Killington, VT
Eastwood Chalet at Killington
4 bedrooms
4 bathrooms
8 guests
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) |
Amenities
Changeover/Arrival Day
24Hr Check-In
Cleanliness
Enhanced Cleaning Practices
Self Check In / Check Out
Safety Features
Carbon Monoxide Detector
First Aid Kit
Fire Extinguisher
Smoke Detector
Deadbolt Lock
Outdoor Lighting
Suitability
Children Welcome
Pets Considered
Smoking Not Allowed
Minimum Age Limit
Fireplace
Air Conditioning
Dedicated Workspace
Entertainment
Television
Satellite or Cable
Laptop Friendly
Pool/Spa
Hot Tub
Kitchen and Dining
Kitchen
Dining Area
Refrigerator
Coffee Maker
Microwave
Dishwasher
Dishes Utensils
Stove
Toaster
Oven
BBQ
Fridge
Freezer
Kettle
Cooking Basics
Wine glasses
Dining table
Amenities
Internet
Fireplace
Air Conditioning
Heating
Washer
Dryer
Parking
Living Room
Game Room
Hair Dryer
Iron Board
Linens
Towels
Iron
Shampoo
Essentials
Private Entrance
Smartlock
Self Check-In
Outdoor
Grill
Patio Or Balcony
Garden Or Backyard
Fire Pit
Outdoor seating
Availability
- Checkin Available
- Checkout Available
- Not Available
- Available
- Checkin Available
- Checkout Available
- Not Available
Room Details
Queen Bedroom
Beds
Queen
Baths
Toilet |
Shower |
Comments
Lower Level - Queen Plus Twin Bedroom
Beds
Queen |
Twin Single |
Baths
Toilet |
Shower |
Comments
King Bedroom
Beds
King
Baths
Toilet |
Shower |
Comments
Lower Level - Twin Bedroom
Beds
Twin Single (2)
Baths
Comments
Reviews
Map
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) |
Changeover/Arrival Day
24Hr Check-In
Cleanliness
Enhanced Cleaning Practices
Self Check In / Check Out
Safety Features
Carbon Monoxide Detector
First Aid Kit
Fire Extinguisher
Smoke Detector
Deadbolt Lock
Outdoor Lighting
Suitability
Children Welcome
Pets Considered
Smoking Not Allowed
Minimum Age Limit
Fireplace
Air Conditioning
Dedicated Workspace
Entertainment
Television
Satellite or Cable
Laptop Friendly
Pool/Spa
Hot Tub
Kitchen and Dining
Kitchen
Dining Area
Refrigerator
Coffee Maker
Microwave
Dishwasher
Dishes Utensils
Stove
Toaster
Oven
BBQ
Fridge
Freezer
Kettle
Cooking Basics
Wine glasses
Dining table
Amenities
Internet
Fireplace
Air Conditioning
Heating
Washer
Dryer
Parking
Living Room
Game Room
Hair Dryer
Iron Board
Linens
Towels
Iron
Shampoo
Essentials
Private Entrance
Smartlock
Self Check-In
Outdoor
Grill
Patio Or Balcony
Garden Or Backyard
Fire Pit
Outdoor seating
- Checkin Available
- Checkout Available
- Not Available
- Available
- Checkin Available
- Checkout Available
- Not Available
{[review.title]}
Guest Review
By {[review.first_name]} in {[['January', 'February', 'March', 'April', 'May', 'June', 'July', 'August', 'September', 'October', 'November', 'December'][review.creation_date.substring(0, 2) - 1] + ' ' + review.creation_date.substring(6, 10)]}Queen Bedroom
Beds
Queen
Baths
Toilet |
Shower |
Comments
Lower Level - Queen Plus Twin Bedroom
Beds
Queen |
Twin Single |
Baths
Toilet |
Shower |
Comments
King Bedroom
Beds
King
Baths
Toilet |
Shower |
Comments
Lower Level - Twin Bedroom
Beds
Twin Single (2)
Baths
Comments
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