35 Westgate Rd, Unit 5
35 Westgate Rd
BostonMA02467
Luxury Homes for Rent in Chestnut Hill, MA (2,787 Rentals) Page 4 of 56
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
248 Kelton St
BostonMA02134
248 Kelton St
BostonMA02134
144 Kenrick St
BostonMA02135
172 N Beacon St
BostonMA02135
19 Harrison St
BostonMA02131
44 Westgate Rd
BostonMA02467
20 Willow St, Unit 2
20 Willow St
NewtonMA02459
17 Cushman Rd
BostonMA02135
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55 Brookley Rd
BostonMA02130
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$2,600
Plus Fees
1 Bedroom Apartments Available Feb 1, 2026110 Babcock St
110 Babcock StBrookline, MA 02446
97 Spring St
BostonMA02132
15 Adams St
WatertownMA02472
55 Broadlawn Park, Unit #18
55 Broadlawn Park
Boston CollegeMA02467
35A Harvard St, Unit 1
35A Harvard St
BrooklineMA02445
10 Fletcher Ter, Unit T
10 Fletcher Ter
WatertownMA02472
15 Euston Rd, Unit #12
15 Euston Rd
BostonMA02135
20 Radcliffe Rd, Unit 106
20 Radcliffe Rd
BostonMA02134
50 Babcock St, Unit 9
50 Babcock St
BrooklineMA02446
117 Sutherland Rd, Unit 3
117 Sutherland Rd
BostonMA02135
67 Park St, Unit 3
67 Park St
BrooklineMA02446
19 Melvin Ave, Unit 11-1
19 Melvin Ave
BostonMA02135
1193 Commonwealth Ave, Unit 5
1193 Commonwealth Ave
BostonMA02134
55 Broadlawn Park, Unit 18
55 Broadlawn Park
Boston CollegeMA02467
19 Short St, Unit 5
19 Short St
BrooklineMA02446
96 Linden St, Unit 1A
96 Linden St
BostonMA02134
20 Willow St
NewtonMA02459
95 Gardner St, Unit 37
95 Gardner St
BostonMA02134
37 Saint Paul St, Unit 3
37 Saint Paul St
BrooklineMA02446
32 Sidlaw Rd
BostonMA02135
25 Mt Hood Rd
BostonMA02135
134 Sutherland Rd
BostonMA02135
36 Dighton St, Unit 15
36 Dighton St
BostonMA02135
109 Birch St
BostonMA02131
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25 Mt Hood Rd, Unit 3rd fl
25 Mt Hood Rd
BostonMA02135
35 Long Ave, Unit B1
35 Long Ave
BostonMA02134
20 Radcliffe Rd, Unit 106
20 Radcliffe Rd
BostonMA02134
18 Symmes St, Unit 1
18 Symmes St
BostonMA02131
1640 Commonwealth Ave, Unit 0
1640 Commonwealth Ave
BostonMA02135
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$2,600
Plus Fees
2 Bedroom Apartments Available Now1615 Commonwealth Ave
1615 Commonwealth AveBoston, MA 02135
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$2,600
Plus Fees
2 Bedroom Apartments Available Now1615 Commonwealth Ave
1615 Commonwealth AveBoston, MA 02135
1316 Commonwealth Ave, Unit 301
1316 Commonwealth Ave
BostonMA02134
6 Bellvista Rd, Unit 4
6 Bellvista Rd
BostonMA02134
17 Melvin Ave, Unit 5-10
17 Melvin Ave
BostonMA02135
35 Long Ave, Unit B1
35 Long Ave
BostonMA02134
25 Mount Hood Rd, Unit 12
25 Mount Hood Rd
BostonMA02135
185 Chestnut Hill Ave, Unit 09
185 Chestnut Hill Ave
BostonMA02135
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+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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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.