TOP 10 Best Family vacation rentals in Rutland, Vermont

The Best Western Inn & Suites Rutland-Killington is a charming lodging option located at 5 Best Western Place in Rutland, Vermont, United States. This cozy hotel offers comfortable accommodations and convenient amenities for travelers exploring the beautiful Killington area. Guests can enjoy spacious rooms, complimentary breakfast, a fitness center, and indoor pool. The friendly staff is dedicated to providing top-notch service to ensure a pleasant stay for all visitors. Whether you're in town for business or leisure, the Best Western Inn & Suites Rutland-Killington is the perfect choice for your stay in Vermont.

Green Mountain Car Rental is a premier car rental service located at 158 North Main Street in Rutland, Vermont. We offer a wide selection of vehicles for rent, from compact cars to SUVs, perfect for exploring the beautiful Green Mountain State. Our friendly and professional staff are dedicated to providing top-notch customer service and ensuring a smooth rental experience for all our customers. Whether you're visiting for a weekend getaway or need a temporary vehicle while yours is in the shop, Green Mountain Car Rental has you covered. Book your rental today and hit the road with confidence!

Rutland Town Pool @ Northwood Park is a recreational facility located at 195 Northwood Park Road in Rutland, Vermont. This family-friendly establishment offers a refreshing swimming experience for visitors of all ages. The pool is surrounded by beautiful greenery and provides a relaxing atmosphere for individuals looking to cool off during the hot summer months. With its convenient location and welcoming staff, Rutland Town Pool @ Northwood Park is the perfect destination for a fun day out in the sun.

Vermont Rental Cars is a reputable car rental institution conveniently located at 79 Cleveland Avenue in Rutland, Vermont, United States. With a wide selection of vehicles to choose from, including sedans, SUVs, and trucks, customers can find the perfect vehicle for their needs. Whether you're visiting Vermont for business or pleasure, Vermont Rental Cars offers competitive rates, excellent customer service, and a seamless rental process. Book your rental today and experience the freedom of exploring Vermont at your own pace.

Days Inn by Wyndham Rutland/Killington Area is a cozy and comfortable lodging option located at 401 U.S. 7 in Rutland, Vermont. Situated in the beautiful Killington Area, this hotel offers convenient access to outdoor activities such as skiing, hiking, and mountain biking. The rooms are well-appointed and feature modern amenities to ensure a pleasant stay for guests. The hotel also offers a complimentary breakfast, free Wi-Fi, and a fitness center for guests to enjoy. Whether you are visiting for a ski trip or a relaxing getaway, Days Inn by Wyndham Rutland/Killington Area is the perfect choice for your stay in Vermont.

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.

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.

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.

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.

Quality Inn is a cozy lodging institution located at 253 South Main Street in Rutland, Vermont, United States. Offering comfortable accommodations and excellent service, guests can enjoy a relaxing stay in the heart of this charming town. With convenient amenities and a prime location, Quality Inn is the perfect choice for both business and leisure travelers looking for a welcoming and affordable place to stay.

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.

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.

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.

Milne Travel American Express is a renowned travel agency located at 80 West Street in Rutland, Vermont, United States. With a reputation for exceptional service and expertise in travel planning, Milne Travel American Express is your go-to destination for all your travel needs. Whether you're looking to book a family vacation, a romantic getaway, or a business trip, their team of experienced travel consultants will work with you to create the perfect itinerary tailored to your preferences and budget. Trust Milne Travel American Express to make your travel dreams a reality.