Entire home

Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail

Holiday home with kitchen, steps from Killington Resort

Photo gallery for Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail

Living area
Exterior
Living area
Outdoor spa tub
Living area
4 bedrooms4 bathroomsSleeps 8284.1 sq m

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Explore the area

View map
Killington, VT
  • Place, Killington Resort
    ‪1 min walk‬
  • Place, Killington Adventure Center
    ‪4 min drive‬
  • Place, Killington Golf Course
    ‪4 min drive‬
  • Airport, Rutland, VT (RUT-Rutland Southern Vermont Regional)
    ‪32 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

King Bedroom

1 King Bed

Lower Level - Queen Plus Twin Bedroom

1 Single Bed and 1 Queen Bed

Lower Level - Twin Bedroom

2 Single Beds

Queen Bedroom

1 Queen Bed

4 bathrooms

Bathroom 4

Toilet · Shower only

King Ensuite

Toilet · Shower only

Queen Ensuite

Toilet · Shower only

Queen Twin Ensuite

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Garden
Dining area

About this property

Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail

EASTWOOD CHALET: A CURATED MOUNTAIN RETRO SANCTUARY
Some places you rent. This one, you remember.

Step away from the crowds and find your rhythm in a 3,000-square-foot sanctuary designed to be your private buffer from the world. Positioned as the very first residence on East Mountain Road, the Eastwood Chalet offers a strategic launchpad for your Killington adventure. When you book with us, you unlock exclusive guest access to discounted lift tickets and professional ski/board rentals delivered straight to the house, allowing you to bypass the rental lines and head straight for the peaks.

This home merges a sophisticated "Mountain Retro" aesthetic with a rare architectural advantage: four full bathrooms for eight guests. This layout ensures your group moves seamlessly from the breakfast table to the mountain without the morning bottlenecks common in smaller rentals. You are located just a short walk from the Highridge ski home trail and only minutes from the vibrant dining scene of the Killington Access Road.

THE FIVE-LEVEL ARCHITECTURAL LAYOUT
The home is spread across five distinct split levels to provide maximum privacy for multi-family groups:

• LEVEL 1 (LOWER RECOVERY HUB): This secluded level features the private indoor sauna and two bedrooms. One is a Queen suite with a 55-inch TV and ensuite bath; the second bedroom features two Twin beds with a full bathroom located just steps away in the hallway.
• LEVEL 2 (ENTRY & PRIMARY): The gateway to the home featuring an oversized wood-paneled mudroom with dedicated ski/board racks and family-sized Connect 4. This level houses the King Primary Suite with a newly renovated ensuite bathroom and smart TV.
• LEVEL 3 (SOCIAL HEART): A soaring living room with vaulted ceilings, a wood-burning fireplace, and a 65-inch Roku TV. This level contains the chef's kitchen and a dedicated workspace with a monitor and office chair.
• LEVEL 4 (ENTERTAINMENT HUB): An upper landing featuring a secondary lounge with a sectional, a 50-inch Samsung Smart TV, a game table, and a privacy divider.
• LEVEL 5 (THE LOFT RETREAT): Located another half-flight up from the entertainment hub, this quiet private bedroom features two Twin beds.

CURATED AMENITIES AND FEATURES
We've focused on the transition between active days and relaxed evenings:

• THE CHEF'S QUARTERS: A fully equipped kitchen on the main floor with white cabinetry, a drip coffee maker, Keurig, Moka pot, and toaster oven.
• DEDICATED WORKSPACE: Located within the kitchen area and equipped with a monitor, keyboard, mouse, and an ergonomic office chair for remote productivity.
• PRIVATE INDOOR SAUNA: A wood-paneled dry sauna designed to warm up after a full day on the mountain.
• FOREST-VIEW JETTED TUB: An oversized jacuzzi for two, framed by floor-to-ceiling windows for a soak with a view.
• OUTDOOR OASIS: A private cedar deck featuring a 6-person dining table, a hammock, and a large hot tub.
• WINTER SAFETY: Heated walkway mats lead directly to the hot tub for safe, ice-free access during the winter months.
• GENTLE CLIMATE: Every room is outfitted with individual mini-split heating and air conditioning units for custom comfort.

TACTICAL POSITIONING AND LOGISTICS
We have eliminated the friction of mountain travel with a location that prioritizes your time on the snow:

• SHUTTLE CONVENIENCE: The Highridge shuttle is a short .2 mile walk away and runs every 15 to 30 minutes to Snowshed Lodge, allowing you to skip the base area parking stress.
• WALK-OFF ACCESS: Enjoy a short walk from the Highridge ski home trail for a "walk-off" finish directly back to the house.
• LOCAL PROXIMITY: We are a 5-minute drive to K-1 Lodge and Snowshed, and just minutes from icons like the Wobbly Barn and Pickle Barrel.
• ARRIVE EASY: A large, flat, plowed driveway accommodates multiple vehicles and trailers without the stress of a steep mountain incline.

