Eastwood Chalet At Killington: 4 Bedroom Retreat in the Heart of Vermont

Ski-themed living room combining cozy mountain vibes with personal pop-culture touches. Large, light
Ski-themed living room combining cozy mountain vibes with personal pop-culture touches. Large, light
Killington Home Rental
Killington Home Rental

Eastwood Chalet At Killington: 4 Bedroom Retreat in the Heart of Vermont

Located in Killington, VT, this celebrated, 4-bedroom Eastwood Chalet provides an unparalleled experience for your getaway.


Vacation Home in Killington Vermont

How Many Bedrooms? 4 Bedrooms • Sleeps 8
How Many Bathrooms? 4 Full Bathrooms
How Much Living Space? 3058 sqft.
Location Setting: Mountains
Air Conditioning: Yes
Internet: Internet Access
Television: Television
Washer/Dryer: Yes
Rates from $795 per night
Additional fees may apply
Book Direct 115 Rentals Available
Reservations and Guest Services at Simple Vacation Rentals

In Business Since 2020


Daytime Phone Number
Evening Phone Number
Text Number
Reference this Property as:

Property #185972
Eastwood Chalet at Killington


Rates & Availability (USD)

From $795 per night

Availability details can be found on the Simple Vacation Rentals website.

Book Direct through Simple Vacation Rentals for maximum savings and service!

Availability Details

Available
Already Booked
Season Nightly Weekly Monthly
2025
Dec 12, 2025 - Mar 14, 2026
$1,595 n/a n/a
2026
Mar 15, 2026 - Dec 17, 2026
$795 n/a n/a
2026
Dec 18, 2026 - Mar 27, 2027
$1,595 n/a n/a
2027
Mar 28, 2027 - Dec 16, 2027
$795 n/a n/a

Property Description

Eastwood Chalet: A Curated Mountain Retro Sanctuary

Some places you rent. This one, you remember.

Step away from the crowds and reclaim your rhythm in a 3,000-square-foot home designed to be your private buffer from the world. Positioned as the very first residence on East Mountain Road, the Eastwood Chalet offers a tactical advantage for your Killington retreat. Book with us and receive exclusive access to discounted lift tickets and ski/board rentals delivered to the house, allowing you to bypass rental lines.

We have combined a sophisticated "Mountain Retro" aesthetic with four full bathrooms for eight guests, ensuring your group moves seamlessly without morning bottlenecks. You are positioned just a short walk from the Highridge ski home trail and minutes from the heartbeat of the Access Road eateries.

The Architectural Layout

The Eastwood Chalet is intelligently designed across five split levels, providing natural separation and privacy for multi-family groups:

  • Level 1 (Lower Recovery Hub): Private indoor sauna and two bedrooms: Queen suite with 55-inch TV and ensuite bath, and second bedroom with two Twin beds and a full hallway bathroom.
  • Level 2 (Entry & Primary): Oversized wood-paneled mudroom, dedicated ski/board racks, family-sized Connect 4, and King Primary Suite with newly renovated ensuite bath and smart TV.
  • Level 3 (Social Heart): Vaulted living room, Broyhill sectional, wood-burning fireplace, 65-inch Roku TV, chef's kitchen, and dedicated workspace with monitor, keyboard, mouse, and ergonomic chair.
  • Level 4 (Entertainment Hub): Upper landing with sectional, 50-inch Samsung Smart TV, game table, and privacy divider.
  • Level 5 (The Loft Retreat): Quiet private bedroom with two Twin beds, half-flight up from the entertainment hub.

Amenities & Features

  • The Chef's Quarters: Fully equipped kitchen with white cabinetry, drip coffee maker, Keurig, Moka pot, and toaster oven.
  • Dedicated Workspace: Located in kitchen area, monitor, keyboard, mouse, and ergonomic office chair for remote work.
  • Private Indoor Sauna: Wood-paneled dry sauna for warming up after a day on the mountain.
  • Forest-View Jetted Tub: Oversized jacuzzi for two with floor-to-ceiling windows.
  • Outdoor Oasis: Private cedar deck with 6-person dining table, hammock, and large hot tub.
  • Winter Safety: Heated walkway mats for safe access to the hot tub during winter.
  • Gentle Climate: Individual mini-split heating and air conditioning units in every room for custom comfort.

