TOP 10 Vacation houses in Vermont

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 [email protected] for a memorable farm stay experience.

Ski Country Real Estate is a premier real estate and travel agency located at 335 Killington Road in the picturesque town of Killington, Vermont, United States. Specializing in properties near some of the best ski resorts in the region, our experienced agents are dedicated to helping clients find their dream vacation home or investment property. Whether you are looking to buy, sell, or rent a property in the area, Ski Country Real Estate is your go-to agency for all your real estate needs. Contact us today to start your journey towards owning a piece of the beautiful Green Mountain State.

Prestige Real Estate is a specialized real estate agency located at 2922 Killington Road in Killington, Vermont, United States. Our focus is solely on the Killington real estate market, allowing us to provide expert guidance and personalized service to both buyers and sellers. Whether you are looking to purchase a new home or sell your property in Killington VT, we are here to help you every step of the way. Our dedicated team of professionals is committed to understanding your unique needs and ensuring a smooth and successful real estate transaction. We offer custom-tailored marketing plans for sellers and personalized property search assistance for buyers. Our knowledge of the local market dynamics and exclusive representation of properties like Base Camp at Bear Mountain make us a trusted partner in the Killington real estate community.

Killington Valley Real Estate is a reputable real estate agency located at 2281 Killington Road in the picturesque town of Killington, Vermont. With a team of experienced and knowledgeable real estate agents, they specialize in helping clients buy and sell properties in the stunning Killington Valley area. Whether you are looking for a cozy mountain retreat or a luxurious ski-in/ski-out property, Killington Valley Real Estate can help you find the perfect home to suit your needs. Trust in their expertise and dedication to make your real estate dreams a reality in the beautiful Killington Valley.

Vermont Heritage Real Estate is a reputable real estate agency located at 10 South Main Street in Randolph, Vermont. With a strong focus on preserving the heritage and charm of Vermont properties, our team of experienced agents is dedicated to helping clients find their dream homes in this beautiful state. Whether you are looking to buy, sell, or rent a property, Vermont Heritage Real Estate is committed to providing top-notch service and expertise to meet all of your real estate needs. Contact us today to start your journey towards finding the perfect Vermont home.

Killington Pico Realty is a trusted and experienced real estate agency located at 2814 Killington Road in the charming town of Killington, Vermont. Specializing in buying, selling, and renting properties in the area, our team of dedicated professionals is committed to helping clients find their dream homes or investment properties. With a deep knowledge of the local market and a personalized approach to each client, Killington Pico Realty is the go-to agency for all your real estate needs in the beautiful state of Vermont.

Highline Lodge is a cozy and welcoming institution located at 96 West Park Road in Killington, Vermont, United States. This establishment offers a unique blend of bar, food, lodging, and restaurant services, making it the perfect destination for both locals and visitors looking for a relaxing and enjoyable experience. The lodge boasts comfortable accommodations, delicious meals, a fully stocked bar, and a charming restaurant serving up a variety of tasty dishes. Whether you're looking to unwind after a day on the slopes or simply enjoy a night out with friends, Highline Lodge is the ideal spot to kick back and enjoy the best that Killington has to offer.

Mountain Green Resort is a charming lodging establishment located at 135 East Mountain Road in the picturesque town of Killington, Vermont. Surrounded by the stunning Green Mountains, this resort offers a peaceful retreat for guests seeking relaxation and outdoor adventure. The resort features cozy accommodations, excellent amenities, and convenient access to the area's ski slopes, hiking trails, and other attractions. Whether you're looking for a romantic getaway, a family vacation, or a solo escape into nature, Mountain Green Resort provides the perfect setting for a memorable stay in the heart of Vermont.

