2 Bedroom Apartments for Rent in Chester, VT (67 Rentals)

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property at 32 S Main St

$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

32 S Main St

ChesterVT05143
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617 Depot St
2 Bedroom Apartments

617 Depot St

617 Depot StChester, VT 05143

Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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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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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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16 Union St
2 Bedroom Apartments

16 Union St

16 Union StClaremont, NH 03743
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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
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38 West St
2 Bedroom Apartments

38 West St

38 West StFair Haven, VT 05743

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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27 Maple St
2 Bedroom Apartments

27 Maple St

27 Maple StWindsor, VT 05089
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51 Pleasant St
2 Bedroom Apartments

51 Pleasant St

51 Pleasant StSpringfield, VT 05156
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2219 Vt Route 110
2 Bedroom Apartments

2219 Vt Route 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 Ter
2 Bedroom Apartments

48 Fairview Ter

48 Fairview TerWhite River Junction, VT 05001
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58 Lebanon St.
2 Bedroom Apartments

58 Lebanon St.

58 Lebanon StHanover, NH 03755
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12 Lowell St
2 Bedroom Apartments

12 Lowell St

12 Lowell StWindsor, VT 05089
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17 Sullivan St
2 Bedroom Apartments

17 Sullivan St

17 Sullivan StNewport, NH 03773

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Showing Results 1-50, Page 1 of 2

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 SquareSpruce1,067 Sq Ft$2,200
Timberwood CommonsHickory1,005 Sq Ft$2,825
1 Vt Route 122 Beds, 1 bath955 Sq Ft$2,450
Stone FarmOak875 Sq Ft$2,585
Jaffwood Apartments2 Bedroom800 Sq Ft$1,600
Princeton CommonsTwo Bedroom Dog Friendly797 Sq Ft$1,775
382-384 River St2BR/1.0BA776 Sq Ft$1,725
The Pines Apartments2 Bedrooms, 1 Bathroom771 Sq Ft$1,549

Cheapest Available Chester and Nearby 2 Bedroom Apartments

As of June 12, 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 Bedrooms, 1 Bathroom Model at The Pines Apartments starting at $1,549 in the West Keene neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $2,324. 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
The Pines Apartments2 Bedrooms, 1 Bathroom$1,549
120 Main St.2BR/1.0BA$1,550
Jaffwood Apartments2 Bedroom$1,600
169 Main Street2BR/1.0BA$1,600
382-384 River St2BR/1.0BA$1,725
Princeton CommonsTwo Bedroom Dog Friendly$1,775
Princeton at Mill PondCresson$1,795
18 State St2 Beds, 1 bath$1,950
Orchard Overlook ApartmentsTwo Bedroom - 2A$2,125

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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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 $2,324.

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.

What is the average size for Chester 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Chester is currently 1,211 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.

Articles, How-To's, and Tips

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.