If you’re planning a Vermont getaway with family or friends, you’ll want space, comfort, and easy access to everything the Green Mountains have to offer. That’s where Killington Rental Associates comes in. Our collection of large homes and condos is designed for groups who want to stay together while enjoying all the outdoor adventures this area provides. From fall foliage hikes and mountain biking to winter ski trips, Killington lodging is best booked early. Ski season is our busiest time of year, and the best selection of homes is available right now. Secure your stay before calendars fill up and start planning your next mountain escape!
Summit View
Summit View is one of our largest Killington lodging options, designed to bring everyone together under one roof. With seven bedrooms and space for fourteen guests, the home is built for gatherings.
Cathedral ceilings and a stone fireplace create a true mountain lodge atmosphere, while the rustic bar room and downstairs game space keep the energy high after a day outdoors. The kitchen is fully equipped for group cooking, and there’s plenty of seating for shared meals.
Outside, the hot tub offers a relaxing way to end the evening, or you can enjoy the private sauna. From family ski trips to foliage weekends with friends, Summit View has the size and amenities to handle it all.
Featured Amenities
- 7 Bedrooms/4 Bathrooms
- Sleeps 14
- Private indoor sauna
- Game room
- Hot tub
Bear Run
Bear Run balances comfort with convenience in a three-level design that makes spreading out easy. The lower level includes a family room with sectional seating, a widescreen TV, foosball table, and a gas fireplace, making it the perfect gathering spot after a day on the mountain.
Upstairs, the living room opens to mountain views and connects to a large eat-in kitchen. Step outside onto the wrap-around deck to grill, dine, or simply enjoy the fresh air. Bedrooms are spread across the home for flexibility, and new Sealy mattresses ensure a good night’s sleep. Located close to Bear Mountain and Snowshed, this property puts you minutes from the slopes and trails.
Featured Amenities
- 5 Bedrooms/4 Bathrooms
- Sleeps 12
- Pet friendly
- Wrap-around deck
- Gas fireplaces
Whiffletree Condo Unit D8
Whiffletree D8 is ideal for groups who want convenience in the heart of Killington. This four-bedroom condo has two levels, with a bright living room anchored by a gas fireplace and a balcony for taking in the views.
The main floor includes two queen bedrooms and an updated kitchen, while the upstairs offers a bunk room and a twin bedroom that work well for mixed groups. In winter, the free shuttle runs to Snowshed base lodge, and a ski-home trail brings you back when natural snow allows. In summer, you’re just a short walk from Killington Golf Course and have access to the outdoor pool.
Featured Amenities
- 4 Bedrooms/2 Bathrooms
- Sleeps 10
- Shuttle available in winter
- Walking distance to Killington Golf Course
- Fireplace
Highridge Condo Unit D19
Highridge D19 combines classic condo comfort with resort-style amenities. The main level has a wood-burning fireplace in the living room, a dining space, and a well-equipped kitchen.
Bedrooms are arranged for both privacy and convenience, including a king suite with whirlpool tub, a twin room, and an upstairs queen bedroom with its own bath and private sauna. Guests also enjoy access to the Highridge Sports Center, which features an indoor pool, hot tub, fitness room, and game room.
Shuttle service runs on weekends and holidays in winter, and a ski-home trail makes it easy to end the day back at your door.
Featured Amenities
- 3 Bedrooms/3 Bathrooms
- Sleeps 8
- Private sauna
- Wood-burning fireplace
- Fitness room, indoor pool, hot tub, and game room in Sports Center
Birch Beauty
Birch Beauty offers a mix of charm and comfort in a three-bedroom, 3.5-bathroom home with space for eight. The open main level brings together the kitchen, dining area, and living room for relaxed meals and movie nights.
Downstairs, the king suite with an electric fireplace creates a quiet retreat. Outside, the large deck and hot tub give guests a place to enjoy the mountain air year-round. The spacious yard makes this property feel private, and the fact that it’s pet-friendly means no one gets left behind. Birch Beauty is an excellent choice for groups who want both convenience and a warm, welcoming home base.
Featured Amenities
- 3 Bedrooms/3.5 Bathrooms
- Sleeps 8
- Pet friendly
- Large deck
- Hot tub
Ready to Book Your Killington Vacation?
With fall colors, crisp mountain air, and ski season on the horizon, now is the perfect time to plan a Killington getaway. Whether you need a spacious private home, a slope-side condo, or something in between, our Killington lodging options give groups and families the space and amenities to stay together in comfort. Booking directly with Killington Rental Associates means you get access to our complete inventory and the best rates. So, what are you waiting for? Beat the crowds and reserve your stay today!
See All Killington Lodging Rentals
Frequently Asked Questions about Killington Lodging
Does Killington have ski-in/ski-out vacation rentals?
Yes, at Killington Rental Associates, we offer ski-on, ski-off rentals that make hitting the slopes effortless. You can ski out in the morning and return right to your door after a day on the mountain. Options include pet-friendly condos, homes with hot tubs, and properties near both Killington and Pico Mountain. Après-ski fun is just as easy, with local bars and restaurants nearby.
Where are Killington ski-in, ski-out rentals located?
Our ski-on, ski-off properties are found in Sunrise Village and Pico Resort. From Sunrise Village, you can ski directly to the Sunrise Triple chairlift and return via Bear Cub, Sunrise, or Sun Dog trails. Pico Resort condos are located right at the base near the Pico Fitness Center.
Do Killington vacation rentals offer shuttle service to the ski resorts?
Yes! Highridge Condos provide a complimentary shuttle on weekends and holidays, plus access to ski-home trails when conditions allow. This makes it easy to reach the lifts without worrying about parking.
Is Killington good for a group vacation?
Absolutely! Killington lodging offers everything from expansive private homes to condos with shared game rooms, pools, and hot tubs. Whether you’re traveling with extended family or a group of friends, you’ll find the perfect setup to stay close together while enjoying Vermont’s year-round activities.