Killington Center Condos is a premier lodging option located at 60 Killington Center Dr in the picturesque town of Killington, Vermont. As a real estate agency, we offer a range of luxurious condos for short-term rentals or long-term stays. Our condos are fully furnished and equipped with modern amenities to ensure a comfortable and enjoyable stay for our guests. With a prime location near the slopes, guests can easily access the nearby ski resorts and outdoor activities. Whether you're looking for a cozy retreat or a spacious accommodation for a family vacation, Killington Center Condos has the perfect option for you. Book your stay with us and experience the beauty of Vermont in style.

Located at 285 Thundering Brook Road in Killington, Vermont, Mountain Meadows Lodge is a newly renovated lodging institution housed in a historic 180-year-old Cow barn and Farmhouse. Situated on six peaceful acres along the banks of the picturesque 100-acre Kent Pond, this boutique lodge offers a blend of modern comfort and traditional charm. The lodge's open plan public areas showcase exposed hand-hewn beams and cozy leather sofas, creating a true Vermont style ambiance. Guests can gather around the inviting stone fireplace in the bar and lounge area, or relax in the lounging areas, games room, covered terrace, and reception. The stylish rooms feature premium beds and stunning views of the mountains, pond, and night sky.

Quechee Lakes Real Estate Center is a premier real estate agency located at 1171 Murphys Road in Hartford, Vermont. Specializing in properties in the Quechee Lakes community, this agency offers a wide range of residential and land options for buyers and sellers. From cozy condos to spacious single-family homes, Quechee Lakes Real Estate Center has something for everyone looking to live in this beautiful area. One of the featured properties is a private 3BR, 3BA single family home with a one car garage, located in a quiet neighborhood close to all Upper Valley and Quechee Club amenities. This house sits on a double lot, offering the option to subdivide and sell off part of the land or keep it for privacy. Another property, a lovely end unit in Lakeland Village, is conveniently located near the Club, golf course, and lake. This updated condo features a propane fireplace, Rinnai heater, and mini-split for air conditioning.

Hawk Inn and Mountain Resort is a picturesque lodging establishment nestled in the heart of Plymouth, Vermont. Surrounded by the stunning Green Mountains, this resort offers a tranquil and scenic retreat for guests looking to escape the hustle and bustle of everyday life. With cozy accommodations, top-notch amenities, and breathtaking views, Hawk Inn and Mountain Resort is the perfect destination for a relaxing getaway or adventurous mountain retreat. Whether you're looking to unwind by the fireplace, explore the nearby hiking trails, or indulge in delicious cuisine at the on-site restaurant, this resort has something for everyone. Come experience the beauty and serenity of Hawk Inn and Mountain Resort at 75 Billings Road in Plymouth, Vermont.

Located at 78 Weathervane Drive in Killington, Vermont, North Star Lodge & Resort is a cozy and classic lodging option for families, couples, and groups. Offering quintessential Vermont hospitality and charm, the lodge features a welcoming fireplace, an outdoor heated pool, and a variety of amenities to complement their range of rooms and suites. Guests can enjoy a new pub menu in the Star Lounge, as well as easy access to the diverse dining options in the Killington region. While Killington is known for its winter skiing and riding opportunities, North Star Inn and Resort encourages visitors to explore the area year-round. From live music in the Star Lounge to the legendary apres ski scene nearby, there is always something to do. The lodge serves as a perfect home base for outdoor adventures such as hiking, biking, fishing, and golfing in the spring, summer, and fall.

Nestled in the picturesque town of Killington, Vermont, Hideaway Chalet offers a cozy and inviting lodging experience. Located at 998 Killington Road, this charming chalet provides a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. Surrounded by the beauty of the Green Mountains, Hideaway Chalet is the perfect destination for a relaxing getaway. With comfortable accommodations and a warm, welcoming atmosphere, this institution is the ideal place to unwind and recharge. Whether you're hitting the slopes in the winter or exploring the area's hiking trails in the summer, Hideaway Chalet provides a convenient and comfortable home base for your Vermont adventures. Book your stay today and discover the tranquility of Hideaway Chalet.

