57 Oak Square Ave
BostonMA02135
Luxury Homes for Rent in Chestnut Hill, MA (5,777 Rentals) Page 40 of 116
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
1412 Commonwealth Ave, Unit 19
1412 Commonwealth Ave
BostonMA02135
62 Brock St, Unit 2
62 Brock St
BostonMA02135
14 Sheffield Rd, Unit 2
14 Sheffield Rd
BostonMA02131
38 Newton St, Unit 2
38 Newton St
BostonMA02135
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from $3,3002 Bedroom Apartments Available Aug 20
288 Chestnut Hill Ave
288 Chestnut Hill AveBoston, MA 02135
11 Anson St
BostonMA02130
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from $3,3001 Bedroom Apartments Available Aug 20
288 Chestnut Hill Ave
288 Chestnut Hill AveBoston, MA 02135
74 Brock St, Unit 1
74 Brock St
BostonMA02135
575 Cambridge St, Unit 1
575 Cambridge St
BostonMA02134
1933 Commonwealth Ave
BostonMA02135
18 Glenville Ave
BostonMA02134
74 Brock St, Unit 1
74 Brock St
BostonMA02135
38 Surrey St
BostonMA02135
145 Chiswick Rd, Unit 8
145 Chiswick Rd
BostonMA02135
66 Brooks St, Unit 3
66 Brooks St
BostonMA02135
384 Langley Rd
NewtonMA02459
62 Mapleton St, Unit 3
62 Mapleton St
BostonMA02135
145 Chiswick Rd, Unit B
145 Chiswick Rd
BostonMA02135
145 Chiswick Rd, Unit 8
145 Chiswick Rd
BostonMA02135
384 Langley Rd
NewtonMA02459
4 Adella Pl
BostonMA02134
4 Adella Pl, Unit 1
4 Adella Pl
BostonMA02134
4 Adella Pl, Unit 1
4 Adella Pl
BostonMA02134
11 Anson St, Unit 1
11 Anson St
BostonMA02130
29 Blaine St
BostonMA02134
19 Turner St
BostonMA02135
438 Washington St
BostonMA02135
45 Longwood Ave
BrooklineMA02446
1139 Commonwealth Ave
BostonMA02134
19 Fairbanks St
BrooklineMA02446
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from $3,3301 Bedroom Apartments Available Jun 1, 2026
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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from $3,3452 Bedroom Apartments Available Sep 1
33 Lancaster Terrace
33 Lancaster TerraceBrookline, MA 02446
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45 Litchfield St, Unit 2
45 Litchfield St
BostonMA02135
58 Brock St, Unit 2
58 Brock St
BostonMA02135
91 Wallingford Rd, Unit 3
91 Wallingford Rd
BostonMA02135
151 Mason Terrace
BrooklineMA02446
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
151 Mason Ter, Unit 1
151 Mason Ter
BrooklineMA02446
32 Gordon St, Unit #3
32 Gordon St
BostonMA02134
100 Marion St, Unit 31
100 Marion St
BrooklineMA02446
116 Englewood Ave, Unit 2
116 Englewood Ave
BostonMA02135
125 Murdock St, Unit 2
125 Murdock St
BostonMA02135
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32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
Chestnut Hill, MA Local Guide
How much does it cost to rent a home in Chestnut Hill?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestnut Hill 2 Bedroom Homes for Rent | $3,271 | $1,425 | $8,400 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,989 | $1,260 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,734 | $950 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,961 | $925 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $7,214 | $925 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $1,641 | $925 | $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 8297 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $50,000. There are also 6802 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $925 to $40,000.
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 $925 to $40,000 with an average monthly rent of $4,171.
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 $1,250 to $16,610, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,260 to $12,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $920.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.