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Rent Specials
$4,100 - $4,900
Plus Fees12 Month Lease Term
2 to 3 Bedroom Apartments Available Now81 Chestnut Hill Ave
81 Chestnut Hill AveBoston, MA 02135
Pet Friendly Luxury Apartments for Rent in Chestnut Hill, MA (1,459 Rentals) Page 3 of 30
Pet Friendly Chestnut Hill Rentals.
Higher End Luxurious Apartments in Chestnut Hill.
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Rent Specials
$3,000 - $3,600
Total Monthly Price
1 to 3 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000 - $3,600
Total Monthly Price
$3,000 - $3,600
31-35 South Street
31 South StBrighton, MA 02135
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$1,850 - $6,000
Plus Fees
Studio to 6 Bedroom Apartments Available Now27 Saint Lukes Rd
27 Saint Lukes RdAllston, MA 02134
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$2,950 - $2,995
Plus Fees
2 Bedroom Apartments Available NowMarshview Place
1522 Vfw PkyWest Roxbury, MA 02132
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Rent Specials
$2,100 - $3,100
Total Monthly Price
Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,100 - $3,100
Total Monthly Price
$2,100 - $3,100
286 & 288 Chestnut Hill Avenue
286-288 Chestnut Hill AveBrighton, MA 02135
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$1,790 - $2,911
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowParkway 1208
1208D Vfw PkyWest Roxbury, MA 02132
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$1,850 - $5,500
Plus Fees
Studio to 5 Bedroom Apartments Available Now35 Orkney Rd
35 Orkney RdBoston, MA 02135
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Rent Specials
$3,175 - $3,875
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowBLDG 89
89 Brighton AveBoston, MA 02134
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$3,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$3,750
Total Monthly Price
$3,750
38 Babcock St, Unit 1
38 Babcock StBrookline, MA 02446
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$5,100
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$5,100
Total Monthly Price
$5,100
135 Brook St, Unit 1
135 Brook StBrookline, MA 02445
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$2,900
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
68 Putnam St, Unit 2
68 Putnam StWatertown, MA 02472
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$3,100
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
9 Barrows St, Unit 6
9 Barrows StBoston, MA 02134
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$3,695
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,695
Total Monthly Price
$3,695
6 Radcliffe Rd, Unit 1
6 Radcliffe RdBoston, MA 02134
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$6,995
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,995
Total Monthly Price
$6,995
1743 Commonwealth Ave, Unit 1743
1743 Commonwealth AveBoston, MA 02135
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$6,995
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,995
Total Monthly Price
$6,995
1743 Commonwealth Ave, Unit T
1743 Commonwealth AveBoston, MA 02135
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$4,730
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,730
Total Monthly Price
$4,730
204 Sherman Rd, Unit 829
204 Sherman RdBoston College, MA 02467
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$3,000
Total Monthly Price7 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
52 Babcock St, Unit 5
52 Babcock StBrookline, MA 02446
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$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
212 Winthrop Rd, Unit 1
212 Winthrop RdBrookline, MA 02445
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$3,195
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,195
Total Monthly Price
$3,195
50 Lancaster Ter, Unit 103
50 Lancaster TerBrookline, MA 02446
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$3,500
Total Monthly Price8 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
1614 Beacon St, Unit 1
1614 Beacon StBrookline, MA 02446
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$4,300
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
20 Gibbs St, Unit 6
20 Gibbs StBrookline, MA 02446
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$7,900
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$7,900
Total Monthly Price
$7,900
38 Babcock St, Unit 3
38 Babcock StBrookline, MA 02446
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$2,700
Total Monthly Price12 Month Lease Term
Studio Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
412 Western Ave, Unit #307
412 Western AveBoston, MA 02135
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$2,720
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 31Total Monthly Price
Base Rent
$2,720
Total Monthly Price
$2,720
245 Kelton St, Unit 24
245 Kelton StBoston, MA 02134
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
43 Pequossette St, Unit 1
43 Pequossette StWatertown, MA 02472
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$2,800
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
15 South St, Unit 6
15 South StBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
582 Cambridge St, Unit 3
582 Cambridge StBoston, MA 02134
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$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
85 Hano St, Unit 2E
85 Hano StBoston, MA 02134