Mary W. Davis Realtor & Associates, Inc. is a reputable real estate agency located at 213 Main Street in Ludlow, Vermont, United States. With a team of experienced and knowledgeable real estate professionals, they specialize in helping clients buy, sell, and rent properties in the Ludlow area and beyond. Whether you are looking for a cozy mountain retreat or a spacious family home, Mary W. Davis Realtor & Associates, Inc. is dedicated to providing personalized and professional service to meet your real estate needs. Contact them today to start your journey towards finding the perfect property for you.

SouthFace Village at Okemo is a vibrant village located on the sunny south face of Okemo Mountain in Vermont. This real estate agency offers a collection of new townhomes, villas, mountain chalets, and community amenities for those seeking a ski-home-away-from-home experience. The beautifully furnished homes are designed to bring you closer to nature, the trails, and your family. With 3-, 4-, and 5-bedroom floor plans available, there is something for everyone in this thriving community. Enjoy the best of family-friendly and challenging terrain at Okemo Mountain Resort, just outside your door. Join over 50 families who already call SouthFace Village their winter home-away-from-home and create new family traditions in this picturesque setting.

Jackson Gore Inn at Okemo Mountain Resort is a charming lodging option located at 111 Jackson Gore Road in Vermont, United States. Whether you are planning a ski weekend getaway or a family vacation, Okemo offers a perfect blend of adventure and comfort. Relax and unwind in the beautiful surroundings of the Valley while enjoying all the amenities of home. Take advantage of exclusive online discounts by purchasing lift tickets in advance and save up to 20%. With limited availability, it is recommended to secure your tickets early. Lock in your 24/25 Pass by April 14th and receive 10 Buddy Tickets to share with loved ones.

Barrett & Valley Associates Inc. is a reputable real estate agency located at 2 Valley Street in Springfield, Vermont, United States. With a team of experienced and knowledgeable real estate professionals, they specialize in helping clients buy, sell, and rent properties in the area. Whether you are looking for a new home, commercial property, or investment opportunity, Barrett & Valley Associates Inc. is dedicated to providing exceptional service and guidance throughout the entire real estate process. Contact them today to see how they can help you achieve your real estate goals.

42 North (Hilltop Hideaway) is a charming lodging facility located at 15 Nearing Road in Winhall, Vermont. This institution offers cozy accommodations with stunning views of the surrounding hills and valleys. As a real estate agency, 42 North can also help you find your dream vacation home or investment property in this picturesque area. Additionally, the on-site travel agency can assist you in planning unforgettable excursions and adventures during your stay. Whether you are looking for a relaxing getaway or a new place to call home, 42 North (Hilltop Hideaway) has everything you need for a memorable experience in the beautiful state of Vermont.

Vermont Farmhouse is a charming real estate and travel agency located at 309 Spring Hill Road in the picturesque town of Londonderry, Vermont. Specializing in rustic farmhouse properties, this institution offers a unique opportunity to experience the beauty and tranquility of rural Vermont living. Whether you are looking to buy or rent a farmhouse retreat, or seeking assistance in planning a vacation in the Vermont countryside, Vermont Farmhouse is your go-to destination. With personalized service and a deep knowledge of the local area, the team at Vermont Farmhouse is dedicated to helping you find your perfect slice of Vermont paradise.

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.

Killington Mountain Homes is a premier real estate and travel agency located in the picturesque town of Killington, Vermont. We specialize in helping clients find their dream mountain home in this beautiful area known for its stunning natural surroundings and world-class skiing. Our experienced team of agents is dedicated to providing personalized service and expert guidance to ensure that your real estate and travel needs are met with the utmost professionalism. Whether you are looking to buy or rent a property, or plan a vacation in the Killington area, Killington Mountain Homes is here to help make your dreams a reality. Visit us at 2025 U.S. 4 and let us assist you in finding the perfect mountain home for you.

