323 Boylston St, Unit 1
323 Boylston St
BrooklineMA02445
Luxury Homes for Rent in Chestnut Hill, MA (3,352 Rentals) Page 37 of 68
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
96 Chestnut Hill Ave, Unit 73
96 Chestnut Hill Ave
BostonMA02135
close
View Me
$3,8002 Bedroom Apartments Available Now
199 Gardner St, Unit 307
199 Gardner StBoston, MA 02132
close
View Me
$3,8003 Bedroom Apartments Available Now
56 Hobson St, Unit 2
56 Hobson StBoston, MA 02135
close
View Me
$3,8005 Bedroom Apartments Available Sep 1
785 Washington St, Unit 2
785 Washington StBrookline, MA 02446
248 Cypress St
BrooklineMA02445
21 Park Vale Ave, Unit 11
21 Park Vale Ave
BostonMA02134
51 Algonquin Rd
NewtonMA02467
195 Lake St
BostonMA02135
71-73 Chestnut Hill Ave, Unit 2
71-73 Chestnut Hill Ave
BostonMA02135
30 Glenville Ave, Unit 3
30 Glenville Ave
BostonMA02134
85 Brainerd Rd, Unit 404
85 Brainerd Rd
BostonMA02134
close
View Me
$3,8004 Bedroom Apartments Available Sep 1
21 Pratt St, Unit 2
21 Pratt StBoston, MA 02134
30 Glenville Ave, Unit 3
30 Glenville Ave
BostonMA02134
421 Belgrade Ave
BostonMA02132
191-193 Cornell St
BostonMA02131
107 Charlesbank Rd
NewtonMA02458
175 Freeman St, Unit 722
175 Freeman St
BrooklineMA02446
21 Orchard St, Unit 1
21 Orchard St
BostonMA02130
175 Freeman St, Unit 721
175 Freeman St
BrooklineMA02446
175 Freeman St, Unit 713
175 Freeman St
BrooklineMA02446
close
View Me
$3,8004 Bedroom Apartments Available Sep 1
1343-1347 Commonwealth Avenue, Unit 1
1343-1347 Commonwealth AvenueBoston, MA 02134
close
View Me
$3,8003 Bedroom Apartments Available Now
19 Mapleton St, Unit 1
19 Mapleton StBoston, MA 02135
91 Wallingford Rd, Unit 3
91 Wallingford Rd
BostonMA02135
14 South St
BostonMA02130
50 Hichborn St, Unit 501
50 Hichborn St
BostonMA02135
258 Allston St
BostonMA02135
120 Murdock St
BostonMA02135
57 Broadlawn Park
NewtonMA02647
26 Matchett St
BostonMA02135
1324 Commonwealth Ave
BostonMA02134
1037 Commonwealth Ave
BrooklineMA02445
32 Matchett St
BostonMA02135
66 Chester St
BostonMA02134
21 Raymond St
BostonMA02134
1459 Beacon St
BrooklineMA02446
9 Egremont Rd
BostonMA02135
24 Boulevard Terrace
BostonMA02134
13 Woodlawn St
BostonMA02130
19 Mapleton St
BostonMA02135
21 Park Vale Ave
BostonMA02134
15 Greylock Rd
BostonMA02134
41 Boulevard Terrace
BostonMA02134
57 Broadlawn Park
BostonMA02467
50 Hichborn St
BostonMA02135
1650 Commonwealth Ave
BostonMA02135
20 Alcott St
BostonMA02134
close
View Me
$3,8202 Bedroom Apartments Available Now
214 Gerry Rd
214 Gerry RdBrookline, MA 02467
76 Gerry Rd
BrooklineMA02467
50 Brainerd Rd
BostonMA02134
Showing Results 1801-1850, Page 37 of 68
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 | $3,291 | $2,150 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,969 | $900 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,882 | $1,175 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,894 | $975 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,653 | $1,000 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,574 | $1,110 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Let everyone know!
Do you know the Chestnut Hill area?
If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 2391 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4045 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $24,000.
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 $900 to $24,000 with an average monthly rent of $3,536.
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 $1,495 to $12,773, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,175 and Four Bedroom Apartments start at $1,300.
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
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
Articles, How-To's, and Tips
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.