TOP 30 Historic holiday rentals in Vermont

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Ludlow, Vermont Vacation Rentals by Vacasa is the perfect choice for a relaxing getaway in the picturesque town of Ludlow, Vermont. Located at 101 Main Street, Ludlow, this real estate and travel agency offers a variety of vacation rentals in the area, including homes that are dog-friendly and have internet access. The professional housekeeping team ensures that each rental is clean and stocked with amenities for a comfortable stay. Ludlow is known for its vibrant history and natural beauty, with popular attractions such as the family-friendly Okemo Mountain Resort. Visitors can enjoy skiing, hiking, and exploring historic sites in the area. The town also offers opportunities for dining, shopping, and sampling locally-made maple syrup.

The Vermont House is a charming lodging establishment located at 15 West Main Street in Wilmington, Vermont, United States. This historic inn offers cozy accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location in the heart of downtown Wilmington, visitors can easily explore the shops, restaurants, and attractions in the area. Whether you're looking for a romantic getaway, a family vacation, or a weekend retreat, The Vermont House is the perfect choice for a memorable stay in beautiful Vermont.

The Landmark Trust USA is a unique real estate and travel agency located at 707 Kipling Road in Dummerston, Vermont. Specializing in historic properties and architectural gems, the Landmark Trust offers a one-of-a-kind experience for those looking to stay in beautifully restored buildings with rich histories. From cozy cottages to grand manors, each property is carefully curated and maintained to provide guests with a truly memorable stay. Whether you're looking for a weekend getaway or a longer vacation, the Landmark Trust USA offers a selection of properties that will transport you back in time while providing all the modern comforts you need. Book your stay today and experience the charm and beauty of these historic landmarks.

The New England House is a charming restaurant located at 254 Marlboro Road in West Brattleboro, Vermont. This cozy establishment offers a taste of traditional New England cuisine in a warm and inviting atmosphere. From hearty seafood dishes to savory maple-glazed meats, The New England House serves up classic comfort food with a modern twist. Whether you're looking for a casual dinner with friends or a special date night, this restaurant is the perfect spot to enjoy delicious food and friendly service. Come experience the flavors of New England at The New England House.

Hapgood Pond Campground is a peaceful retreat located in Peru, Vermont, United States. As a part of Recreation.gov, we offer a variety of camping, lodging, and outdoor recreational activities for visitors to enjoy. With over 3,600 facilities and 103,000 individual sites across the country, there is something for everyone to experience. Whether you're looking to go camping, hiking, horseback riding, or simply enjoy wildlife viewing, Hapgood Pond Campground has it all. Our goal is to help you plan your next adventure and create lasting memories that you can bring home as a story.

Central Reservations of Vermont is a leading real estate and travel agency located at 5267 Main Street in the picturesque town of Waitsfield, Vermont, United States. With a team of experienced professionals, we offer a wide range of services including vacation rentals, property management, and travel planning. Whether you are looking for a cozy cabin in the mountains or a luxurious ski-in/ski-out condo, we have the perfect accommodation for your Vermont getaway. Contact us today to start planning your next adventure in the Green Mountain State!

The Inn At Woodchuck Hill Farm is a charming lodging establishment located at 275 Woodchuck Hill Road in Grafton, Vermont, United States. Nestled in the picturesque countryside, this cozy inn offers guests a peaceful and relaxing retreat. The rooms are beautifully decorated and equipped with all the amenities needed for a comfortable stay. Guests can enjoy delicious homemade breakfasts and stunning views of the surrounding mountains. Whether you're looking for a romantic getaway or a peaceful escape from the hustle and bustle of city life, The Inn At Woodchuck Hill Farm is the perfect destination.

The Cottages is a charming university located at 252 Colchester Avenue in Burlington, Vermont. Nestled in a picturesque setting, this institution offers a unique and personalized learning experience for students. With a focus on fostering a close-knit community and providing top-notch education, The Cottages is a place where students can thrive academically and socially. Come and discover what makes this university stand out from the rest.