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$1,395
Plus Fees
1 Bedroom Apartments Available Dec 1, 2026RoostUp Furnished Private Bedroom in Jamai
80 Patten StBoston, MA 02130
Furnished Homes for Rent in Chestnut Hill, MA (206 Rentals) Page 2 of 5
Homes for rent in Chestnut Hill, complete with furniture included - Beds, tables, chairs and more - Ready for move-in!
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$1,450
Plus Fees
1 Bedroom Apartments Available Jan 1, 2026RoostUp Furnished Private Bedroom in Jamai
80 Patten StBoston, MA 02130
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$3,080
Total Monthly Price
2 Bedroom Apartments Available Nov 16Total Monthly Price
Base Rent
$2,640
Required Monthly Fees
$440
Total Monthly Price
$3,080
161 Washington St
161 Washington StBoston, 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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$2,380
Plus Fees
1 Bedroom Apartments Available Dec 31100 Washington St
100 Washington StBoston, MA 02135
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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$4,350
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$3,910
Required Monthly Fees
$440
Total Monthly Price
$4,350
139 Washington St
139 Washington StBoston, MA 02135
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$3,155
Total Monthly Price
2 Bedroom Apartments Available Mar 25, 2026Total Monthly Price
Base Rent
$2,740
Required Monthly Fees
$415
Total Monthly Price
$3,155
12 Elko St
12 Elko StBoston, MA 02135
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$3,775
Total Monthly Price
2 Bedroom Apartments Available Nov 11Total Monthly Price
Base Rent
$3,360
Required Monthly Fees
$415
Total Monthly Price
$3,775
12 Elko St
12 Elko StBoston, MA 02135
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$3,760
Total Monthly Price
2 Bedroom Apartments Available Dec 21Total Monthly Price
Base Rent
$3,320
Required Monthly Fees
$440
Total Monthly Price
$3,760
139 Washington St
139 Washington StBoston, MA 02135
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$2,765
Total Monthly Price
1 Bedroom Apartments Available Nov 23Total Monthly Price
Base Rent
$2,390
Required Monthly Fees
$375
Total Monthly Price
$2,765
181 Washington St
181 Washington StBoston, MA 02135
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$3,420
Total Monthly Price
2 Bedroom Apartments Available Nov 20Total 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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$3,515
Total Monthly Price
1 Bedroom Apartments Available May 20, 2026Total Monthly Price
Base Rent
$3,160
Required Monthly Fees
$355
Total Monthly Price
$3,515
65 Brainerd Rd
65 Brainerd RdBoston, MA 02134
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$3,545
Total Monthly Price
2 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,130
Required Monthly Fees
$415
Total Monthly Price
$3,545
8 Elko St
8 Elko StBoston, MA 02135
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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$3,925
Total Monthly Price
1 Bedroom Apartments Available Dec 12, 2027Total Monthly Price
Base Rent
$3,550
Required Monthly Fees
$375
Total Monthly Price
$3,925
171 Washington St
171 Washington StBoston, MA 02135
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$3,155
Total Monthly Price
1 Bedroom Apartments Available May 7, 2026Total Monthly Price
Base Rent
$2,800
Required Monthly Fees
$355
Total Monthly Price
$3,155
3686 Washington St
3686 Washington StBoston, MA 02130
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$3,180
Total Monthly Price
2 Bedroom Apartments Available Dec 6Total Monthly Price
Base Rent
$2,740
Required Monthly Fees
$440
Total Monthly Price
$3,180
161 Washington St
161 Washington StBoston, MA 02135
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$3,840
Total Monthly Price
2 Bedroom Apartments Available Jan 17, 2026Total Monthly Price
Base Rent
$3,400
Required Monthly Fees
$440
Total Monthly Price
$3,840
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$2,980
Total Monthly Price
1 Bedroom Apartments Available Apr 2, 2026Total Monthly Price
Base Rent
$2,610
Required Monthly Fees
$370
Total Monthly Price
$2,980
3688 Washington St
3688 Washington StBoston, MA 02130
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$4,380
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$3,940
Required Monthly Fees
$440
Total Monthly Price
$4,380
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$3,225
Total Monthly Price
1 Bedroom Apartments Available Feb 15, 2026Total Monthly Price
Base Rent
$2,870
Required Monthly Fees
$355
Total Monthly Price
$3,225
45 Green St
45 Green StBrookline, MA 02446
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
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$2,380
