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Woodstock, VT Homes for Rent

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    $1,995 Per Month

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    36 Happy Valley Rd, Woodstock, VT 05091

    All Utilities Included! Enjoy simple, stress-free living in this bright and spacious first-floor one-bedroom apartment located in Woodstock, Vermont. Filled with natural light, the apartment features high ceilings, beautiful hardwood floors, oversized windows, a large kitchen with dishwasher, full bath, and the convenience of an in-unit washer and dryer. Heat, electricity, water, sewer, trash

    Timothy Thompson Covered Bridge RE

    36 Happy Valley Rd, Woodstock, VT 05091
  • /16

    $2,395 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,250 Sq Ft
    • Apartment for Rent

    36 Happy Valley Rd, Woodstock, VT 05091

    Warm, inviting attached Cape with classic New England character and a comfortable, easy flow, set just off the main home for added privacy. Enter through a slate-floor mudroom with washer/dryer hookups—ideal for Vermont seasons. The spacious kitchen features a gas stove, dishwasher, and generous cabinet storage, with an adjacent dining area highlighted by brick flooring and tall windows for

    Timothy Thompson Covered Bridge RE

    36 Happy Valley 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 $1,995 per month, though prices vary by neighborhood, size, and property type. As of June 2026, condos tend to be the most affordable option.
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 $79,800 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 $1,995 per month in Woodstock, VT, renters typically need to show $5,985 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 32.4, 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 West Side and East Side, each with its own character and price range.

Rental Trends in Woodstock, VT

Rental Home Trends

Number of Homes for Rent
2
Median Rent
$1,995
Median Condo Rent
$1,835
How to Rent a Home