KNOW BEFORE YOU BOOK
To ensure the best stay for all guests, please note the following property disclosures:

• ALLERGY NOTICES: Our owners bring a dog and a cat when they visit; guests with significant pet allergies should consider this. Additionally, some bed pillows and the buffalo check throw pillows contain down feathers.
• PET POLICY: We are pet-friendly! Guests bringing four-legged family members will incur an additional cleaning fee, which must be declared at the time of booking.
• SECURITY: The front door and driveway have security cameras that are disabled during guest stays.
• ACCESS RESTRICTIONS: Guests have full home access except for two owner closets in the entryway and one locked closet in the kitchen.

SECURE YOUR DATES AT THE EASTWOOD CHALET
Don't settle for a standard rental when you can have a curated mountain sanctuary. Whether you are here for the first chair on a powder day or a quiet retreat under the Vermont stars, the Eastwood Chalet is ready to be your basecamp.

THE HOST PROMISE
This property is professionally managed by Simple Vacation Rentals. We are a team of Killington locals who live here year-round, offering 24/7 reliability and the insider knowledge found in your digital Boarding Pass. We are committed to maintaining an authentic, well-cared-for home for guests who notice the difference.

• SELECT YOUR DATES and click "Book Now" or "Request to Book" to lock in your retreat.
• HAVE QUESTIONS? Send us a message! As local experts, we are here to help you plan the perfect Killington getaway.

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Amenities

Hot tub
Kitchen
Washing machine
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Killington

Located in Killington, this holiday home is in a rural area and in the mountains. Killington Resort and Pico Mountain at Killington Ski Resort are worth checking out if an activity is on the agenda. Looking to enjoy an event or a game while in town? See what's happening at Killington School for Tennis or Spartan Arena. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as ice skating and snowmobiling.
Map
Killington, VT

What's nearby

  • Killington Resort - 1 min walk - 0.0 km
  • Killington Adventure Center - 4 min drive - 1.9 km
  • Killington Golf Course - 4 min drive - 1.9 km
  • Black Dog Sports - 4 min drive - 2.2 km
  • Pico Mountain at Killington Ski Resort - 11 min drive - 10.1 km

Getting around

  • Rutland Station - 27 min drive
  • Rutland, VT (RUT-Rutland Southern Vermont Regional) - 35 min drive

Restaurants

  • ‪Sushi Yoshi - ‬6 min drive
  • ‪Snowshed Bar - ‬5 min drive
  • ‪Vermont Craft - ‬5 min drive
  • ‪The Lookout Tavern - ‬6 min drive
  • ‪Sunup Bakery - ‬5 min drive

Frequently asked questions

Is Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail?

On-site parking is available at the property.

What time is check-in at Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail?

Check-in begins at 5:00 PM.

What time is check-out at Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail?

Checkout is at 10:00 AM.

Where is Eastwood Chalet - 4BR Killington Chalet | 4 Full Baths | Private Sauna & Hot Tub | Walk-Off Trail located?

Situated in the mountains, this holiday home is within 1 mi (2 km) of Killington Golf Course and Killington Resort. Snowshed Express Quad Ski Lift and Killington Adventure Center are also within 2 miles (3 km).

About the host

Hosted by Simple Vacation Rentals

Host profile image
Simple Vacation Rentals is a team of Killington locals led by Dave McComb who live and work in the mountains year-round. We believe that the best vacation experiences come from a combination of professional reliability and deep local roots. Our goal is to provide more than just a place to stay; we curate sanctuaries for adventure-seeking families who value both character and convenience. By choosing a home managed by our team, you gain 24/7 support from residents who are just minutes away and ready to assist with any needs that arise during your stay. We also provide every guest with an exclusive digital boarding pass that contains all our local secrets, shuttle tips, and house specifics to ensure your transition from arrival to the first chair on the mountain is completely seamless.

We chose to manage the Eastwood Chalet specifically because it addresses the tactical needs of larger groups that many other mountain rentals overlook. The presence of five full bathrooms for eight guests is a significant advantage that eliminates the morning rush and allows everyone to maximize their time on the slopes. This home strikes a perfect balance between its quiet, forest-view location on East Mountain Road and its immediate proximity to the Highridge ski home trail and the Access Road dining scene. We take great pride in maintaining the home's unique mountain retro aesthetic and high-value amenities like the large hot tub and private sauna, ensuring that the property remains an authentic and high-character retreat for guests who notice and appreciate the finer details of a well-cared-for home.

Languages:

English, Spanish

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