4

Woodstock, VT Homes for Rent

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  • /13

    $1,450 Per Month

    • 1 Bed
    • 1 Bath
    • 1,400 Sq Ft
    • Apartment for Rent

    36 Happy Valley Rd, Woodstock, VT 05091

    Lovely studio efficiency kitchen area, located in a Historic Hamlet of Woodstock Vermont.7 miles to I89 and the Upper Valley. The house is beautiful and studio is on the second floor. Spacious, furnished, charming. Lots of light!Heat, electric, water, sewer, high speed internet , off street parking all included in rent.Quiet, easy living. Will consider winter rental if you need a

    Gail Childs Covered Bridge RE

    36 Happy Valley Rd, Woodstock, VT 05091
  • /27

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft
    • House for Rent

    51 Terrace St, Woodstock, VT 05091

    Welcome to the Furnished 2 Bedroom in Woodstock, a charming home nestled in the heart of Woodstock, VT. This home boasts two spacious bedrooms and two full bathrooms, perfect for those who value comfort and convenience. The updated kitchen and baths add a modern touch to the home, while the hardwood flooring throughout gives it a warm, inviting feel. The home is equipped with air conditioning,

    51 Terrace St, Woodstock, VT 05091
  • /15

    $2,595 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Townhouse for Rent

    2 Townhouse Way, Woodstock, VT 05091

    Available December 1st 2026 through April 30th 2027Fully Furnished. All utilities plus internet included - you write one check each month.Hello Lovers of Vermont Fall and Winter! Here is your chance to escape the hustle and bustle of your busy life in Vermont's premier village of Woodstock!This Townhouse is peaceful and private, with all the amenities to keep you in comfort AND quick

    Matt DePrizio Covered Bridge RE

    2 Townhouse Way, Woodstock, VT 05091
  • /25

    $4,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,142 Sq Ft
    • House for Rent

    1193 Prosper Rd, Woodstock, VT 05091

    3 bedroom, 2 bathroom home in Woodstock, Vermont, featuring an open-concept layout, hardwood floors throughout, and abundant natural light. Set on 4 acres that offer privacy and a connection to nature, the property includes a chicken coop and raised garden beds for easy homesteading. Trails are nearby and skiing is close by, while Central Street is a short distance away for dining and shopping.

    1193 Prosper Rd, Woodstock, VT 05091

Why Live in Woodstock

Woodstock, Vermont, is a picturesque small town known for its historic charm and scenic landscapes. The town features Federal-style and Colonial Revival homes from the 1800s and early 1900s, with brick exteriors or white siding, often complemented by white picket fences and well-maintained lawns. Downtown Woodstock is lined with brick storefronts housing local businesses, including home goods shops, a general store, and a variety of dining options. Notable spots include F.H. Gillingham & Sons, a historic general store, and The Prince and the Pauper, an upscale restaurant. Outdoor enthusiasts can enjoy year-round activities at Marsh-Billings-Rockefeller National Historical Park, which offers 20 miles of hiking trails, and the Woodstock Inn & Resort Nordic Center, which maintains 12 miles of cross-country skiing trails in winter. Mt. Peg provides a 2.5-mile hike to its summit, while Vail Field offers traditional park amenities. Woodstock also hosts several annual events, such as the Apple and Crafts Fair & Food Truck Festival and Wassail Weekend. The town's highly rated schools include Woodstock Elementary School, Prosper Valley School, and Woodstock Union High School and Middle School, which offers Advanced Placement courses and dual enrollment options. For practical needs, groceries are available at the Woodstock Village Market, with larger stores located 15 miles away in Lebanon, New Hampshire. Flood risk is present along the Ottauquechee River and Kedron Brook, with maps available from the Vermont Department of Environmental Conservation.

Frequently Asked Questions

How much does it cost to rent a home in Woodstock, VT?
The median rent for a home in Woodstock, VT is $3,047 per month, though prices vary by neighborhood, size, and property type. As of September 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Woodstock, VT?
To comfortably afford the median rent in Woodstock, VT, a household needs to earn roughly $121,880 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 $3,047 per month in Woodstock, VT, renters typically need to show $9,141 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 Woodstock, VT?
In Woodstock, VT, the price-to-rent ratio is 19.5, 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 Woodstock, VT are best for renting a home?
The best neighborhood for renting in Woodstock, VT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include North End and West Side, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
4
Median Rent
$3,047
Median Single Family Home Rent
$4,000
Median Townhouse Rent
$2,595
Median Condo Rent
$1,675
How to Rent a Home