42 North (Wandering Moose) is a charming institution located at 165 High Meadow Road in Winhall, Vermont. This unique establishment serves as a lodging facility, real estate agency, and travel agency all in one. Guests can enjoy cozy accommodations surrounded by the picturesque Vermont landscape, while also having access to expert advice on real estate opportunities in the area. Whether you are looking for a relaxing getaway or considering a permanent move to this beautiful region, 42 North (Wandering Moose) is the perfect place to stay and explore all that Winhall has to offer.

Barrett & Valley Associates is a reputable real estate agency located at 39 Pleasant Street in the charming town of Grafton, Vermont. With a team of experienced and knowledgeable agents, they provide top-notch service to clients looking to buy or sell properties in the area. Whether you're in the market for a cozy mountain retreat or a sprawling countryside estate, Barrett & Valley Associates can help you find the perfect place to call home. Contact them today to start your real estate journey in beautiful Vermont.

Stratton Rentals is a reputable real estate agency located at 33 Vermont 30, Winhall, Vermont, United States. Specializing in vacation rentals and property management services, Stratton Rentals offers a wide range of properties for short-term and long-term stays in the beautiful Vermont area. With a dedicated team of professionals, Stratton Rentals is committed to providing top-notch customer service and ensuring a seamless rental experience for both property owners and tenants. Whether you are looking for a cozy mountain cabin or a luxurious ski-in/ski-out condo, Stratton Rentals has the perfect property to suit your needs. Contact them today to find your dream vacation rental in Vermont.

Berkshire Hathaway HomeServices Stratton Home is a reputable real estate agency located at 54 Vermont 30, Winhall, Vermont, United States. Specializing in helping clients buy and sell homes in the picturesque Vermont area, this agency offers top-notch services and expertise in the real estate market. With a team of experienced agents, Berkshire Hathaway HomeServices Stratton Home is dedicated to providing exceptional customer service and helping clients find their dream homes. Whether you are looking to buy, sell, or rent a property, this agency is your go-to destination for all your real estate needs.

The Grafton Inn, located at 92 Main Street in Grafton, Vermont, is a historic Southern Vermont hotel in the charming Grafton Village. Each room is individually decorated, offering a unique and comfortable stay. The award-winning dining on site provides delicious farm-to-table meals. Owned by The Windham Foundation, the Grafton Inn is dedicated to preserving Vermont's rural landscape and supporting small towns. Guests can enjoy the local color, fresh food, and natural beauty of Grafton Village during their stay.

William Raveis Real Estate is a reputable real estate agency located at 8515 Vermont 30 in Jamaica, Vermont, United States. With a strong presence in the local market, they specialize in helping clients buy, sell, and rent residential and commercial properties. Their team of experienced agents is dedicated to providing personalized service and expert advice to ensure a smooth and successful real estate transaction. Whether you are a first-time homebuyer or a seasoned investor, William Raveis Real Estate is committed to helping you achieve your real estate goals.

Reading Farms Estate is a charming and picturesque lodging institution located at 188 Reading Farms Road in the beautiful town of Reading, Vermont, United States. Nestled in the heart of the countryside, this estate offers a peaceful and serene retreat for guests looking to escape the hustle and bustle of everyday life. With its cozy accommodations, stunning views, and warm hospitality, Reading Farms Estate is the perfect destination for a relaxing getaway. Whether you're looking to unwind in nature, explore the surrounding area, or simply enjoy some quiet time, this institution provides the perfect setting for a truly memorable experience.

Super 8 by Wyndham White River Junction is a cozy and convenient lodging option located at 442 North Hartland Road in Hartford, Vermont, United States. This budget-friendly hotel offers comfortable rooms with modern amenities, including free Wi-Fi, flat-screen TVs, and coffee makers. Guests can enjoy a complimentary breakfast each morning and access to an on-site fitness center. The hotel is situated in a prime location, close to popular attractions such as the Quechee Gorge and Dartmouth College. Whether you're traveling for business or leisure, Super 8 by Wyndham White River Junction provides a relaxing and enjoyable stay for all guests.