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Luxury Homes for Rent in Chestnut Hill, MA (2,657 Rentals) Page 9 of 54
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
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116 Floral St
NewtonMA02461
50 Larch St, Unit 2
50 Larch St
BostonMA02135
24 Arsenal St
WatertownMA02472
59 Lanark Rd, Unit 2
59 Lanark Rd
BostonMA02135
20 Shanley St, Unit 1R
20 Shanley St
BostonMA02135
20 Colborne Rd, Unit 2
20 Colborne Rd
BostonMA02135
98 Strathmore Rd, Unit 2
98 Strathmore Rd
BostonMA02135
151 Mason Ter, Unit B##
151 Mason Ter
BrooklineMA02446
40 Imrie Rd, Unit 3##
40 Imrie Rd
BostonMA02134
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$2,800
Plus Fees
2 Bedroom Apartments Available Now1160 Commonwealth Ave
1160 Commonwealth AveBoston, MA 02134
181 Allston St
BostonMA02134
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1 O'Leary Way
BostonMA02130
5 Saybrook St
BostonMA02135
28 Woodward St
NewtonMA02461
39 Englewood Ave, Unit 12
39 Englewood Ave
BostonMA02135
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$2,800
Plus Fees
2 Bedroom Apartments Available Now1189 Commonwealth Ave
1189 Commonwealth AveBoston, MA 02134
1160 Commonwealth Ave
BostonMA02134
22 Shanley St
BostonMA02135
26 Royal St
BostonMA02134
15 Parkton Rd
BostonMA02130
15 Barrows St
BostonMA02134
19 Elko St, Unit 4
19 Elko St
BostonMA02135
6 Sutherland Rd
BostonMA02135
142 N Beacon St
BostonMA02135
1440 Beacon St
BrooklineMA02446
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$2,825
Total Monthly Price
2 Bedroom Apartments Available Mar 25, 2026Total Monthly Price
Base Rent
$2,410
Required Monthly Fees
$415
Total Monthly Price
$2,825
12 Elko St
12 Elko StBoston, MA 02135
54 Alton Pl
BrooklineMA02446
1625 Commonwealth Ave, Unit F-5
1625 Commonwealth Ave
BostonMA02135
80 Rugg Rd
BostonMA02134
24 Weld Hill St
BostonMA02130
51 Colborne Rd
BostonMA02135
1630 Commonwealth Ave, Unit 20
1630 Commonwealth Ave
BostonMA02135
1213 Commonwealth Ave, Unit 3
1213 Commonwealth Ave
BostonMA02134
276 Corey Rd, Unit 31
276 Corey Rd
BostonMA02135
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$2,850
Plus Fees
2 Bedroom Apartments Available Now1193 Commonwealth Ave
1193 Commonwealth AveBoston, MA 02134
67 Ashford St, Unit 1
67 Ashford St
BostonMA02134
29 Wiltshire Rd, Unit 1
29 Wiltshire Rd
BostonMA02135
91 Wallingford Rd, Unit 3
91 Wallingford Rd
BostonMA02135
33 Brainerd Rd, Unit 310
33 Brainerd Rd
BostonMA02134
56 Park Vale Ave, Unit 15
56 Park Vale Ave
BostonMA02134
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 | $3,171 | $910 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,929 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,586 | $760 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,592 | $730 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,994 | $750 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,653 | $775 | $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 4111 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3235 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $730 to $38,000.
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 $730 to $38,000 with an average monthly rent of $8,091.
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 $760 and Four Bedroom Apartments start at $1,225.
Expert Rental Resources
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.
Helpful Local Expert Guides
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Articles, How-To's, and Tips
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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!