Total Monthly Price
1 Bedroom Apartments Available Dec 21Total Monthly Price
Base Rent
$2,000
Required Monthly Fees
$380
Total Monthly Price
$2,380
1550 Soldiers Field Rd
1550 Soldiers Field RdBoston, MA 02135
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$3,185
Total Monthly Price
2 Bedroom Apartments Available Dec 21Total Monthly Price
Base Rent
$2,750
Required Monthly Fees
$435
Total Monthly Price
$3,185
181 Washington St
181 Washington StBoston, MA 02135
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$2,200
Total Monthly Price
Studio Apartments Available Dec 21Total Monthly Price
Base Rent
$1,840
Required Monthly Fees
$360
Total Monthly Price
$2,200
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$2,495
Total Monthly Price
1 Bedroom Apartments Available Dec 23Total Monthly Price
Base Rent
$2,120
Required Monthly Fees
$375
Total Monthly Price
$2,495
1550 Soldiers Field Rd
1550 Soldiers Field RdBoston, MA 02135
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$3,575
Total Monthly Price
3 Bedroom Apartments Available Dec 24Total Monthly Price
Base Rent
$3,130
Required Monthly Fees
$445
Total Monthly Price
$3,575
116 Winthrop Rd
116 Winthrop RdBrookline, MA 02445
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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
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$3,335
Total Monthly Price
1 Bedroom Apartments Available Jun 9, 2026Total Monthly Price
Base Rent
$2,980
Required Monthly Fees
$355
Total Monthly Price
$3,335
60 Brainerd Rd
60 Brainerd RdBoston, MA 02134
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$3,465
Total Monthly Price
1 Bedroom Apartments Available Mar 22, 2026Total Monthly Price
Base Rent
$3,110
Required Monthly Fees
$355
Total Monthly Price
$3,465
60 Brainerd Rd
60 Brainerd RdBoston, MA 02134
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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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$2,730
Total Monthly Price
Studio Apartments Available Jan 28, 2026Total Monthly Price
Base Rent
$2,370
Required Monthly Fees
$360
Total Monthly Price
$2,730
1284 Beacon St
1284 Beacon StBrookline, MA 02446
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$2,865
Total Monthly Price
Studio Apartments Available Aug 21, 2026Total Monthly Price
Base Rent
$2,520
Required Monthly Fees
$345
Total Monthly Price
$2,865
75 Brainerd Rd
75 Brainerd RdBoston, MA 02134
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$2,865
Total Monthly Price
1 Bedroom Apartments Available Nov 22Total Monthly Price
Base Rent
$2,510
Required Monthly Fees
$355
Total Monthly Price
$2,865
181 Washington St
181 Washington StBoston, MA 02135
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$3,735
Total Monthly Price
1 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,380
Required Monthly Fees
$355
Total Monthly Price
$3,735
161 Washington St
161 Washington StBoston, MA 02135
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$2,980
Total Monthly Price
2 Bedroom Apartments Available Jan 18, 2026Total Monthly Price
Base Rent
$2,540
Required Monthly Fees
$440
Total Monthly Price
$2,980
35 South St
35 South StBoston, MA 02135
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$2,425
Total Monthly Price
2 Bedroom Apartments Available Dec 12Total Monthly Price
Base Rent
$2,010
Required Monthly Fees
$415
Total Monthly Price
$2,425
8 Elko St
8 Elko StBoston, MA 02135
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$2,665
Total Monthly Price
1 Bedroom Apartments Available Nov 20Total Monthly Price
Base Rent
$2,310
Required Monthly Fees
$355
Total Monthly Price
$2,665
161 Washington St
161 Washington StBoston, MA 02135
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$2,265
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,850
Required Monthly Fees
$415
Total Monthly Price
$2,265
4 Elko St
4 Elko StBoston, MA 02135
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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 | $3,193 | $1,160 | $9,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,964 | $1,050 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,493 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,666 | $750 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,625 | $925 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,310 | $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
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 4019 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $18,459. There are also 3401 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $750 to $22,000.
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 $750 to $22,000 with an average monthly rent of $4,792.
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 $1,050 to $22,000. 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.