TOP 10 Best Family vacation rentals in Woodstock, Vermont

The Woodstocker B&B is a charming bed and breakfast located in the picturesque town of Woodstock, Vermont. Situated at 61 River Street, this cozy establishment offers guests a warm and inviting atmosphere to relax and unwind. The B&B features comfortable accommodations, delicious breakfast options, and personalized service to ensure a memorable stay. With its convenient location in the heart of Woodstock, guests can easily explore the town's shops, restaurants, and attractions. Whether you're looking for a romantic getaway or a peaceful retreat in nature, The Woodstocker B&B is the perfect choice for your lodging needs.

Located in the heart of Woodstock, Vermont, the Woodstock Inn & Resort offers a timeless elegance blended with thoughtful authenticity. Inspired by the legacy of Laurance Rockefeller, our rooms exude comfort and a sense of place in Vermont. Our four distinct restaurants feature farm-fresh cuisine and regional recipes, prepared by a talented culinary team using locally sourced ingredients. Relax and rejuvenate at our LEED-certified Spa, offering organic products and seasonal treatments that capture the essence of Vermont. With 10 treatment rooms and a spa boutique, you can embrace comfort and tranquility surrounded by natural light and fresh native flora.

The Shire Woodstock is a charming lodging establishment located at 46 Pleasant Street in the picturesque town of Woodstock, Vermont. Nestled in the heart of the United States, this institution offers cozy and comfortable accommodations for travelers looking to experience the beauty and tranquility of the area. With its warm and inviting atmosphere, The Shire Woodstock provides a perfect retreat for guests seeking a relaxing getaway. Enjoy a peaceful stay surrounded by the stunning natural landscapes of Vermont at this lovely institution.

SunCottage Vacation Rental is a charming retreat nestled in the picturesque town of Woodstock, Vermont. Located at 205 Fletcher Schoolhouse Road, this cozy cottage is the perfect place to unwind and relax in the beauty of nature. Surrounded by lush greenery and stunning views, guests can enjoy a peaceful getaway in this idyllic setting. The cottage is fully equipped with modern amenities and offers a comfortable and welcoming atmosphere for guests to enjoy. Whether you're looking for a romantic escape or a family-friendly vacation, SunCottage Vacation Rental is the ideal destination for your next getaway.

Quechee Lakes Rentals is a real estate and travel agency located at 1171 Murphys Road in Hartford, Vermont, United States. Your Quechee, VT vacation begins here with a wide variety of single family homes and townhomes available for short term or extended stays. The experienced and friendly staff at Quechee Lakes Rentals is dedicated to helping you find the perfect accommodations for your needs in Quechee Vermont, a premier four season resort community. With 5,500 acres of private land nestled between Woodstock and Hanover, Quechee Lakes offers a beautiful and serene setting with the historic Ottauquechee River running through the community. Enjoy the natural beauty and countless activities that Quechee Lakes has to offer by booking your vacation rental with Quechee Lakes Rentals today.

Located in the charming town of Woodstock, Vermont, the Woodstock Inn is a clothing store that offers a unique shopping experience. Set in the heart of town, the store is surrounded by restaurants and boutiques, making it the perfect place to explore and find something special. The store prides itself on its thoughtful authenticity and timeless elegance, offering a classic resort experience. Inspired by the legacy of Laurance Rockefeller, the rooms at the Woodstock Inn are designed to evoke a sense of comfort and place in Vermont. The farm-fresh cuisine at the resort's four restaurants is made with carefully harvested ingredients and regional recipes, creating savory dishes with exceptional flavor.

Carefree Quechee Vacations by Vacasa is a real estate and travel agency located at 176 Waterman Hill Road in Hartford, Vermont, United States. Offering a variety of vacation rentals in the charming New England town of Quechee, this institution is the perfect choice for those looking to enjoy the beauty of Vermont. With rolling green hills, outdoor activities, and stunning fall foliage, Quechee is an ideal destination for a relaxing getaway or a fun-filled adventure. Whether you're planning a golf retreat with friends or hitting the slopes in the winter, Quechee has something for everyone. With 15 pet-friendly homes available, you can even bring your furry friend along for the trip. Stay connected with internet access in 48 of our vacation rentals, and rest easy knowing that our professional housekeepers will ensure your accommodations are clean and comfortable upon your arrival.

Located at 984 Quechee-Hartland Road in Hartford, Vermont, the Inn at Clearwater Pond offers a peaceful retreat with stunning views of the lush hillsides surrounding the Quechee Gorge. This country inn is perfect for romantic getaways, adventurous travelers, and families looking to relax and reconnect with nature. The property's expansive backyard serves as a prime location for hot-air balloon lift-offs, providing guests with a unique and thrilling experience. Guests can enjoy spacious and elegantly decorated suites, as well as a private and romantic cottage. The innkeeper, Tina DeLuca, is happy to provide recommendations for dining, outdoor activities, and sightseeing in the area. Centrally located, the inn offers easy access to popular attractions in both Vermont and New Hampshire, including Quechee Village, Woodstock, Billings Farm, and the Quechee Gorge.

