Condo
Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.
Ski-in/ski-out condo with hot tub
Photo gallery for Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.





Reviews
9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8
Popular amenities
Explore the area

Killington, VT
- Place, Killington Resort1 min walk
- Place, Pico Mountain at Killington Ski Resort14 min drive
- Place, Killington Peak21 min drive
- Airport, Rutland, VT (RUT-Rutland Southern Vermont Regional)35 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom #1
1 King Bed and 1 Double Sofa Bed
Bedroom #2
1 Queen Bed
Bedroom #3
1 Twin Bunk Bed
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Dining area
About this property
Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.
Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna
This is the slopeside ski vacation you have been trying to find. Trailside Six is a true ski-on, ski-off three-bedroom condo that sleeps eight, located directly on Killington's Great Eastern trail.
Forget the parking lots and shuttle buses. Your stay includes boot and glove dryers in the entry, a real wood-burning stove for an authentic "après-ski" feel, and the two key amenities skiers search for: a private hot tub on the deck and a private indoor sauna.
Cook Together Eat Better
The main level features an open-plan great room that connects the living, dining, and kitchen areas. The kitchen is fully equipped for making real meals, so you can gather the group for a big breakfast before hitting the slopes or a relaxing dinner in front of the fire.
The main floor also includes a Queen bedroom and a fully renovated bathroom with a walk-in rainfall shower.
Rest For The Whole Group
Upstairs, you will find two more bedrooms and a second full bathroom with a double vanity, ensuring there is no wait time in the morning. One bedroom features a full-over-full bunk bed and its own TV, making it a perfect kids' space. The primary King bedroom includes an additional sofa bed, offering flexible sleeping arrangements for your group.
This property is professionally managed by a local team, ensuring your stay is seamless. All-wheel drive or 4-wheel drive with snow tires is recommended for winter access. Dogs are welcome with a pet fee. The hot tub is available year-round (an optional setup fee applies outside of peak ski season).
Guests receive exclusive ski and snowboard rental discounts with local Killington partners, plus limited lift ticket deals based on availability.
• 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. For up-to-date trail information, visit the Killington Resort website before booking. Your dates may fall under early/late season rates.
• Private Shuttle Services: In partnership with Ski On Ski Off Killington, we provide private shuttle services to the ski lifts and town for an additional fee. Contact us for details.
• Rental Agreement: Guests must e-sign and return our written rental agreement.
• Hot Tub: The hot tub is included for peak ski season weekends (late December to mid-March). For all other periods, there is an optional $195 setup fee. You understand that use of the hot tub is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless.
• Guest Occupancy: Do not exceed the agreed guest occupancy. Over-occupancy will result in immediate eviction and fines.
• Minimum Rental Age: Guests must be 25 years or older to rent this property.
• Shoes: Please do not wear shoes inside the house.
• Check-In/Out: Smart lock door codes will be provided for contactless check-in and check-out. While we offer some flexibility with check-in and check-out times depending on other bookings, guaranteed early check-in or late check-out may be available for an additional fee.
• Smoking Policy: The entire home is non-smoking, including e-cigarettes. Smoking is only permitted outdoors. A $750 fine will be charged for smoking inside the house.
• Cameras: For safety and security, there are exterior cameras on the property capable of recording at all times. There are no cameras in any living areas.
• Quiet Hours: Quiet hours are from 10 PM to 8 AM. The property may use Minut, a smart home device that monitors noise levels to address disturbances without disrupting your stay. Minut is 100% privacy compliant and required for this property. Please reach out if you have questions.
• Fireworks: Fireworks are not permitted at this property.
• Parties/Events: Parties and events are not allowed.
• Pets: This property is pet friendly with the payment of our non-refundable pet fee per dog.
• Winter Weather: Winter weather can be unpredictable. We do not offer refunds due to weather or ski trail conditions and recommend purchasing travel insurance for unforeseen events. All-wheel drive and winter tires are strongly recommended.
• Please be advised that this property utilizes a ladder to access the bunk beds. By renting this property, you are agreeing to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladder.
• 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.
This is the slopeside ski vacation you have been trying to find. Trailside Six is a true ski-on, ski-off three-bedroom condo that sleeps eight, located directly on Killington's Great Eastern trail.
