$3,500
Total Monthly Price3 Month Lease Term
Total Monthly Price
Base Rent
$3,500
Utilities & Essentials
Varies
Total Monthly Price
$3,500
2 Bedroom, 1 Bath Condo for Rent
Available Now
33 Pond Ave
BrooklineMA02445
Short Term Lease Homes for Rent in Chestnut Hill, MA (218 Rentals)
Rental terms in Chestnut Hill as short as a month! Perfect when you can't commit to a full year of renting.
33 Pond Ave
BrooklineMA02445
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$2,205
Total Monthly Price
1 Bedroom Apartments Available Dec 2Total Monthly Price
Base Rent
$1,850
Required Monthly Fees
$355
Total Monthly Price
$2,205
45 Green St
45 Green StBrookline, MA 02446
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$2,380
Total Monthly Price
Studio Apartments Available Nov 24Total Monthly Price
Base Rent
$2,020
Required Monthly Fees
$360
Total Monthly Price
$2,380
1440 Beacon St
1440 Beacon StBrookline, MA 02446
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$3,325
Total Monthly Price
1 Bedroom Apartments Available Feb 15, 2026Total Monthly Price
Base Rent
$2,970
Required Monthly Fees
$355
Total Monthly Price
$3,325
45 Green St
45 Green StBrookline, MA 02446
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$3,340
Total Monthly Price
Studio Apartments Available Aug 4, 2026Total Monthly Price
Base Rent
$2,980
Required Monthly Fees
$360
Total Monthly Price
$3,340
1440 Beacon St
1440 Beacon StBrookline, MA 02446
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$3,640
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,200
Required Monthly Fees
$440
Total Monthly Price
$3,640
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$3,715
Total Monthly Price
3 Bedroom Apartments Available Dec 24Total Monthly Price
Base Rent
$3,270
Required Monthly Fees
$445
Total Monthly Price
$3,715
116 Winthrop Rd
116 Winthrop RdBrookline, MA 02445
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$3,805
Total Monthly Price
1 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,430
Required Monthly Fees
$375
Total Monthly Price
$3,805
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$4,195
Total Monthly Price
3 Bedroom Apartments Available Sep 1, 2026Total Monthly Price
Base Rent
$3,750
Required Monthly Fees
$445
Total Monthly Price
$4,195
116 Winthrop Rd
116 Winthrop RdBrookline, MA 02445
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$4,575
Total Monthly Price
3 Bedroom Apartments Available Dec 17, 2027Total Monthly Price
Base Rent
$4,130
Required Monthly Fees
$445
Total Monthly Price
$4,575
108 Winthrop Rd
108 Winthrop RdBrookline, MA 02445
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
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$4,580
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$4,140
Required Monthly Fees
$440
Total Monthly Price
$4,580
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$4,625
Total Monthly Price
3 Bedroom Apartments Available Mar 2, 2026Total Monthly Price
Base Rent
$4,180
Required Monthly Fees
$445
Total Monthly Price
$4,625
112 Winthrop Rd
112 Winthrop RdBrookline, MA 02445
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$1,890
Total Monthly Price
Studio Apartments Available May 14, 2026Total Monthly Price
Base Rent
$1,530
Required Monthly Fees
$360
Total Monthly Price
$1,890
28 Austin St
28 Austin StNewton, MA 02460
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$2,770
Total Monthly Price
1 Bedroom Apartments Available Nov 28Total Monthly Price
Base Rent
$2,390
Required Monthly Fees
$380
Total Monthly Price
$2,770
245 Walnut St
245 Walnut StNewton, MA 02460
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$2,875
Plus Fees
2 Bedroom Apartments Available Dec 2014-18 Bacon Street
14-18 Bacon StNewton, MA 02458
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$4,110
Total Monthly Price
1 Bedroom Apartments Available Mar 10, 2026Total Monthly Price
Base Rent
$3,730
Required Monthly Fees
$380
Total Monthly Price
$4,110
245 Walnut St
245 Walnut StNewton, MA 02460
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$4,430
Total Monthly Price
2 Bedroom Apartments Available Dec 27Total Monthly Price
Base Rent
$3,990
Required Monthly Fees
$440
Total Monthly Price
$4,430
28 Austin St
28 Austin StNewton, MA 02460
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$4,550
Total Monthly Price
2 Bedroom Apartments Available Dec 23Total Monthly Price
Base Rent
$4,110
Required Monthly Fees
$440
Total Monthly Price
$4,550
28 Austin St
28 Austin StNewton, MA 02460
When Life Happens: Your Options for Ending a Rental Lease Early
Unexpected life events can force you to break your lease. Learn how to communicate with your landlord, negotiate a solution, and understand your legal options for early termination.
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$4,555
Total Monthly Price
2 Bedroom Apartments Available Feb 3, 2026Total Monthly Price
Base Rent
$4,140
Required Monthly Fees
$415
Total Monthly Price
$4,555
245 Walnut St
245 Walnut StNewton, MA 02460
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$2,380
Plus Fees
1 Bedroom Apartments Available Dec 31100 Washington St
100 Washington StBoston, MA 02135
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$2,660
Total Monthly Price
1 Bedroom Apartments Available Dec 21Total Monthly Price
Base Rent
$2,280
Required Monthly Fees
$380
Total Monthly Price
$2,660
1550 Soldiers Field Rd
1550 Soldiers Field RdBoston, MA 02135
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$2,685
Total Monthly Price
2 Bedroom Apartments Available Dec 12Total Monthly Price
Base Rent
$2,270
Required Monthly Fees
$415
Total Monthly Price
$2,685
8 Elko St
8 Elko StBoston, MA 02135
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$2,725
Total Monthly Price
1 Bedroom Apartments Available Dec 23Total Monthly Price
Base Rent
$2,350
Required Monthly Fees
$375
Total Monthly Price
$2,725
1550 Soldiers Field Rd
1550 Soldiers Field RdBoston, MA 02135
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$2,765
Total Monthly Price
2 Bedroom Apartments Available Nov 8Total Monthly Price
Base Rent
$2,350
Required Monthly Fees
$415
Total Monthly Price
$2,765
4 Elko St
4 Elko StBoston, MA 02135
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$2,875
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,520
Required Monthly Fees
$355
Total Monthly Price
$2,875
181 Washington St
181 Washington StBoston, MA 02135
The Freedom of Short-Term Rentals: Exploring the Advantages for Renters
From flexibility to potential costs, explore the key benefits and drawbacks of short-term rental housing from a renter's perspective.
