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


138 Woodland Rd, Unit 6

607 Vfw Pky

46 Gerry Rd

295 Commonwealth Ave, Unit H-18

146 Independence Dr, Unit 1

35 Commonwealth Ave, Unit U201-1-bed

79 Thornton Rd

237 Independence Dr

80 Thornton Rd

51 Thornton Rd

79 Thornton Rd, Unit 79

194 Gerry Rd

101 Independence Dr, Unit 1

213 Independence Dr

320 Hammond Pond Pky

1019 W Roxbury Pky, Unit 2

231 Gerry Rd

201 Sherman Rd, Unit 810

130 Sherman Rd, Unit 130

59 Thornton Rd

527 Vfw Pky

241 Gerry Rd

11 Hammond Pond Pky, Unit 203

475 Vfw Pky, Unit 2

321 Hammond Pond Pky, Unit 106

9 Sherman Rd

136 Middlesex Rd, Unit 2

148 Independence Dr

9 Sherman Rd, Unit 1

37 Sherman Rd, Unit 2-bed 1.5 bath S.Brooklin

120 Thornton Rd

33 Gerry Rd

136 Thornton Rd, Unit 1

110 Sherman Rd

97 Sherman Rd

499 Vfw Pky

29 Independence Dr

242 Gerry Rd

25 Crosby Rd

51 Algonquin Rd

51 Algonquin Rd

47 Algonquin Rd, Unit 2

9 Reservoir Rd, Unit 1

47 Algonquin Rd, Unit 2

250 Hammond Pond Pky, Unit 1203N

321 Hammond Pond Pky, Unit 301

28 Manet Rd, Unit 2

49 Hackensack Rd, Unit 1

203 Ellery Ct, Unit T
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+ |
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 3969 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3382 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.