Trailside Village vacation rentals

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Find out more about Trailside Village

Why visit Trailside Village

  • Outdoor adventures: Enjoy skiing and snowboarding at the renowned Killington Resort, perfect for thrill-seekers.
  • Scenic beauty: Take in breathtaking views from Killington Mountain and explore picturesque lakes and state parks.
  • Charming atmosphere: Experience the family-friendly vibe and friendly locals in the quaint neighborhoods surrounding the village.
  • Relaxing riverside: Unwind by the lovely river that winds through the area, ideal for both relaxation and adventure.
  • Diverse accommodations: Choose from cozy vacation homes, comfortable condos, or charming cabins to enhance your stay.

Popular types of accommodation around Trailside Village

Trailside Village offers a diverse selection of vacation rentals, perfect for your getaway. Whether you prefer a cozy private vacation home, a comfortable condo, or a charming cabin, you’ll find the ideal spot for your stay. With convenient access to the Killington Ski Resort and slopeside retreats, your adventure awaits. Explore our options and choose the perfect Trailside condo that fits your needs and enhances your travel experience.

  • Houses: The top choice for visitors, offering spacious and comfortable lodging perfect for families or groups.
  • Condos: A favored option, providing convenient amenities and a homey atmosphere for a relaxing stay.
  • Cabins: A cozy and rustic getaway, ideal for those wanting to embrace the natural surroundings of Killington.
  • Cottages: Charming and quaint, these rentals offer a delightful retreat for couples or small families.
  • Apartments: A practical choice for travelers seeking a compact and convenient living space during their visit.**

Top attractions near Trailside Village

Trailside Village in Killington, Vermont, offers a fantastic vacation experience for outdoor enthusiasts. Visitors can enjoy a variety of attractions, including ski resorts, picturesque lakes, and scenic state parks. Whether you're seeking adventure or simply want to soak in the beautiful scenery, there's something for everyone to explore in and around this charming village.

  • Killington Resort: A premier ski destination, offering thrilling slopes for skiers and snowboarders alike. Enjoy breathtaking mountain views and a vibrant après-ski scene.
  • Killington Adventure Center: A family-friendly theme park packed with fun attractions, perfect for creating lasting memories. Enjoy activities like zip-lining and mini-golf in a lively atmosphere.
  • Killington Golf Course: A beautiful golf course known for its friendly staff and stunning landscapes. Perfect for golfers of all skill levels, it provides a relaxing environment for a day on the greens.

Things to do recommended for couples

For a romantic getaway at Trailside Village, enjoy skiing at Killington Resort, just 2 miles away, or take a scenic ride on the Bear Mountain Quad Ski Lift, 1 mile away. Don't miss the charming Otter Valley Winery, 19 miles away, perfect for a cozy date with wine tasting.

Things to do recommended for families

Families will love the Killington School for Tennis, only 3 miles away, offering wellness vibes. Pine Hill Park, 11 miles distant, provides a serene recreational area, while the Green Mountain Rock Climbing Center, 9 miles away, promises thrilling adventures for all ages.

Things to do recommended for groups

Enjoy a round of golf at the scenic Green Mountain National Golf Course, just 7 miles from Trailside Village. Visit Black Dog Sports for outdoor gear, only 2 miles away, or catch a show at the Paramount Theater, a cultural gem located 10 miles from your stay.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Trailside Village

If you’re traveling with a group, with family, bringing along pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful tips for booking on Vrbo.

  • Traveling to Trailside Village with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor area for group activities. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Trailside Village with young kids: Traveling with young kids can be quite an adventure. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Trailside Village: For many families, a vacation just isn’t the same without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Trailside Village: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Trailside Village

Trailside Village in Killington, Vermont, offers a fantastic vacation experience with its family-friendly atmosphere and scenic beauty. Explore the renowned Killington Resort for skiing and snowboarding, or take in the stunning views from Killington Mountain. Don't miss the charming nearby neighborhoods, where friendly locals enhance your visit. Enjoy the lovely river that winds through the area, creating a romantic setting perfect for relaxation and adventure alike in this historic region.

  • Woodstock: Located 13 miles away from Trailside Village, Woodstock is a charming town that offers a perfect blend of outdoor adventure and cultural experiences. Known for its picturesque landscapes, visitors can enjoy skiing at nearby resorts, hiking in the surrounding mountains, and exploring the scenic valleys. The town also features quaint shops, art galleries, and delightful eateries, making it a great spot for leisurely afternoons. Don’t miss the opportunity to visit local landmarks such as the serene lakes that dot the area, providing stunning backdrops for photography and relaxation.
  • Killington: As the home of Trailside Village, Killington is renowned for its winter sports and outdoor adventures. This vibrant city is a skier’s paradise, boasting some of the best ski fields and resorts in the East. Alongside skiing, visitors can engage in activities like snowboarding and snowshoeing during the winter months. In the warmer seasons, Killington transforms into a hub for hiking, mountain biking, and golfing, with breathtaking views of the surrounding mountains and valleys. The local landscape is perfect for outdoor enthusiasts looking to immerse themselves in nature.
  • Rutland: Situated 11 miles away from Trailside Village, Rutland is a city rich in history and outdoor recreation. Like its neighbors, Rutland offers excellent skiing opportunities, attracting adventure seekers year-round. The city is surrounded by beautiful valleys and mountains, providing ample hiking trails and scenic spots to explore. Local attractions include parks and lakes that are perfect for picnics, fishing, and enjoying the serene Vermont countryside. Rutland also boasts a vibrant downtown area with shops, restaurants, and community events that give visitors a taste of local culture.

Best time to go to Trailside Village

If you're planning a trip to Trailside Village, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in January to February and July, while off-peak times, like April to May and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.0°F (-7.800000000000001°C)Light RainMostly CloudyModerately HighSlightly High
February20.1°F (-6.6000000000000005°C)Light RainMostly CloudyModerately HighSlightly High
March28.4°F (-2.0°C)Light RainMostly CloudyAverageAverage
April40.6°F (4.800000000000001°C)Light RainMostly CloudyModerately LowSlightly Low
May54.1°F (12.3°C)Light RainMostly SunnyModerately LowSlightly Low
June61.5°F (16.400000000000002°C)Light RainMostly SunnyAverageAverage
July67.5°F (19.700000000000003°C)Light RainMostly SunnyModerately HighAverage
August65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
September58.6°F (14.8°C)Light RainMostly SunnyAverageSlightly Low
October46.9°F (8.3°C)Light RainMostly CloudyAverageAverage
November34.3°F (1.3°C)Light RainMostly CloudyModerately LowAverage
December25.3°F (-3.7°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. It truly pays to be the planner. When you join our travel rewards program, One Key, you can immediately access member discounts and earn or redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area where you can plan new getaways, refine your travel arrangements, or keep track of your reservations. Your saved or booked properties are neatly organized into categories: Potential Trips, Upcoming Trips, and Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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