
Luxury Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (205 Rentals)
The most luxurious Apartments in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


Total Monthly Price
2035 Commonwealth Ave, Unit 12

Total Monthly Price
132 Kilsyth Rd, Unit 2

Total Monthly Price
104 Strathmore Rd

Total Monthly Price
41 Orkney Rd, Unit 3

Total Monthly Price
39 Strathmore Rd, Unit 2

Total Monthly Price
15 Radnor Rd, Unit 2

Total Monthly Price
2021 Commonwealth Ave, Unit 2021 Commonwealth Ave

Total Monthly Price
2018 Commonwealth Avenue

Total Monthly Price
65 Strathmore Rd
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city

Total Monthly Price
61 Radnor Rd, Unit 1

Total Monthly Price
2035 Commonwealth Ave, Unit 11

Total Monthly Price
12 Gerald Rd, Unit 1

Total Monthly Price
1860 Commonwealth Ave, Unit 1860 Comm Ave House

Total Monthly Price
141 Englewood Ave, Unit 38

Total Monthly Price
45 Radnor Rd, Unit 1A

Total Monthly Price
45 Radnor Rd, Unit 1

Total Monthly Price
104 Strathmore Rd, Unit 2

Total Monthly Price
315 Foster St, Unit 1

Total Monthly Price
34 Orkney Rd
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

Total Monthly Price
50 Englewood Ave

Total Monthly Price
1914 Beacon St, Unit 2

Total Monthly Price
106 Strathmore Rd, Unit 3T

Total Monthly Price
2021 Commonwealth Ave, Unit 4

Total Monthly Price
104 Strathmore Rd, Unit 3

Total Monthly Price
106 Strathmore Rd, Unit 3

Total Monthly Price
34 Orkney Rd

Total Monthly Price
1860 Commonwealth Ave, Unit 1860

Total Monthly Price
19 Braemore Rd, Unit 1

Total Monthly Price
315 Foster St
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.

Total Monthly Price
315 Foster St, Unit 1

Total Monthly Price
315 Foster St, Unit 2

Total Monthly Price
34 Chiswick Rd, Unit 8

Total Monthly Price
14 Chiswick Rd

Total Monthly Price
1914 Beacon St, Unit 2

Total Monthly Price
36 Cummings Rd, Unit 9

Total Monthly Price
276 Chestnut Hill Ave, Unit 3

Total Monthly Price
126 Englewood Ave

Total Monthly Price
104 Strathmore Rd, Unit 1

Total Monthly Price
2009 Commonwealth Ave, Unit 3
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

Total Monthly Price
148 Strathmore Rd, Unit 1

Total Monthly Price
39 Englewood Ave, Unit 2

Total Monthly Price
2009 Commonwealth Ave, Unit 32

Total Monthly Price
43 Orkney Rd, Unit 3

Total Monthly Price
1933 Commonwealth Ave, Unit 409

Total Monthly Price
260 Chestnut Hill Ave

Total Monthly Price
262 Chestnut Hill Ave, Unit 17

Total Monthly Price
2 Sutherland Rd, Unit 3

Total Monthly Price
41 Orkney Rd, Unit 2

Total Monthly Price
63 Selkirk Rd, Unit 6
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
Chestnut Hill, Boston, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments | $2,250 | $1,700 | $4,320 |
| Chestnut Hill 1 Bedroom Apartments | $2,691 | $1,900 | $5,123 |
| Chestnut Hill 2 Bedroom Apartments | $3,389 | $2,200 | $6,480 |
| Chestnut Hill 3 Bedroom Apartments | $3,961 | $2,200 | $7,431 |
| Chestnut Hill 4 Bedroom Apartments | $4,815 | $1,350 | $7,600 |
| Chestnut Hill 5 Bedroom Apartments | $6,232 | $4,300 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,337 | $6,000 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 205 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
See all Apartments in BostonExplore Boston
Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 49 Studio Apartments in Chestnut Hill with rent ranges from $1,700 to $4,320 with an average price of $2,250.
What is the current price range for One Bedroom Chestnut Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $1,900 to $5,123 with an average monthly rent of $2,691.
What does renting a Two Bedroom Apartment in Chestnut Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $2,200 to $6,480. Today's average rental price for Two Bedrooms here is $3,389.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 51 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,200 to $7,431 - averaging $3,961 for the location.
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

How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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.