Forget the parking lots and shuttle buses. Your stay includes boot and glove dryers in the entry, a real wood-burning stove for an authentic "après-ski" feel, and the two key amenities skiers search for: a private hot tub on the deck and a private indoor sauna.
Cook Together Eat Better
The main level features an open-plan great room that connects the living, dining, and kitchen areas. The kitchen is fully equipped for making real meals, so you can gather the group for a big breakfast before hitting the slopes or a relaxing dinner in front of the fire.
The main floor also includes a Queen bedroom and a fully renovated bathroom with a walk-in rainfall shower.
Rest For The Whole Group
Upstairs, you will find two more bedrooms and a second full bathroom with a double vanity, ensuring there is no wait time in the morning. One bedroom features a full-over-full bunk bed and its own TV, making it a perfect kids' space. The primary King bedroom includes an additional sofa bed, offering flexible sleeping arrangements for your group.
This property is professionally managed by a local team, ensuring your stay is seamless. All-wheel drive or 4-wheel drive with snow tires is recommended for winter access. Dogs are welcome with a pet fee. The hot tub is available year-round (an optional setup fee applies outside of peak ski season).
Guests receive exclusive ski and snowboard rental discounts with local Killington partners, plus limited lift ticket deals based on availability.
• 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. For up-to-date trail information, visit the Killington Resort website before booking. Your dates may fall under early/late season rates.
• Private Shuttle Services: In partnership with Ski On Ski Off Killington, we provide private shuttle services to the ski lifts and town for an additional fee. Contact us for details.
• Rental Agreement: Guests must e-sign and return our written rental agreement.
• Hot Tub: The hot tub is included for peak ski season weekends (late December to mid-March). For all other periods, there is an optional $195 setup fee. You understand that use of the hot tub is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless.
• Guest Occupancy: Do not exceed the agreed guest occupancy. Over-occupancy will result in immediate eviction and fines.
• Minimum Rental Age: Guests must be 25 years or older to rent this property.
• Shoes: Please do not wear shoes inside the house.
• Check-In/Out: Smart lock door codes will be provided for contactless check-in and check-out. While we offer some flexibility with check-in and check-out times depending on other bookings, guaranteed early check-in or late check-out may be available for an additional fee.
• Smoking Policy: The entire home is non-smoking, including e-cigarettes. Smoking is only permitted outdoors. A $750 fine will be charged for smoking inside the house.
• Cameras: For safety and security, there are exterior cameras on the property capable of recording at all times. There are no cameras in any living areas.
• Quiet Hours: Quiet hours are from 10 PM to 8 AM. The property may use Minut, a smart home device that monitors noise levels to address disturbances without disrupting your stay. Minut is 100% privacy compliant and required for this property. Please reach out if you have questions.
• Fireworks: Fireworks are not permitted at this property.
• Parties/Events: Parties and events are not allowed.
• Pets: This property is pet friendly with the payment of our non-refundable pet fee per dog.
• Winter Weather: Winter weather can be unpredictable. We do not offer refunds due to weather or ski trail conditions and recommend purchasing travel insurance for unforeseen events. All-wheel drive and winter tires are strongly recommended.
• Please be advised that this property utilizes a ladder to access the bunk beds. By renting this property, you are agreeing to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladder.
• 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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Hot Tub
Kitchen
Washer
Dryer
Pet friendly
Free WiFi
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9.6 out of 10, Exceptional, (25 reviews)
House Rules
Check in after 5:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the neighborhood
Killington
Located in Killington, this condo is in a rural area and in the mountains. Calvin Coolidge Homestead and Calvin Coolidge Historic Site are local landmarks, and the area's natural beauty can be seen at Gifford Woods State Park and Coolidge State Park. Looking to enjoy an event or a game while in town? See what's happening at Killington School for Tennis or Spartan Arena. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Killington, VT
What's nearby
- Killington Resort - 1 min walk - 0.0 km
- Sunrise Village Triple Ski Lift - 4 min drive - 2.5 km
- Pico Mountain at Killington Ski Resort - 14 min drive - 17.6 km
- Killington Peak - 21 min drive - 6.2 km
- Okemo Mountain Resort - 27 min drive - 33.6 km
Getting around
Restaurants
- Vermont Craft - 11 min drive
- The Lookout Tavern - 12 min drive
- Snowshed Bar - 12 min drive
- Killington Distillery - 12 min drive
- Clubhouse Bar & Grill - 10 min drive
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Eco-friendliness
10/10
Check-in
9.4/10
Communication
9.8/10
Location
9.6/10
Listing accuracy
Reviews
Dec 14, 2025
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Stayed 2 nights in Dec 2025
10/10 Excellent
Jason
Jan 13, 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
Jason
Stayed 1 night in Jan 2025
10/10 Excellent
Amy D.
