Feedback

VRBO is part of the HomeAway family, the world leader in vacation rentals with over 950,000 listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

Woodstock - 54 vacation rentals

Show moreless regions

This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Woodstock Travel Tips

Historical and Natural Interests at Woodstock Vacation Rentals

The town of Woodstock is somewhat prestigious, being known as one of the richest towns in Vermont. It is home to several celebrities and known for its classical Victorian-style architecture. It is the only town in the United States that has four Paul Revere church bells.

The Dana House in Woodstock is the home of the local history center. The house was originally built in 1807 for Charles Dana who was the village merchant at the time. The family home was converted into a museum when it was sold in 1943. The museum includes a research center and document archive. It also hosts regular history workshops for guests. The back lawn and beautiful garden have a perfect view of the Middle Bridge which is the town’s well-known covered bridge. The garden is a popular venue for weddings and receptions. The bridge crosses the Ottaquechee River and is one of the many unique covered bridges in Vermont. It is 135 feet long and a great photo subject, especially with the contrasting colors of fall.

The Billings Farm and Museum invites children to see a historic working farm. It is a great place for a family outing where you can have a glimpse into the Vermont rural lifestyle. The Marsh-Billings-Rockerfeller National Historic Park is recorded as being Vermont’s first national park. Here, you can enjoy the beautiful landscapes that Vermont is known for. There are a number of ski resorts in the area, including Mt. Ascutney, Killington, Okemo and Suicide Six. Many people like to stay in the historic town of Woodstock and then explore the various ski areas during the season.

Visitors to Woodstock Lodging

People with an interest in American history and architecture will enjoy visiting Woodstock. It is an area known for its historical buildings and beautiful natural surroundings. It is a great place to explore as part of a road trip. Vermont is a favorite destination for those looking for a romantic vacation. The tranquil atmosphere and stunning landscapes create the perfect setting for spending time with your loved one.

Vermont is also a favored destination for photographers and artists. The fall colors of the turning leaves are especially beautiful. The historic Victorian homes of Woodstock make excellent subjects as do the covered bridges in the area. In the winter months, Woodstock attracts many ski enthusiasts as it is close to several well-known and popular ski resorts. The regular snowfalls in the Vermont region provide excellent skiing conditions.

Finding Your Way to Woodstock Vacation Houses

Woodstock is a small town located in the heart of Vermont, approximately 140 miles north of Boston. The drive up from the city takes approximately two to three hours. For travelers not from the East Coast, your best option is to fly into Boston Logan International Airport. On arrival, you can hire a car to drive up to Woodstock.

Seasons to Visit Vermont Vacation Rentals in Woodstock

Woodstock is a beautiful destination to visit at any time of year. The winters can be cold but the snow creates a crisp beauty that only enhances the area. The summertime is great for exploring the many small towns like Woodstock. Take a scenic drive along the many country lanes and stop at farm stalls to purchase fresh produce. You can also enjoy the many festivals and events that happen throughout the season. Fall is possibly one of the most attractive times of year to visit Woodstock. The changing colors of the leaves create a rich palate for perfect vacation memories.

Sponsored Advertisement