TOP 30 Vacation stay in Middlebury, Vermont

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Pitkin Rental Cottage is a charming real estate agency located at 556 Weybridge Street in Middlebury, Vermont. We offer a selection of beautiful cottages available for short-term and long-term rentals. Our cozy, well-maintained properties are perfect for individuals, couples, and families looking for a peaceful retreat in the picturesque Vermont countryside. With our personalized service and attention to detail, we strive to make your stay with us a memorable and enjoyable experience. Contact us today to book your stay at Pitkin Rental Cottage and discover the beauty of Vermont living.

The Rooms at The Stone Mill is a charming lodging establishment located at 3 Mill Street in the picturesque town of Middlebury, Vermont. Nestled in a historic stone building, this cozy retreat offers a unique and inviting atmosphere for guests to relax and unwind. Each room is beautifully appointed with modern amenities and thoughtful touches, ensuring a comfortable stay for every visitor. The convenient location allows guests to easily explore the charming streets of Middlebury, as well as nearby attractions such as the Middlebury College campus and the scenic Vermont countryside. Whether you are visiting for business or pleasure, The Rooms at The Stone Mill provide a peaceful and welcoming sanctuary for your stay in Vermont.

Waterhouses: Lodging, Campground & Marina is a picturesque institution located at 937 West Shore Road in Salisbury, Vermont, United States. Offering a unique combination of amenities including a bar, campground, lodging, park, and store, Waterhouses is the perfect destination for those looking to enjoy the beauty of Lake Dunmore. Situated just South of Middlebury and North of Rutland, Waterhouses is nestled at the foot of Sunset Hill with stunning views of Mt. Moosalamoo. The 160-acre property features a variety of campsites ranging from grassy to wooded to riverfront, all equipped with water and electricity. Guests can choose from tent sites, pop-up sites, trailer sites, and even sites for Class A RVs and 5th wheels. For those looking for a more secluded experience, the Hideaway cabin on Sunset Hill offers a private retreat surrounded by nature.

Pink House Farm is a charming institution located at 299 Ridge Road in Cornwall, Vermont, United States. Owned by Middlebury College graduates Janet Halstead Franklin ’72 and Churchill Franklin ’71, this picturesque farm offers a serene and peaceful retreat for visitors looking to escape the hustle and bustle of everyday life. The farm features beautifully designed interior spaces that are perfect for relaxation and unwinding. Whether you're looking to host a special event or simply enjoy a weekend getaway, Pink House Farm has everything you need to make your stay memorable.

The Inn At Charlotte, located at 32 State Park Road in Charlotte, Vermont, offers a cozy and inviting lodging experience. Despite the snow falling on April 4th, the inn assures guests that the weather will clear for the upcoming Solar Eclipse. Guests can look forward to the arrival of spring and summer, and are encouraged to book their stay now. Situated just minutes away from Burlington, Shelburne, and Middlebury, The Inn At Charlotte provides the perfect base for exploring the best of Vermont. Nestled at the foot of Mt Philo, guests can enjoy a variety of vacation opportunities right at their doorstep, including hiking, biking, shopping, dining, and sampling local wine, beer, and cheeses.

Vermont Lodging Properties is a reputable real estate agency located at 66 Court Street in the charming town of Middlebury, Vermont, United States. Specializing in a variety of lodging options including vacation rentals, bed and breakfasts, and boutique hotels, they are dedicated to helping clients find the perfect property for their stay in this picturesque New England destination. With a team of experienced professionals and a wide selection of properties to choose from, Vermont Lodging Properties is your go-to source for finding the ideal accommodation for your next getaway in Vermont.