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$2,915
Total Monthly Price
1 Bedroom Apartments Available Dec 15Total Monthly Price
Base Rent
$2,560
Required Monthly Fees
$355
Total Monthly Price
$2,915
845 Washington St
845 Washington StBoston, MA 02460
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$2,925
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$2,510
Required Monthly Fees
$415
Total Monthly Price
$2,925
4 Elko St
4 Elko StBoston, MA 02135
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$2,935
Total Monthly Price
1 Bedroom Apartments Available Nov 20Total Monthly Price
Base Rent
$2,580
Required Monthly Fees
$355
Total Monthly Price
$2,935
161 Washington St
161 Washington StBoston, MA 02135
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$2,965
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,610
Required Monthly Fees
$355
Total Monthly Price
$2,965
845 Washington St
845 Washington StBoston, MA 02460
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$3,050
Total Monthly Price
2 Bedroom Apartments Available Jan 18, 2026Total Monthly Price
Base Rent
$2,610
Required Monthly Fees
$440
Total Monthly Price
$3,050
35 South St
35 South StBoston, MA 02135
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$3,070
Total Monthly Price
1 Bedroom Apartments Available Apr 2, 2026Total Monthly Price
Base Rent
$2,700
Required Monthly Fees
$370
Total Monthly Price
$3,070
3688 Washington St
3688 Washington StBoston, MA 02130
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$3,075
Total Monthly Price
2 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$2,660
Required Monthly Fees
$415
Total Monthly Price
$3,075
12 Elko St
12 Elko StBoston, MA 02135
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$3,105
Total Monthly Price
Studio Apartments Available Jan 18, 2026Total Monthly Price
Base Rent
$2,740
Required Monthly Fees
$365
Total Monthly Price
$3,105
181 Washington St
181 Washington StBoston, MA 02135
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$3,145
Total Monthly Price
1 Bedroom Apartments Available Nov 23Total Monthly Price
Base Rent
$2,770
Required Monthly Fees
$375
Total Monthly Price
$3,145
181 Washington St
181 Washington StBoston, MA 02135
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$3,155
Total Monthly Price
1 Bedroom Apartments Available Nov 22Total Monthly Price
Base Rent
$2,800
Required Monthly Fees
$355
Total Monthly Price
$3,155
181 Washington St
181 Washington StBoston, MA 02135
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.
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$3,165
Total Monthly Price
Studio Apartments Available May 2, 2026Total Monthly Price
Base Rent
$2,820
Required Monthly Fees
$345
Total Monthly Price
$3,165
181 Washington St
181 Washington StBoston, MA 02135
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$3,235
Total Monthly Price
1 Bedroom Apartments Available May 7, 2026Total Monthly Price
Base Rent
$2,880
Required Monthly Fees
$355
Total Monthly Price
$3,235
3686 Washington St
3686 Washington StBoston, MA 02130
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$3,270
Total Monthly Price
2 Bedroom Apartments Available Dec 1Total Monthly Price
Base Rent
$2,830
Required Monthly Fees
$440
Total Monthly Price
$3,270
161 Washington St
161 Washington StBoston, MA 02135
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$3,325
Total Monthly Price
2 Bedroom Apartments Available Dec 21Total Monthly Price
Base Rent
$2,890
Required Monthly Fees
$435
Total Monthly Price
$3,325
181 Washington St
181 Washington StBoston, MA 02135
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$3,335
Total Monthly Price
2 Bedroom Apartments Available Mar 25, 2026Total Monthly Price
Base Rent
$2,920
Required Monthly Fees
$415
Total Monthly Price
$3,335
12 Elko St
12 Elko StBoston, MA 02135
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$3,420
Total Monthly Price
2 Bedroom Apartments Available Dec 6Total Monthly Price
Base Rent
$2,980
Required Monthly Fees
$440
Total Monthly Price
$3,420
161 Washington St
161 Washington StBoston, MA 02135
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$3,445
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,070
Required Monthly Fees
$375
Total Monthly Price
$3,445
365 Western Ave
365 Western AveBoston, MA 02135
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$3,495
Total Monthly Price
1 Bedroom Apartments Available Jun 9, 2026Total Monthly Price
Base Rent
$3,140
Required Monthly Fees
$355
Total Monthly Price
$3,495
60 Brainerd Rd
60 Brainerd RdBoston, MA 02134
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$3,545
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,170
Required Monthly Fees
$375
Total Monthly Price
$3,545
365 Western Ave
365 Western AveBoston, MA 02135
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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.
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 | $3,208 | $1,160 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,937 | $1,050 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,533 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,884 | $775 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,608 | $925 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $1,844 | $900 | $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
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Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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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 ArticleDon'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
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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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.
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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 3994 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3554 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $775 to $36,000.
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 $775 to $36,000 with an average monthly rent of $4,722.
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 $1,000 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,050 to $12,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,068.
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.
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.