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
58 Brock St, Unit 3T
58 Brock StBoston, MA 02135
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$3,975
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,975
Total Monthly Price
$3,975
162 Kelton St, Unit 1T
162 Kelton StBoston, MA 02134
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$3,975
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,975
Total Monthly Price
$3,975
58 Brock St, Unit 3
58 Brock StBoston, MA 02135
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$3,975
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,975
Total Monthly Price
$3,975
162 Kelton St, Unit 1
162 Kelton StBoston, MA 02134
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$2,650
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 2, 2026Total Monthly Price
Base Rent
$2,650
Total Monthly Price
$2,650
25 Park St, Unit 001
25 Park StBrookline, MA 02446
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
7 Rice St, Unit 1
7 Rice StBrookline, MA 02445
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$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
665 Washington St, Unit 1
665 Washington StBrookline, MA 02446
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$4,400
Total Monthly Price8 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
71 Babcock St, Unit 2
71 Babcock StBrookline, MA 02446
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$4,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
91 Chestnut St, Unit 6A
91 Chestnut StBrookline, MA 02445
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$4,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,995
Total Monthly Price
$4,995
7 Harvard Sq, Unit 3A
7 Harvard SqBrookline, MA 02445
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$4,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,995
Total Monthly Price
$4,995
461 Washington St, Unit 1A
461 Washington StBrookline, MA 02446
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$2,995
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
91 Wallingford Rd, Unit 3
91 Wallingford RdBoston, MA 02135
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$3,000
Total Monthly Price8 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
66 Brock St, Unit 3
66 Brock StBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
59A Strathmore Rd
59A Strathmore RdBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
582 Cambridge St, Unit 3
582 Cambridge StBoston, MA 02134
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$3,100
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Feb 1, 2026Total Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
2 Imrie Rd, Unit 1
2 Imrie RdBoston, MA 02134
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$3,100
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Feb 1, 2026Total Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
2 Imrie Rd, Unit 1
2 Imrie RdBoston, MA 02134
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$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 31, 2026Total Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
106 Bennett St, Unit 2
106 Bennett StBoston, MA 02135
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$3,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
348 Faneuil St, Unit 2
348 Faneuil StBoston, MA 02135
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$3,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
35 Waverly St, Unit 3
35 Waverly StBoston, MA 02135
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
58 Holton St, Unit 1
58 Holton StBoston, MA 02134
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$5,300
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$5,300
Total Monthly Price
$5,300
35 Long Ave, Unit 2
35 Long AveBoston, MA 02134
Chestnut Hill, 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 | $2,470 | $1,100 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments | $2,804 | $950 | $10,000+ |
| Chestnut Hill 2 Bedroom Apartments | $3,466 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,038 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,789 | $1,225 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,041 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,152 | $1,150 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Explore Chestnut Hill
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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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Getting Around Chestnut Hill, MA
Walk Score®
54 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
46 / 100
Some Transit
A few nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Pet Friendly Chestnut Hill Apartments
What is the Cheapest Pet Friendly apartment in Chestnut Hill?
Currently the most affordable Pet Friendly Apartment in Chestnut Hill is at 21 Granfield Ave, Unit 1 listed at $1,000.
How much is the average rent for a Pet Friendly Chestnut Hill Apartment?
The average rent for a Pet Friendly Apartment in Chestnut Hill is $3,685.
What is the largest Pet Friendly Chestnut Hill Apartment for rent?
Today's Pet Friendly apartment with the most square footage in Chestnut Hill is a 10,000 square feet unit starting from $3,100 at 2 Imrie Rd, Unit 1.
What is the average size for Chestnut Hill Pet Friendly Apartments for rent?
The average size for a Pet Friendly rental in Chestnut Hill is currently at 3,278 sq ft.
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.