Fat Sheep Farm & Cabins, located at 122 Best Road in Windsor, Vermont, offers a unique lodging experience on a working farm. Voted as Vermont's best farm stay by Yankee Magazine, this charming retreat sits on 60 acres in Hartland, just 11 miles south of Woodstock and Quechee. Guests can enjoy stunning views from their private cabins overlooking the fields and hills, with farm activities, lawn games, and a large fire pit for relaxation. Each of the 5 cabins is equipped with amenities such as free WIFI, air conditioning, and high quality linens, with some cabins being pet friendly. Families, couples, and groups can enjoy farm life by collecting fresh produce, eggs, and even participating in animal feeding and cheesemaking. Horse stalls are also available for rent, making it an ideal destination for those traveling with their four-legged friends. Contact Fat Sheep Farm & Cabins at (802) 436-4696 or info@fatsheepfarmvermont.com for a memorable farm stay experience.

Nestled in the picturesque town of Woodstock, Vermont, the Applebutter Inn offers a charming and cozy retreat for guests seeking a peaceful getaway. Located at 81 Happy Valley Road, this delightful lodging establishment exudes warmth and hospitality, with comfortable rooms and a welcoming atmosphere. Surrounded by the beauty of nature, guests can enjoy a relaxing stay while exploring the nearby attractions and activities. Whether you're looking for a romantic escape or a family vacation, the Applebutter Inn is the perfect destination for a memorable stay in Vermont.

The Quechee / Pine Valley KOA Holiday is a picturesque campground and RV park nestled in the heart of Hartford, Vermont. Located at 3700 Woodstock Road, this charming institution offers a peaceful retreat surrounded by lush pine trees and rolling hills. Guests can enjoy a range of amenities including spacious RV sites, cozy lodging options, and well-maintained park facilities. Whether you're looking to relax by the campfire, explore the nearby Quechee Gorge, or simply soak in the natural beauty of Vermont, the Quechee / Pine Valley KOA Holiday is the perfect destination for a memorable outdoor getaway.

The Quechee Gorge Visitor Center is a tourist information center located at 5966 Woodstock Road in Hartford, Vermont, United States. This travel agency is dedicated to providing visitors with helpful information and resources to enhance their experience in the Quechee area. Whether you're looking for recommendations on local attractions, dining options, or outdoor activities, the knowledgeable staff at the Quechee Gorge Visitor Center is ready to assist you. With its convenient location and wealth of information, this center is a must-visit for anyone exploring the beautiful Quechee region.

The Windsor Mansion Inn, located at 153 Pembroke Road in Windsor, Vermont, is a stunning lodging option. This beautiful 1902-built mansion, completely renovated and restored in late 2016, is filled with elegance and history. Designed by Augustus Saint-Gaudens, a family friend and renowned Sculptor in US history, the mansion has hosted three US Presidents. It is the largest Colonial Revival Mansion in the United States and is listed on the National Historic Register. Situated on 15 acres, the mansion features a multi-tiered terrace with a custom-made 12-person firepit overlooking Mt. Ascutney, Lake Runnemede, and the Mountains of New Hampshire. Just 15 minutes to Woodstock and Quechee, and about 20 minutes to Dartmouth College and King Arthur Flour, the Windsor Mansion offers spectacular views, spacious rooms, and over 5,000 square feet of indoor event space and outdoor space for any large event.

The Cabin @ Bridgewater is a charming lodging located in the picturesque town of Bridgewater, Vermont. Nestled in the heart of the Green Mountains, this cozy cabin offers a peaceful retreat for visitors looking to escape the hustle and bustle of everyday life. Surrounded by nature, guests can enjoy the serene beauty of the Vermont countryside while still being just a short drive away from popular attractions such as Killington Ski Resort and Woodstock. With comfortable accommodations and warm hospitality, The Cabin @ Bridgewater is the perfect place to unwind and recharge in a tranquil setting.

Legacy Mountain is a real estate and travel agency located at 270 Handle Road in Dover, Vermont, United States. With 200 Sq. Ft. per bedroom, 26 bedrooms, 13 bathrooms, and accommodations for up to 52 guests, Legacy Mountain offers a unique and authentic mountain getaway experience at the base of Mount Snow Resort. Located just steps away from Mount Snow’s chairlifts, the Mountaineer Inn at Legacy Mountain is the perfect destination for all four seasons. Whether you come for the skiing or stay for the lifetime memories, the options for adventure are unrivaled. Enjoy close proximity to Vermont’s best skiing, snowboarding, golfing, and the charming town of West Dover.

Quechee Segway is a travel agency located at 5573 Woodstock Road in Hartford, Vermont, United States. Specializing in Segway tours, this institution offers an exciting and unique way to explore the beautiful surroundings of Quechee. Whether you are a novice or experienced rider, Quechee Segway provides a fun and informative experience for all. Join a guided tour and glide through scenic trails, historic sites, and picturesque landscapes while learning about the area's history and culture. Perfect for individuals, families, and groups looking for a memorable adventure in Vermont.