Chester, VT Home for Rent

/11
$3,300 Per Month
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
- House for Rent
735 Main St, Chester, VT 05143

SUMMER SEASON RENTAL!! ...Lovely antique home within walking distance of Chester Village. Fully furnished, clean & comfortable. A great place to relax and enjoy all of what VT has to offer. All utilities except rubbish removal are paid by the owner. $3,300.00 per month plus deposit. Available for the 2026 summer season, June 1 - September 30. References and credit check required.

Team BVA Rentals Barrett and Valley Associates Inc.

735 Main St, Chester, VT 05143

Vermont Windsor County

Why Live in Chester

Chester, Vermont, is a small-town community known for its quiet charm and close-knit atmosphere. Homebuyers can choose from a variety of home styles, including older Cape Cods and colonials, ranch-style homes, and contemporary houses, with options ranging from tightly arranged homes in the town center to sprawling properties on the outskirts. Chester's local dining scene features favorites like Country Girl Diner, Pizza Stone VT, and MacLaomainn's Scottish Pub, while Southern Pie Cafe offers delightful desserts. Residents enjoy recreational amenities along Lovers Lane Road, including a municipal pool, skatepark, and hiking trails in Chester Town Forest. The annual Chester Festival on the Green in September celebrates local art and culture with craft vendors and live performances. While Chester is car-dependent, commuters can access nearby towns via State Route 11 and 103, with Springfield Hospital 7 miles away and Albany International Airport 88 miles south. The area experiences a unique mud season from March to June, affecting travel on the numerous dirt roads. Chester's schools have average ratings, with Green Mountain Union High offering a low student-teacher ratio.

Learn more about living in Chester

Frequently Asked Questions

How much does it cost to rent a home in Chester, VT?

The median rent for a home in Chester, VT is $3,300 per month, though prices vary by neighborhood, size, and property type. As of August 2026, condos tend to be the most affordable option while single-family homes are currently more expensive.

How much do you need to make to afford rent in Chester, VT?

To comfortably afford the median rent in Chester, VT, a household needs to earn roughly $132,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $3,300 per month in Chester, VT, renters typically need to show $9,900 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.

Is it more affordable to rent or buy in Chester, VT?

In Chester, VT, the price-to-rent ratio is 9.8, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

What neighborhoods in Chester, VT are best for renting a home?

The best neighborhood for renting in Chester, VT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include South End and West Side, each with its own character and price range.

Rental Trends in Chester, VT

There are currently 1 homes available for rent in Chester, VT. The median rent is $3,300 per month, with single-family homes renting at $3,050 and condos at $1,100.

Rental Home Trends

Number of Homes for Rent 1	Median Rent $3,300
Median Single Family Home Rent $3,050	Median Condo Rent $1,100

How to Rent a Home

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