2 Bedroom Apartments for Rent in Holliston, MA (38 Rentals)

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property at 41 Regency Dr

41 Regency Dr

HollistonMA01746
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2 Winthrop St
2 Bedroom Apartments

2 Winthrop St

2 Winthrop StHolliston, MA 01746
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Cutler Heights
2 Bedroom Apartments

Cutler Heights

79 Hollis StHolliston, MA 01746
  • Utilities Included
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The Asher
Rent Specials
$3,000 - $4,040
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,367 - $4,040

Total Monthly Price
$2,367 - $4,040
2 Bedroom Apartments Available Now

The Asher

100 Chestnut StAshland, MA 01721
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  • Smoke Free
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The Quill Apartments
Rent Specials
$3,100 - $3,120
Total Monthly Price

Total Monthly Price

Base Rent
$2,350 - $4,405

Total Monthly Price
$2,350 - $4,405
2 Bedroom Apartments Available Now

The Quill Apartments

200 Deer StMilford, MA 01757
Student Living
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  • Customer Reviewed
  • Utilities Included
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Ashland Woods
$2,750 - $3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400 - $3,200

Total Monthly Price
$2,400 - $3,200
2 Bedroom Apartments Available Now

Ashland Woods

1-2 Ashland Woods LnAshland, MA 01721
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  • Customer Reviewed
  • Utilities Included
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Hathon
Rent Specials
$2,729 - $2,974
Total Monthly Price

Total Monthly Price

Base Rent
$2,279 - $13,997

Total Monthly Price
$2,279 - $13,997
2 Bedroom Apartments Available Now

Hathon

39 Main StMedway, MA 02053
Luxury
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  • Customer Reviewed
  • Matterport 3D Tour

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.

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Chestnut Place
$2,067 - $2,333
Total Monthly Price

Total Monthly Price

Base Rent
$1,968 - $2,333

Total Monthly Price
$1,968 - $2,333
2 Bedroom Apartments Available Now

Chestnut Place

13 Joanne DrAshland, MA 01721
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  • Customer Reviewed
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Kanso Milford
Rent Specials
$2,525 - $2,655
Total Monthly Price

Total Monthly Price

Base Rent
$2,320 - $3,330
Required Monthly Fees
$60

Total Monthly Price
$2,380 - $3,390
2 Bedroom Apartments Available Now

Kanso Milford

17 Birch StMilford, MA 01757
Family Friendly
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  • Smoke Free
property at 3 Shadowbrook Ln

3 Shadowbrook Ln, Unit 27

3 Shadowbrook Ln
MilfordMA01757
property at 227 Captain Eames Cir

227 Captain Eames Cir

AshlandMA01721
property at 369 Captain Eames Cir

369 Captain Eames Cir

AshlandMA01721
property at 1 Reade St

1 Reade St

MilfordMA01757
property at 61 Alden St

61 Alden St

AshlandMA01721

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.

property at 157 Stone St.

157 Stone St.

WalpoleMA02081
property at 13 Shadowbrook Ln

13 Shadowbrook Ln

MilfordMA01757
property at 50-52-52 Alden St

50-52-52 Alden St

AshlandMA01721
property at 17 Shadowbrook Ln

17 Shadowbrook Ln

MilfordMA01757
property at 11 Shadowbrook Ln

11 Shadowbrook Ln

MilfordMA01757
property at 10 Shadowbrook Ln

10 Shadowbrook Ln

MilfordMA01757
property at 27 Gordon St

27 Gordon St

FraminghamMA01702
property at 156 Exchange St

156 Exchange St

MillisMA02054
property at 1 West St

1 West St

MedwayMA02053

Explore Like a Local: The Insider's Guide to Boston

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property at 12 Hawthorne Village

12 Hawthorne Village

FranklinMA02038
property at 119 Spyglass Hill Dr

119 Spyglass Hill Dr

AshlandMA01721
property at 138 Algonquin Trail

138 Algonquin Trail

AshlandMA01721
property at 76 Algonquin Trail

76 Algonquin Trail

AshlandMA01721
property at 345 Captain Eames Cir

345 Captain Eames Cir

AshlandMA01721
property at 30 White Sisters Way
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63 Cherry St
2 Bedroom Apartments

63 Cherry St

63 Cherry StAshland, MA 01721
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Ashland Commons
2 Bedroom Apartments

Ashland Commons

101 Presidents RowAshland, MA 01721

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Ashland House
2 Bedroom Apartments

Ashland House

119 Main StAshland, MA 01721
Senior Living
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40 Fisher Ave
2 Bedroom Apartments

40 Fisher Ave

40 Fisher AveBoston, MA 02120

Holliston, MA Local Guide

Largest Available Holliston 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Holliston, MA is found at The Asher in the West Framingham neighborhood and is 1,457 square feet priced from $3,985. The Quill Apartments in the 495 South neighborhood has the second largest 2 Bedroom, which is sized at 1,356 square feet and currently listed start at $3,100. Here is today’s list of the largest available 2 Bedroom units in Holliston:

Apartment ListingModel NameSquare FootagePriced From
The AsherTwo Bed Two Bath 2D1,457 Sq Ft$3,985
The Quill ApartmentsB4 Den1,356 Sq Ft$3,100
Ashland WoodsMaple1,280 Sq Ft$3,200
HathonB61,237 Sq Ft$2,974
Kanso MilfordBM08-1144sf1,144 Sq Ft$2,610
Chestnut PlaceB21,000 Sq Ft$2,333
Landmark Place 55+ Active Adult Community302922 Sq Ft$2,625
Quarry Stone Apartments2 Bedroom825 Sq Ft$2,000

Cheapest Available Holliston 2 Bedroom Apartments

As of November 06, 2025 the lowest priced 2 Bedroom apartment unit in Holliston, MA is the 2 Bedroom Model starting from $2,000 at Quarry Stone Apartments in the 495 South neighborhood. The second most affordable Holliston 2 Bedroom is the B1 Model at Chestnut Place starting at $2,067 . The average price for all 2 Bedroom apartments in Holliston is currently $2,980. Here is today’s list of the cheapest available 2 Bedroom options in Holliston:

Apartment ListingModel NamePriced From
Quarry Stone Apartments2 Bedroom$2,000
Chestnut PlaceB1$2,067
Landmark Place 55+ Active Adult Community302$2,625
Kanso MilfordBM08-1107sf-1102$2,650
Ashland WoodsBirch$2,750
HathonB2$2,760
The Quill ApartmentsB4 Den$3,100
The AsherTwo Bedroom Two Bathroom 2H.2$3,325

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.

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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.

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The 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.

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Top 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!

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Getting Around Holliston, MA

Walk Score®

27 / 100

Car-Dependent

Most errands require a car

Bike Score®

32 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about 2 Bedroom Holliston Apartments

How much is the average rent for a 2 Bedroom Holliston Apartment?

The average rent for a 2 Bedroom Apartment in Holliston is $2,980.

What is the largest available 2 Bedroom Holliston Apartment for rent?

Today's apartment with the most square footage in Holliston is a 1,457 square feet unit starting from $3,985 at The Asher.

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.

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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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.