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.

The large smart TV is ready for movie night. And yes, that "Ski On Ski Off" logo is accurate.
Sauna
Outdoor spa tub
Interior
Welcome to Ski On / Ski Off Paradise!

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Killington, VT
  • Place, Killington Resort
    ‪1 min walk‬
  • Place, Pico Mountain at Killington Ski Resort
    ‪14 min drive‬
  • Place, Killington Peak
    ‪21 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.
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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House Rules

Check in after 5:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed
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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.
Map
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

  • Rutland Station - 28 min drive
  • Rutland, VT (RUT-Rutland Southern Vermont Regional) - 39 min drive

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

Is Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too. pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.?

As of Dec 28, 2025, prices found for a 1-night stay for 2 adults at Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too. on Jan 20, 2026 start from $975.34, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.?

Check-in begins at 5:00 PM.

What time is check-out at Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.?

Check-out is at 10:00 AM.

Where is Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too. located?

Located in the mountains, this slopeside Killington condo building offers ski-in/ski-out access within 2 mi (3 km) of Killington Resort, Skye Peak Express Quad Ski Lift, and Bear Mountain Quad Ski Lift. Skyeship Express Gondola Stage II and Northbrook Quad Ski Lift are also within 2 mi (3 km).

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 window
Rating 10 - Excellent. 62 out of 71 reviews
Rating 8 - Good. 3 out of 71 reviews
Rating 6 - Okay. 4 out of 71 reviews
Rating 4 - Poor. 1 out of 71 reviews
Rating 2 - Terrible. 1 out of 71 reviews

9.8/10

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

8/10 Good

Kristie K.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Place is amazing. Well kept. The sauna and hot tub after skiing is such a great experience. The bus does not come near the house (to be expectate), and the shuttle service is extremely expensive. We were unable to get Ubers so plan accordingly. The communication is with AI. So be mindful to request shuttles, plow service, help as early as possible. We got stuck on the last hill driving up to the property Friday evening but were able to zig zag the tires out of it. The plow team came the next morning quickly so that we could get back down. Much appreciated. The checkout at 10am was not ideal. We did ask for a late checkout Saturday evening. Never heard a response from the host. We contacted Vrbo and they told us at 8:30am the morning of checkout that it would be 50 per hour to extend with the latest availability to leave at 1pm.
Stayed 2 nights in Dec 2025

10/10 Excellent

Jason

Liked: Cleanliness, amenities, property conditions & facilities, communication
Amazing ski-in/out property slope-side! We enjoyed our stay very much!
Stayed 1 night in Jan 2025

10/10 Excellent

Amy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Ski Trip

Great Location for ski i ski out- great hot tub and sauna! Highly recommend!
Stayed 3 nights in Jan 2025

10/10 Excellent

Norah K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Great time!
Stayed 2 nights in Dec 2024

8/10 Good

Margaret A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location!

The location is the best thing about this property. Easy access to the trail both in and out.
Stayed 3 nights in Mar 2022

10/10 Excellent

JP V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Killington

Great place for skiers. Direct access from home.
Stayed 4 nights in Mar 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet getaway

great place for a nice quiet getaway this summer. Very spacious and clean. We enjoyed our stay on the property. Nice area to walk the dogs outside.
Stayed 3 nights in Jul 2020

10/10 Excellent

Alex G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Killington

Great location. True ski on ski off.
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.

great location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: extremely easy check in and great location

10/10 Excellent

Maureen A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls weekend

We stayed in #5 and 6 there were 9 of us , it never felt crowded. Plenty of beds and towels . Both units had hot tubs and saunas , very clean. The access to the trail was perfect!
Stayed 3 nights in Mar 2023

10/10 Excellent

Elicia L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski on

It was a great trip. The beds were comfortable, the hot was really nice after a day of skiing. It was nice to come home for lunch instead of buying a $12 burger at the lodge.
Stayed 5 nights in Jan 2023

10/10 Excellent

Peter G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

You can’t beat this location if you ski at killington. Just make sure it’s the time of year that the skye ship gondola is running for ski in/ski out accessibility…. But besides that, this is a great condo.
Stayed 3 nights in Feb 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Stephen J.

Great

Townhouse was a great unit very clean and well equipped. Everyone in the party loved the stay. Hot tub was a great thing after a long day of skiing. Wood stove was a great bonus.

10/10 Excellent

tom n.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The entire process and stay at this rental was fantastic.

From check-in to check-out, the staff were helpful and nothing was over looked. The rental was well stocked with consumables; soap, paper towel, dishes, towels.. etc. The hot tub was maintained everyday.
Stayed 4 nights in Feb 2020
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Harley J.

STAY HERE!! ITS THE COOLEST CONDO IN KILLINGTON

I don't know if my review went through, but my girlfriend and I stayed here after a couple of friends recommended it and we had a blast in every aspect of the word! Thanks so much Kevin O'Neill and his crew of cool homies for making our stay as relaxing as possible:) Can't wait to come back!

10/10 Excellent

Tom N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great quick get away

We booked last minute for a short ski trip. The entire booking and arrival process was very easy. The property was perfect and the big pluses were being pet friendly and right on the slopes. We will definitely go back for a longer stay in the future as the accommodations were great - having our private sauna and hot tub were a very nice perk.
Stayed 2 nights in Feb 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Matthew N.

Ski the beast

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful, and relaxing
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Matthew N.

Ski the beast

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful, and relaxing
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Christina P.

Nice condo, great location!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall, nice condo! Beds are comfortable, plenty of towels, hot tub is a bonus! Location is great!
Stayed 3 nights in Feb 2018
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ryan S.

Trailside 6

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great spot! Loads of fun!

10/10 Excellent

George H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Ski Trip

Did a 3 three night family ski trip with 3 generations. Great place, clean and everything worked. Owner very responsive to several issues we had - staff fixed right away. Maintenance staff great guys - we had 15+ inches of snow one night and they had the place open and cars dug out. Would stay here again for sure.
Stayed 3 nights in Mar 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

nestor daniel f.

Perfect Condo!

First of all the property manager was amazing, I was really satisfied with this condo, I stayed here with my friends, excellent view and I will totally come back, I had a lot of fun with my friends skiing and snowboarding, and the management are very easy to speak with and I do recommend this condo!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Josselyn S.

Condo was great!

Rating Details: The property manager was adequately helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful time at SkiOnSkiOff! The condo was very clean and had everything we needed.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Perfect Ski Vacation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a blast. Two families - 4 adults 6 kids - ski on ski off....doesn't get better. The space was perfect!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Steven Y.

perfect spot for team green

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: my kids and i stay here for a week every march. the location right on the great eastern trail make it the perfect spot for all skiers of all abilities. we love this place!

About the host

Hosted by Simple Vacation Rentals

Host profile image
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.

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