Top 20 Best Romantic vacation rentals in Bennington, Vermont

Southern VT Vacation Homes, LLC is a premier real estate and travel agency located at 688 Rice Lane in beautiful Vermont, United States.

Blue Sky Vacation Rentals is a premier real estate and travel agency located at 23 Middle Ridge Road in Winhall, Vermont.

Happy Moose Rentals LLC is a premier real estate agency located in the picturesque town of Peru, Vermont.

West Mountain Inn is a charming lodging establishment located in the picturesque town of Arlington, Vermont. Situated at 144 West Mountain Inn Road, this historic inn offers cozy accommodations in a serene and tranquil setting.

Hill Farm Inn is a charming lodging establishment located at 458 Hill Farm Road in the picturesque town of Sunderland, Vermont, United States.

Bromley View Inn is a charming lodging establishment located at 522 Vermont 30 in the picturesque town of Winhall, Vermont, United States.

The Alpenrose Inn is a charming lodging establishment located at 261 Winhall Hollow Road in Winhall, Vermont, United States.

The Wilburton Inn is a majestic destination resort located at 257 Wilburton Drive in Manchester Village, Vermont. Situated on a 30-acre hilltop estate, this historic institution offers a unique blend of health, lodging, and museum experiences.

The Ira Allen House is a charming lodging located at 6311 Vermont Route 7a in Sunderland, Vermont. This historic institution offers cozy and comfortable accommodations in a beautiful countryside setting.

Welcome to North Shire Lodge, located at 97 Main Street in the picturesque town of Manchester, Vermont. Our lodge offers comfortable and cozy accommodations for visitors looking to experience the beauty of the Green Mountain State.

The Dorset Inn is a historic and charming establishment located at 8 Church Street in the picturesque town of Dorset, Vermont.

Located at 3835 Main Street in Manchester, Vermont, the Kimpton Taconic Hotel is a luxurious lodging option that offers a unique blend of classic charm and modern amenities.

Stanford House is a charming lodging establishment located at 6458 Main Street in Vermont, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind.

The Charles Orvis Inn, located in Manchester, Vermont, United States, is a charming lodging option at Equinox Resort.

The Cornucopia Bed & Breakfast is a charming lodging located at 3228 Vermont 30 in the picturesque town of Dorset, Vermont, United States.

Whispering Pines Lodge is a charming and cozy lodging establishment located at 15 Slippery Fox Road in Winhall, Vermont, United States.

The Seth Warner Inn is a charming lodging establishment located at 2353 Main Street in Vermont, United States.

Storied Stay is a premier real estate and travel agency located at 3485 Main Street in the charming town of Manchester, Vermont, in the United States.

Lively's Livery is a premier travel agency located at 193 Crossover Road in Vermont, United States. With a focus on providing top-notch service and personalized travel experiences, Lively's Livery is your go-to destination for all your travel needs.

Willow Pond in Manchester, Vermont is a charming lodging institution located at 74 Willow Pond Road. Surrounded by the natural beauty of Vermont, this peaceful retreat offers a serene atmosphere for guests to relax and unwind.

Skinner Cottage is a charming lodging institution located at 3505 Main Street in the picturesque town of Manchester, Vermont, United States.

The Vermont Hideaway is a premier real estate and travel agency located at 5 Vermont Haunts Road in the scenic town of Winhall, Vermont.

Flynn Hollow Hideaway is a charming real estate and travel agency located in the picturesque town of Sunderland, Vermont.

Marbledge Cabins is a charming lodging facility located in Dorset, Vermont, United States. Nestled in the picturesque surroundings of the Green Mountains, this institution offers cozy cabins for a relaxing getaway.

The Meadow House is a charming lodging located at 3740 Main Street in MANCHESTR CTR, Vermont. Surrounded by picturesque meadows and rolling hills, this peaceful retreat offers guests a cozy and comfortable stay in the heart of nature.