TOP 10 Best vacation rentals in Rutland, Vermont

Vermont Rental Property Owners is a trusted institution located at 158 North Main Street in Rutland, Vermont. Our dedicated team of professionals is committed to providing top-notch service to property owners in the area. Whether you are looking to rent out your property or in need of property management services, we are here to help. With years of experience in the industry, we have the expertise to assist you with all your rental property needs. Contact us today to learn more about how we can help you maximize the potential of your rental property.

The Paw House Inn & Dog Friendly Cottages is a charming lodging establishment located in West Rutland, Vermont. Situated at 1376 Clarendon Avenue, this pet-friendly retreat offers a unique experience for both you and your furry friends. The cozy cottages are equipped with all the amenities you need for a comfortable stay, while the surrounding park provides a perfect setting for outdoor activities and relaxation. Whether you're looking for a weekend getaway or a longer vacation, The Paw House Inn is the perfect destination for you and your beloved pets.

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.

Moonlight Mountain Cottages is a charming real estate and travel agency located in Rutland, Vermont. Nestled on 26 Birch Knoll Road, this institution offers cozy and picturesque cottages for rent or sale in the beautiful mountainous region of Vermont. Whether you are looking for a peaceful retreat or a vacation getaway, Moonlight Mountain Cottages has the perfect accommodation for you. With stunning views and a serene atmosphere, this institution provides a unique and unforgettable experience for visitors looking to escape the hustle and bustle of everyday life. Discover the beauty of Vermont at Moonlight Mountain Cottages.

Watson Realty & Associates is a reputable real estate agency located at 182 Woodstock Avenue in Rutland, Vermont. With a team of experienced and knowledgeable real estate agents, they are dedicated to providing top-notch service to clients looking to buy, sell, or rent properties in the area. Whether you are a first-time homebuyer or a seasoned investor, Watson Realty & Associates can help you navigate the real estate market with ease. Contact them today to learn more about their services and how they can assist you with your real estate needs.

Whittaker Real Estate Inc. is a long-standing family business located at 14 Mount Pleasant Drive in Brandon, Vermont, United States. Since 1958, we have been serving northern Rutland County and southern Addison County, helping clients with their real estate needs in areas such as Brandon, Pittsford, Middlebury, and more. As a general contractor and real estate agency, we have a deep knowledge of the local community and can provide valuable insights to those looking to buy or sell property in the area. Our team, consisting of Tom and Carolyn, is dedicated to providing expert guidance and personalized service to our clients.

The Vermont Inn, located at 78 Cream Hill Road in Mendon, Vermont, has been welcoming guests since the 1940s. This quintessential New England country inn is the perfect destination for individuals, couples, and families looking for a romantic getaway or a home-base for exploring Vermont. The 1840s farmhouse has been updated to provide guests with comfort and care. The Vermont Inn is an award-winning New England country inn, perfect for hosting weddings, retreats, and family reunions. Guests can enjoy a full country breakfast, complimentary afternoon tea, a sauna, fireplace rooms, a summer swimming pool, a fitness room, a library, and more. The inn also features a rustic pub, a game room, a 4 season sun porch, and a dining room with a stone fireplace.

Comfort Inn Trolley Square is a cozy lodging institution located at 19 Allen Street in Rutland, Vermont, United States. Situated in the heart of the charming town, this hotel offers comfortable accommodations and convenient amenities for both leisure and business travelers. Guests can enjoy spacious rooms, complimentary breakfast, free Wi-Fi, and access to an indoor pool and fitness center. With its central location and friendly staff, Comfort Inn Trolley Square is the perfect choice for a relaxing stay in Rutland.

Pico Mountain Ski Resort is a premier destination for winter sports enthusiasts located at 73 Alpine Drive in Rutland, Vermont, United States. In addition to offering a wide selection of winter gear at their retail locations, visitors can also purchase lift tickets, rentals, and lessons online. Customers can enjoy a 30% discount on winter gear when shopping online or in-store. The resort also offers online pool reservation sign-ups for those looking to reserve a swimming lane. Conveniently located in the Pico Mountain Base Lodge, visitors can stay active and fit even while on vacation. Sign up for text alerts to stay informed about operational updates, important news, and promotional messages. Make the most of your winter getaway at Pico Mountain Ski Resort.

MSA Properties is a Vermont-based real estate property manager located at 80 Strongs Avenue in Rutland, Vermont, United States. With over 300 units across Vermont, we offer a wide selection of long-term and vacation rentals for those looking to make Vermont their home. Unlike other property managers, we own and operate all of our properties, ensuring quality and attention to detail in every accommodation. Our renovated properties cater to any family dynamic, and our owner-operated model means that everything is in working order without the need for a third-party management company. We offer flexible leasing options, including short-term, mid-term, and long-term rentals, as well as vacation home rentals for those looking to experience the beauty of Vermont in a cozy setting. Our properties are listed in real-time with detailed information and high-quality photos to make the application process smooth and stress-free. At MSA Properties, we prioritize our tenants' needs and strive to create vibrant communities in each of our properties. Join the MSA Properties family today and find the perfect property to call home in Vermont.