2 Bedroom Apartments for Rent in Chester, VT (57 Rentals)

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617 Depot St
2 Bedroom Apartments

617 Depot St

617 Depot StChester, VT 05143

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.

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 15 Highland Ave

$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

15 Highland Ave

ClaremontNH03743
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18 Middle St
2 Bedroom Apartments

18 Middle St

18 Middle StNewport, NH 03773
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8 Chester Rd
2 Bedroom Apartments

8 Chester Rd

8 Chester RdSpringfield, VT 05156

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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38 West
2 Bedroom Apartments

38 West

38 West StFair Haven, VT 05743
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51 Pleasant St
2 Bedroom Apartments

51 Pleasant St

51 Pleasant StSpringfield, VT 05156
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2219 VT RTE 110
2 Bedroom Apartments

2219 VT RTE 110

2219 Vt Route 110Royalton, VT 05068
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10 Hardy Ave
2 Bedroom Apartments

10 Hardy Ave

10 Hardy AveClaremont, NH 03743
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48 Fairview Terrace
2 Bedroom Apartments

48 Fairview Terrace

48 Fairview TerWhite River Junction, VT 05001
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12 Lowell St
2 Bedroom Apartments

12 Lowell St

12 Lowell StWindsor, VT 05089
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Abenaki Springs
2 Bedroom Apartments

Abenaki Springs

17 Avery LnWalpole, NH 03608
  • Utilities Included

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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5 Acme St
2 Bedroom Apartments

5 Acme St

5 Acme StWindsor, VT 05089
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13 Meadow St
2 Bedroom Apartments

13 Meadow St

13 Meadow StClaremont, NH 03743
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333 Giddings St
2 Bedroom Apartments

333 Giddings St

333 Gidding StSpringfield, VT 05156
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35-53-79 Meadow Ln
2 Bedroom Apartments

35-53-79 Meadow Ln

35 Meadow LnCastleton, VT 05735
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169 Main Street
2 Bedroom Apartments

169 Main Street

169 Main StCharlestown, NH 03603
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77 Rush Road
2 Bedroom Apartments

77 Rush Road

77 Rush RdHenniker, NH 03242

Chester, VT Local Guide

Largest Available Chester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Chester, VT is found at Colony Mill in the West Keene neighborhood and is 1,329 square feet priced from $2,285. Orchard Overlook Apartments in the Base Hill Coop neighborhood has the second largest 2 Bedroom, which is sized at 1,131 square feet and currently listed start at $2,275. Here is today’s list of the largest available 2 Bedroom units in Chester:

Apartment ListingModel NameSquare FootagePriced From
Colony Mill2 Bed 2 Bath1,329 Sq Ft$2,285
Orchard Overlook ApartmentsTwo Bedroom - 2B1,131 Sq Ft$2,275
Princeton SquareSycamore1,116 Sq Ft$2,259
Emerson Place ApartmentsAlcott1,110 Sq Ft$2,890
Monadnock PlaceB31,099 Sq Ft$2,310
Timberwood CommonsMaple1,093 Sq Ft$3,209
Stone FarmOak875 Sq Ft$2,435
Jaffwood Apartments2 Bedroom800 Sq Ft$1,600
Princeton CommonsTwo Bedroom Dog Friendly797 Sq Ft$1,775
16 Union St2 Beds, 1 bath600 Sq Ft$1,450

Cheapest Available Chester and Nearby 2 Bedroom Apartments

As of March 08, 2026 the lowest priced 2 Bedroom apartment unit in Chester, VT is the 2 Beds, 1 bath Model starting from $1,123 at Gile Hill Rental Community . The second most affordable Chester 2 Bedroom is the 2 Beds, 1 bath Model at 16 Union St starting at $1,450 . The average price for all 2 Bedroom apartments in Chester is currently $2,363. Here is today’s list of the cheapest available 2 Bedroom options in Chester:

Apartment ListingModel NamePriced From
Gile Hill Rental Community2 Beds, 1 bath$1,123
16 Union St2 Beds, 1 bath$1,450
Jaffwood Apartments2 Bedroom$1,600
Princeton CommonsTwo Bedroom Dog Friendly$1,775
Orchard Overlook ApartmentsTwo Bedroom - 2A$2,125
Colony Mill2 Bed 1 Bath$2,155
Princeton SquareSycamore$2,259
Monadnock PlaceB3$2,310
Stone FarmStone$2,435
Emerson Place ApartmentsAlcott$2,890

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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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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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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Remember the 3 Rules of Real Estate:
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Frequently Asked Questions about 2 Bedroom Chester Apartments

What is the Cheapest apartment in Chester with 2 Bedroom?

Currently the most affordable 2 Bedroom in Chester is at Gile Hill Rental Community listed at $1,123.

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

The average rent for a 2 Bedroom Apartment in Chester is $2,363.

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

Today's apartment with the most square footage in Chester is a 1,329 square feet unit starting from $2,285 at Colony Mill.

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.

Articles, How-To's, and Tips

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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.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.