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Luxury Homes for Rent in Chestnut Hill, MA (2,787 Rentals) Page 5 of 56
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
27 South St, Unit #B3
27 South St
BostonMA02135
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$2,600
Plus Fees
Studio Apartments Available Now1197 Commonwealth Ave
1197 Commonwealth AveBoston, MA 02134
2035 Commonwealth Ave
BostonMA02135
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$2,605
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,230
Required Monthly Fees
$375
Total Monthly Price
$2,605
365 Western Ave
365 Western AveBoston, MA 02135
1638 Commonwealth Ave, Unit 3
1638 Commonwealth Ave
BostonMA02135
8 Egremont Rd, Unit 10
8 Egremont Rd
BostonMA02135
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63 Selkirk Rd, Unit 1
63 Selkirk Rd
BostonMA02135
229 Kelton St
BostonMA02134
4945 Washington St
BostonMA02132
45 Montvale St, Unit 1
45 Montvale St
BostonMA02131
50 Harvard Ave, Unit B1
50 Harvard Ave
BrooklineMA02446
1243 Beacon St, Unit 1B-Brookline
1243 Beacon St
BrooklineMA02446
38 Cumberland Ave, Unit 3
38 Cumberland Ave
BrooklineMA02445
17 Green St, Unit B1
17 Green St
BrooklineMA02446
1933 Commonwealth Ave, Unit 401##
1933 Commonwealth Ave
BostonMA02135
1243 Beacon St, Unit 2D
1243 Beacon St
BrooklineMA02446
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473 Arsenal St, Unit C
473 Arsenal St
WatertownMA02472
9 Commonwealth Ct, Unit 13
9 Commonwealth Ct
BostonMA02135
370 Chestnut Hill Ave, Unit 1
370 Chestnut Hill Ave
BostonMA02135
98 Morton St, Unit 57
98 Morton St
BostonMA02130
1269 Commonwealth Ave, Unit 2
1269 Commonwealth Ave
BostonMA02134
25 Glenville Ave, Unit 12A
25 Glenville Ave
BostonMA02134
2 Ayr Rd, Unit unitB 1-bed 1-bath
2 Ayr Rd
BostonMA02135
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$2,660
Total Monthly Price
Studio Apartments Available Jan 28, 2026Total Monthly Price
Base Rent
$2,300
Required Monthly Fees
$360
Total Monthly Price
$2,660
1284 Beacon St
1284 Beacon StBrookline, MA 02446
50 Leo M Birmingham Pkwy
BostonMA02135
15 Euston Rd, Unit 19
15 Euston Rd
BostonMA02135
57 Brighton Ave, Unit 2
57 Brighton Ave
BostonMA02134
5 Braemore Rd, Unit 1-15
5 Braemore Rd
BostonMA02135
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99 Dustin St, Unit 34
99 Dustin St
BostonMA02135
54 Vineland St
BostonMA02135
58 Leo M Birmingham Pky, Unit #2
58 Leo M Birmingham Pky
BostonMA02135
31 Westgate Rd, Unit 5
31 Westgate Rd
Boston CollegeMA02467
16 Glenville Ave, Unit P5
16 Glenville Ave
BostonMA02134
99 Chestnut Hill Ave
BostonMA02135
28 Ransom Rd
BostonMA02135
4945 Washington St
BostonMA02132
4945 Washington St
BostonMA02132
19 Winchester St
BrooklineMA02446
21 Bradwood St
BostonMA02131
32 Sidlaw Rd, Unit 3
32 Sidlaw Rd
BostonMA02135
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83 Euston Rd, Unit 1
83 Euston Rd
BostonMA02135
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$2,700
Plus Fees
2 Bedroom Apartments Available Now3961 Washington St
3961 Washington StBoston, MA 02131
172 N Beacon St
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.