Rent the full Slopeside Estate property — main home plus private guesthouse — for a spacious Killington retreat with room for up to 16 guests. Enjoy ski-in/ski-out access on Great Eastern when conditions allow, two hot tubs, sauna, theater room, pool table, wood-burning fireplace, multiple living areas, full kitchens, decks, grill space, and mountain views. Perfect for families, groups, wedding weekends, ski trips, and year-round getaways.

Experience the full Slopeside Estate property — the main home and private guesthouse rented together for one unforgettable Killington getaway. Set directly on the Great Eastern Trail with ski-in/ski-out access when conditions allow, this rare mountain retreat gives larger groups the perfect mix of shared gathering space, privacy, comfort, and year-round adventure.

The main estate is the heart of the property, designed for families, friends, and milestone mountain trips. The kitchen is set in its own dedicated space and is fully stocked for real meals at home, with high-end appliances, ample prep space, and everything your group needs for breakfast before the mountain, relaxed dinners, or snacks between adventures.

The dining room and living room share one spacious gathering area, making it easy for everyone to come together. Enjoy meals around the table, relax by the wood-burning fireplace, watch a movie, play games, or unwind after a full day exploring Killington.

After a day on the mountain, the main home makes it easy to relax and spread out. Soak in the private hot tub, unwind in the sauna, challenge the group to a game of pool, or settle into the theater room for movie night. With generous sleeping spaces, multiple bathrooms, and plenty of room to relax, the estate is ideal for large families, multi-family trips, wedding weekends, ski vacations, and group getaways.

Just steps away, the private guesthouse adds even more flexibility. It offers its own open kitchen and living area, smart TV, high-speed Wi-Fi, private deck, grill, hot tub, and mountain views. It is perfect for part of the group who may want a quieter space while still being connected to the rest of the stay — grandparents, another family, couples, or guests who appreciate a little extra privacy.

In the winter, enjoy the rare convenience of staying right on the Great Eastern Trail when conditions allow. Ski out in the morning, return home for lunch, and end the day between the hot tubs, sauna, fireplace, and theater room. In warmer months, the property is just as special, with easy access to Killington mountain biking, hiking, golf, restaurants, scenic drives, and peaceful time on the decks.

Renting the full Slopeside Estate property gives your group the best of both worlds: one private mountain retreat with two separate living spaces, multiple gathering areas, two hot tubs, a sauna, theater room, pool table, fireplace, mountain views, and room for up to 16 guests to enjoy Killington together without feeling crowded.

Whether you are planning a ski trip, summer mountain escape, fall foliage weekend, family reunion, wedding stay, or a special celebration, Slopeside Estate + Guesthouse offers the space, location, and amenities to make the trip feel effortless.

Why guests book the full property

Room for up to 16 guests
Main estate + private guesthouse rented together
Ski-in/ski-out access on Great Eastern when conditions allow
Two private hot tubs
Private sauna
Theater room
Pool table
Wood-burning fireplace
Chef’s kitchen in the main estate
Full kitchen in the guesthouse
Multiple living areas
Private decks, grill space, and mountain views
Great for families, groups, wedding weekends, ski trips, and year-round Killington getaways

Important Notes

Ski-in/ski-out access is available when the Great Eastern Trail is open and conditions allow. Trail access, snow conditions, and lift operations are controlled by Killington Resort and may vary throughout the season.

This listing includes both the main estate and the private guesthouse. Guests will have access to both spaces during their stay.
Ski On/Off: This home is located on the Great Eastern ski trail and offers ski on/off access when the trail is open. Early/late season trail conditions are weather-dependent, and neither the host nor property manager is responsible for these conditions. Reservations cannot be canceled due to weather or lack of snow, but our travel insurance has a weather clause that can be purchased. For up-to-date trail information, visit the Killington Resort website before booking. Your dates may fall under early/late season rates.
-Guest Occupancy: Do not exceed the agreed guest occupancy of 16 total. Over-occupancy will result in immediate eviction and fines.
-Minimum Rental Age: Guests must be 25 years or older to rent this property.
-Limitation of Liability: The owner and their rental agent shall not be held liable for any injuries or damages to the tenant, the tenant`s family, or guests that occur during the tenant`s occupancy of the property. The Tenant agrees to indemnify and hold the property manager and their representatives harmless from any and all claims, liabilities, or legal actions arising from the Tenant`s use or occupancy of the premises.