$1,900
Total Monthly Price12 Month Lease Term
Total Monthly Price
Base Rent
$1,900
Utilities & Essentials
Varies
Total Monthly Price
$1,900
1 Bedroom, 1 Bath Home for Rent
Available Now
44 Winslow Rd
BrooklineMA02446
Furnished Homes for Rent in Chestnut Hill, MA (183 Rentals)
Homes for rent in Chestnut Hill, complete with furniture included - Beds, tables, chairs and more - Ready for move-in!
44 Winslow Rd
BrooklineMA02446
515 Heath St
BrooklineMA02467
21 Regent Cir, Unit 3
21 Regent Cir
BrooklineMA02445
1485 Beacon St, Unit 2
1485 Beacon St
BrooklineMA02446
273 Mason Ter, Unit L
273 Mason Ter
BrooklineMA02446
143 Beaconsfield Rd, Unit 3
143 Beaconsfield Rd
BrooklineMA02445
811 Washington St
BrooklineMA02446
186 Naples Rd, Unit 3
186 Naples Rd
BrooklineMA02446
12 Verndale St, Unit 1
12 Verndale St
BrooklineMA02446
152 Winchester St, Unit #197
152 Winchester St
BrooklineMA02446
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
13 Spalding St, Unit 1
13 Spalding St
BostonMA02130
147 Kelton St, Unit 501##
147 Kelton St
BostonMA02134
28 Brentwood St, Unit 14
28 Brentwood St
BostonMA02134
14 Union St
BostonMA02135
332 Jamaicaway, Unit 404
332 Jamaicaway
BostonMA02130
9 Everett St, Unit 501
9 Everett St
BostonMA02134
52 Dustin St, Unit 1
52 Dustin St
BostonMA02135
17 Holman St, Unit 1
17 Holman St
BostonMA02134
19 Holman St, Unit 2
19 Holman St
BostonMA02134
12 Bradbury St
BostonMA02134
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
14 Bradbury St
BostonMA02134
248 Corey Rd
BostonMA02135
18 Holton St
BostonMA02134
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$2,545
Total Monthly Price
1 Bedroom Apartments Available Dec 20Total Monthly Price
Base Rent
$2,190
Required Monthly Fees
$355
Total Monthly Price
$2,545
845 Washington St
845 Washington StNewton, MA 02460
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$1,950
Total Monthly Price
Studio Apartments Available Dec 23Total Monthly Price
Base Rent
$1,590
Required Monthly Fees
$360
Total Monthly Price
$1,950
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$3,815
Total Monthly Price
3 Bedroom Apartments Available Dec 24Total Monthly Price
Base Rent
$3,370
Required Monthly Fees
$445
Total Monthly Price
$3,815
116 Winthrop Rd
116 Winthrop RdBrookline, MA 02445
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$1,940
Total Monthly Price
Studio Apartments Available Dec 20Total Monthly Price
Base Rent
$1,580
Required Monthly Fees
$360
Total Monthly Price
$1,940
1440 Beacon St
1440 Beacon StBrookline, MA 02446
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$2,520
Total Monthly Price
1 Bedroom Apartments Available Dec 23Total Monthly Price
Base Rent
$2,140
Required Monthly Fees
$380
Total Monthly Price
$2,520
1550 Soldiers Field Rd
1550 Soldiers Field RdBoston, MA 02135
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$2,225
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,870
Required Monthly Fees
$355
Total Monthly Price
$2,225
161 Washington St
161 Washington StBoston, MA 02135
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$2,425
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,010
Required Monthly Fees
$415
Total Monthly Price
$2,425
8 Elko St
8 Elko StBoston, MA 02135
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.
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$2,750
Plus Fees
2 Bedroom Apartments Available Now536 Mt Auburn St
536 Mt Auburn StWatertown, MA 02472
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$2,850
Total Monthly Price
2 Bedroom Apartments Available Dec 23Total Monthly Price
Base Rent
$2,410
Required Monthly Fees
$440
Total Monthly Price
$2,850
161 Washington St
161 Washington StBoston, MA 02135
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$3,120
Total Monthly Price
1 Bedroom Apartments Available May 13, 2026Total Monthly Price
Base Rent
$2,750
Required Monthly Fees
$370
Total Monthly Price
$3,120
3688 Washington St
3688 Washington StBoston, MA 02130
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$2,520
Total Monthly Price
1 Bedroom Apartments Available Dec 20Total Monthly Price
Base Rent
$2,140
Required Monthly Fees
$380
Total Monthly Price
$2,520
845 Washington St
845 Washington StNewton, MA 02460
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$1,575
Plus Fees
1 Bedroom Apartments Available NowFurnished Bedroom with Private Ensuite Bath in Brighton!
12 Nonantum StBoston, MA 02135
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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$5,250
Total Monthly Price
2 Bedroom Apartments Available Mar 8, 2026Total Monthly Price
Base Rent
$4,810
Required Monthly Fees
$440
Total Monthly Price
$5,250
28 Austin St
28 Austin StNewton, MA 02460
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$4,830
Total Monthly Price
2 Bedroom Apartments Available Mar 1, 2026Total Monthly Price
Base Rent
$4,390
Required Monthly Fees
$440
Total Monthly Price
$4,830
28 Austin St
28 Austin StNewton, MA 02460
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$1,900
Total Monthly Price
Studio Apartments Available May 14, 2026Total Monthly Price
Base Rent
$1,540
Required Monthly Fees
$360
Total Monthly Price
$1,900
28 Austin St
28 Austin StNewton, MA 02460
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$3,225
Total Monthly Price
1 Bedroom Apartments Available Feb 15, 2026Total Monthly Price
Base Rent
$2,850
Required Monthly Fees
$375
Total Monthly Price
$3,225
365 Western Ave
365 Western AveBoston, MA 02135
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$3,395
Total Monthly Price
1 Bedroom Apartments Available Mar 1, 2026Total Monthly Price
Base Rent
$3,020
Required Monthly Fees
$375
Total Monthly Price
$3,395
365 Western Ave
365 Western AveBoston, MA 02135
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$3,315
Total Monthly Price
2 Bedroom Apartments Available Feb 3, 2026Total Monthly Price
Base Rent
$2,900
Required Monthly Fees
$415
Total Monthly Price
$3,315
245 Walnut St
245 Walnut StNewton, MA 02460
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$3,635
Total Monthly Price
1 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,260
Required Monthly Fees
$375
Total Monthly Price
$3,635
1925 Commonwealth Ave
1925 Commonwealth AveBoston, MA 02135
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$1,000
Plus Fees
1 Bedroom Apartments Available Jan 1, 202620 Highgate St
20 Highgate StBoston, MA 02134
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$1,000
Plus Fees
1 Bedroom Apartments Available Feb 1, 202620 Highgate St
20 Highgate StBoston, MA 02134
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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 | $3,116 | $910 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,954 | $850 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,505 | $725 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,599 | $760 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,738 | $780 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,359 | $825 | $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
Chestnut Hill, MA Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
Read Article
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 4130 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3594 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 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 $725 to $38,000 with an average monthly rent of $8,008.
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 $850 to $22,000. Four Bedroom Single-Family rentals are also available starting from $725 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
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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips
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!
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.