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$3,850
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,850
Total Monthly Price
$3,850
20 Webster St, Unit 45-507
20 Webster StBrookline, MA 02446
Pet Friendly Luxury Apartments for Rent in Chestnut Hill, MA (1,459 Rentals) Page 7 of 30
Pet Friendly Chestnut Hill Rentals.
Higher End Luxurious Apartments in Chestnut Hill.
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$3,950
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,950
Total Monthly Price
$3,950
20 Short St, Unit 3
20 Short StBrookline, MA 02446
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$4,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
1804 Beacon St, Unit 2
1804 Beacon StBrookline, MA 02445
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$4,900
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,900
Total Monthly Price
$4,900
135 Brook St, Unit 2
135 Brook StBrookline, MA 02445
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$6,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
91 Verndale St, Unit Apartment #3
91 Verndale StBrookline, MA 02446
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
1669 Commonwealth Ave, Unit 27
1669 Commonwealth AveBoston, MA 02135
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
91 Spring St, Unit C2
91 Spring StBoston, MA 02132
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
1619 Commonwealth Ave, Unit 30
1619 Commonwealth AveBoston, MA 02135
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$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
141 Sutherland Rd, Unit 2
141 Sutherland RdBoston, MA 02135
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$2,900
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
16 Fairbanks St, Unit 5
16 Fairbanks StBrookline, MA 02446
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$3,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
27 High St, Unit 1
27 High StBrookline, MA 02445
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$3,499
Total Monthly Price10 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,499
Total Monthly Price
$3,499
1803 Beacon St
1803 Beacon StBrookline, MA 02445
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$3,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
1559 Beacon St, Unit 1555-8
1559 Beacon StBrookline, MA 02446
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$4,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
1614 Beacon St, Unit 1
1614 Beacon StBrookline, MA 02446
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$4,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
39 Herrick Rd, Unit 103
39 Herrick RdNewton, MA 02459
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$2,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
7 Griggs Pl, Unit 1
7 Griggs PlBoston, MA 02134
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$2,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
80 Fairbanks St, Unit 2F
80 Fairbanks 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
55 Leicester St, Unit 1
55 Leicester StBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Feb 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
16 Elko St, Unit 1
16 Elko StBoston, MA 02135
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$3,000
Total Monthly Price10 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
4 Adella Pl, Unit 1
4 Adella PlBoston, MA 02134
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$3,275
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Feb 1, 2026Total Monthly Price
Base Rent
$3,275
Total Monthly Price
$3,275
24 Elko St, Unit T
24 Elko StBoston, MA 02135
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$3,775
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,775
Total Monthly Price
$3,775
79 Linden St, Unit A
79 Linden StBoston, MA 02134
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$3,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
43 Strathmore Rd, Unit 3
43 Strathmore RdBoston, MA 02135
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$3,875
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,875
Total Monthly Price
$3,875
165 Allston St, Unit 4
165 Allston StBoston, MA 02134
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$4,295
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,295
Total Monthly Price
$4,295
11 Lothrop St, Unit 506
11 Lothrop StBoston, MA 02135
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$4,775
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,775
Total Monthly Price
$4,775
20 Highgate St, Unit 302
20 Highgate StBoston, MA 02134
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$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
41 Orkney Rd, Unit 3
41 Orkney RdBoston, MA 02135
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$5,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Aug 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
32 Orkney Rd, Unit 3
32 Orkney RdBoston, MA 02135
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$9,500
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 25, 2026Total Monthly Price
Base Rent
$9,500
Total Monthly Price
$9,500
15 Radnor Rd, Unit 2
15 Radnor RdBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
33 Pond Ave, Unit 502
33 Pond AveBrookline, MA 02445
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$4,595
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,595
Total Monthly Price
$4,595
23 Aspinwall Ave, Unit 4
23 Aspinwall AveBrookline, MA 02446
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$4,995
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,995
Total Monthly Price
$4,995
1857 Beacon St, Unit 3
1857 Beacon StBrookline, MA 02445
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$6,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,600
Total Monthly Price
$6,600
15 White Pl
15 White PlBrookline, MA 02445
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
85 Tower St, Unit Apt #3
85 Tower StBoston, MA 02130
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$2,595
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,595
Total Monthly Price
$2,595
8 Griggs St, Unit 5
8 Griggs StBoston, MA 02134
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$2,800
Total Monthly Price10 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
80 Fairbanks St, Unit 3
80 Fairbanks StBoston, MA 02135
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$2,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
66 Fairbanks St, Unit 3
66 Fairbanks StBoston, MA 02135
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$3,380
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,380
Total Monthly Price
$3,380
17 Elko St, Unit 3
17 Elko StBoston, MA 02135
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$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
41 Orkney Rd, Unit 3A
41 Orkney RdBoston, MA 02135
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
1675 Beacon St, Unit 2
1675 Beacon StBrookline, MA 02445
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$4,300
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
1815 Beacon St
1815 Beacon StBrookline, MA 02445
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$4,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
69 Babcock St, Unit 2
69 Babcock StBrookline, MA 02446
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$6,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
91 Chestnut St, Unit 6
91 Chestnut StBrookline, MA 02445
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$5,100
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,100
Total Monthly Price
$5,100
26 Playstead Rd, Unit #2
26 Playstead RdNewton, MA 02458
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$2,600
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
1863 Commonwealth Ave, Unit 51
1863 Commonwealth AveBoston, MA 02135
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$2,750
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
9 Beryl St, Unit 1
9 Beryl StBoston, MA 02131
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$2,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
308 Belgrade Ave, Unit 303
308 Belgrade AveBoston, MA 02131
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
123 Sutherland Rd, Unit N
123 Sutherland RdBoston, MA 02135
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$3,150
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,150
Total Monthly Price
$3,150
1412 Commonwealth Ave, Unit 4
1412 Commonwealth AveBoston, MA 02135
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$3,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
46 Brookley Rd, Unit 2
46 Brookley RdBoston, MA 02130
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
Let everyone know!
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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.