Tactical Positioning & Logistics

  • Exclusive Guest Perks: Access to discounted lift tickets and ski/board rentals delivered to the house.
  • Shuttle Convenience: Highridge shuttle 0.2 mile walk away, runs every 15–30 minutes to Snowshed Lodge.
  • Walk-Off Access: Short walk from Highridge ski home trail for a "walk-off" finish directly back to the house.
  • Local Proximity: 5-minute drive to K-1 Lodge and Snowshed, minutes from Wobbly Barn and Pickle Barrel.
  • Arrive Easy: Large flat, plowed driveway accommodates multiple vehicles and trailers.

Know Before You Book

  • Allergy Notices: Owners bring a dog and cat; guests with significant pet allergies should consider this. Some pillows contain down feathers.
  • Pet Policy: Pet-friendly; additional cleaning fee applies, must be indicated at booking.
  • Security: Front door and driveway cameras disabled during guest stays.
  • Access Restrictions: Full home access except two owner closets in entryway and one locked kitchen closet.

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.

If you are looking for a Killington ski house or a Vermont retreat with a hot tub for any season, Eastwood Chalet will welcome you with space, comfort and a memorable mountain atmosphere.

Proximity

SKI RESORTS Killington Snowshed Base (1.4 miles), Killington K1 Base (2 miles), Bear Mountain Lodge (2.7 miles), Skyeship Base (3.1 miles), Pico Mountain (6.2 miles)
SHUTTLE Shuttle to Snowshed Lodge 0.2 mile walk away
NIGHTLIFE Wobbly Barn (1.7 miles), The Lookout Tavern (1.8 miles), Pickle Barrel (2.2 miles), The Gondoughla (2.3 miles), JAX Food & Games (2.3 miles), The Foundry at Summit Pond (2.8 miles), McGrath's Irish Pub (5.6 miles)
RESTAURANTS Preston's (1.3 miles), Simple Sundries (1.4 miles), Killington Distillery (1.5 miles), Yama Ramen (1.5 miles), Wobbly Barn (1.7 miles), Charity's 1887 Saloon (1.8 miles), Choices (1.8 miles), Domenic's Pizzeria (1.8 miles), Liquid Art (2 miles), Casey's Caboose (2 miles), Sushi Yoshi (2.2 miles), The Garlic (2.2 miles)
BREAKFAST & CAFÉS Cluckin Cafe on the Mountain (1.4 miles), Sunup Bakery (1.7 miles), Liquid Art (2 miles), Summit Lodge (3 miles), Back Country Cafe (3.1 miles)
GOLF Killington Golf Course (1.2 miles), Green Mountain National Golf Course (6.8 miles)
WEDDINGS Killington Grand Resort Hotel (1.1 miles), Mountain Top Resort (17 miles), The Woodstock Inn & Resort (18 miles)
MEDICAL Killington Medical Clinic (1.6 miles), Community Health Rutland (15 miles), Rutland Regional Medical Center (15 miles)
AIRPORT Rutland Regional Airport (21 miles), Burlington International Airport (93 miles), Manchester-Boston Regional Airport (112 miles), Albany International Airport (114 miles), Plattsburgh International Airport (116 miles), Portsmouth International Airport (148 miles), Boston Logan Airport (159 miles)


Activities and Special Interests

This property provides access to the following activities and special interests:

» Biking
» Fishing
» Golfing
» Hiking
» Mountain Biking
» Skiing
» Cross Country Skiing
» Kayaking
» Snowmobiling

Property Features

» Towels/Linens
» Refrigerator
» Coffee Maker
» Microwave
» Dishes/Utensils
» Stove
» Toaster
» Oven
» Freezer
» Parking
» Hair Dryer
» Iron / Ironing Board

Suitability

» Children Welcome

Featured Amenities

» Fireplace
» Air Conditioning
» Television
» Hot Tub
» Dishwasher
» Grill
» Internet Access
» Washer/Dryer

Entertainment

» Game Room
» Board Games
» Basketball Court

Outdoor

» Garden

Other Property Amenities

24Hr Check-In, Enhanced Cleaning Practices, Self Check In / Check Out, Carbon Monoxide Detector, First Aid Kit, Fire Extinguisher, Smoke Detector, Deadbolt Lock, Outdoor Lighting, Pets Considered, Smoking Not Allowed, Minimum Age Limit, Dedicated Workspace, Laptop Friendly, Jacuzzi, Kitchen, Dining Area, Kettle, Cooking Basics, Wine glasses, Dining table, Heating, Living Room, Shampoo, Essentials, Private Entrance, Smartlock, Self Check-In, Patio Or Balcony, Garden Or Backyard, Fire Pit, Outdoor seating