Feb 3, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Ski Trip
Amy D.
Stayed 3 nights in Jan 2025
10/10 Excellent
Norah K.
Dec 29, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect
Norah K.
Stayed 2 nights in Dec 2024
8/10 Good
Margaret A.
Mar 7, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location!
Margaret A.
Stayed 3 nights in Mar 2022
10/10 Excellent
JP V.
Mar 31, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Killington
JP V.
Stayed 4 nights in Mar 2024
10/10 Excellent
Verified traveler
Aug 19, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet getaway
Verified traveler
Stayed 3 nights in Jul 2020
10/10 Excellent
Alex G.
Feb 17, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Killington
Alex G.
Stayed 3 nights in Feb 2020
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Kevin and Betsie O.
Sep 22, 2022
great location
Kevin and Betsie O.
10/10 Excellent
Maureen A.
Mar 12, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls weekend
Maureen A.
Stayed 3 nights in Mar 2023
10/10 Excellent
Elicia L.
Jan 27, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ski on
Elicia L.
Stayed 5 nights in Jan 2023
10/10 Excellent
Peter G.
Feb 27, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Peter G.
Stayed 3 nights in Feb 2023
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Stephen J.
Feb 5, 2014
Great
Stephen J.
10/10 Excellent
tom n.
Mar 4, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
The entire process and stay at this rental was fantastic.
tom n.
Stayed 4 nights in Feb 2020
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Harley J.
Dec 26, 2016
STAY HERE!! ITS THE COOLEST CONDO IN KILLINGTON
Harley J.
10/10 Excellent
Tom N.
Mar 2, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great quick get away
Tom N.
Stayed 2 nights in Feb 2023
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Matthew N.
May 18, 2022
Ski the beast
Matthew N.
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Matthew N.
Feb 7, 2017
Ski the beast
Matthew N.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Christina P.
Feb 17, 2018
Nice condo, great location!
Christina P.
Stayed 3 nights in Feb 2018
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Ryan S.
Jan 16, 2021
Trailside 6
Ryan S.
10/10 Excellent
George H.
Mar 6, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Ski Trip
George H.
Stayed 3 nights in Mar 2023
This review was submitted before 2018 and has not been verified.
10/10 Excellent
nestor daniel f.
Feb 3, 2017
Perfect Condo!
nestor daniel f.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Josselyn S.
Mar 28, 2022
Condo was great!
Josselyn S.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
May 18, 2022
Perfect Ski Vacation
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Steven Y.
Apr 2, 2019
perfect spot for team green
Steven Y.
About the host
Hosted by Simple Vacation Rentals
At Ski On Ski Off Killington, we curate exceptional luxury mountain escapes in Killington, Vermont's premier destination for outdoor enthusiasts. Our carefully selected properties offer the perfect blend of upscale comfort, unparalleled convenience, and seamless access to the slopes.
From elegant ski-in/ski-out condos to spacious, beautifully appointed mountain homes, each property is designed with discerning travelers in mind. Impeccable interiors, thoughtful amenities, and stunning views ensure every moment feels indulgent. Our commitment to seamless service, from effortless check-ins to personalized recommendations, guarantees a stay that is as refined as it is relaxing.
Elevate your mountain getaway with Ski On Ski Off Killington - where luxury meets adventure, and every detail is designed to exceed expectations.
From elegant ski-in/ski-out condos to spacious, beautifully appointed mountain homes, each property is designed with discerning travelers in mind. Impeccable interiors, thoughtful amenities, and stunning views ensure every moment feels indulgent. Our commitment to seamless service, from effortless check-ins to personalized recommendations, guarantees a stay that is as refined as it is relaxing.
Elevate your mountain getaway with Ski On Ski Off Killington - where luxury meets adventure, and every detail is designed to exceed expectations.
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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