

21 Pratt St, Unit 1

11 Barrows St, Unit 1A

1462 Commonwealth Ave, Unit 27

3 Ridgemont St, Unit 6

12 Kilsyth Ter, Unit 42

89 Chester St, Unit 1-bed 1 bath A2

56 Park Vale Ave, Unit 12

2045 Commonwealth Ave, Unit M-46

110 Lanark Rd, Unit 6

57 Brighton Ave, Unit 2

209 Chestnut Hill Ave, Unit 9

1666 Commonwealth, Unit 12

91 Wallingford Rd, Unit 1

214 Market St, Unit 207

276 Chestnut Hill Ave, Unit 6

247 Chestnut Hill Ave, Unit 4

461 Washington St, Unit 305

290 Corey Rd, Unit 32

69 Walnut St, Unit 22

20 Hunnewell Ave

53 Paul St

206 School St

130 Sutherland Rd

38 Dean Rd

100 Summer St

2031 Commonwealth Ave

53 Colborne Rd, Unit B1

140 Kenrick St, Unit 4

155 Strathmore Rd, Unit 2

1933 Commonwealth Ave, Unit 111

17 Glencoe St
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 | $3,193 | $1,160 | $9,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,962 | $1,050 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,524 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,642 | $750 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,621 | $925 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,310 | $900 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
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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.

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.

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.

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.