Ski-In/Ski-Out Condo with Private Hot Tub & Pet Friendly

Experience the best of Killington at Trailside Village #5, a slopeside condo offering direct ski-in/ski-out access, a private outdoor hot tub, and pet-friendly accommodations. Blending the privacy of personal amenities with the convenience of managed condo living, this property is ideal for skiers, couples, families, and pet owners seeking mountain adventure and relaxation. Enjoy flexible year-round access to the hot tub and seamless options for shuttle service to lifts and town. Strict occupancy and age policies ensure a comfortable stay for all guests.

4 4 guests
1 1 bedrooms
1 1 bathroom
Killington Killington, Vermont
The image features a bright, inviting living space with a cozy sofa, a stylish dining table set for meals, and expansive windows flooding the room with natural Vermont sunlight. The television is perfectly positioned for relaxed movie nights, while the overall layout fosters socializing and family togetherness.
Bask in sunlit mountain views as you gather for breakfast or unwind with cozy movie nights—this slopeside retreat is your perfect home base after a day on Killington's trails.

Direct ski-in/ski-out access, private outdoor hot tub with mountain views (pet friendly), fully equipped kitchen, flexible sleeping arrangements, and optional private shuttle service.

Slopeside Sanctuary: Living & Entertainment

Features

  • • Wood-burning stove
  • • Smart TV
  • • Bluetooth sound system
  • • High-speed Wi-Fi
  • • Pet-friendly policies
  • • Open plan links to kitchen and dining area
  • • Large windows connect to deck and outdoor views

Step inside and discover the heart of your mountain retreat—a welcoming living space designed for comfort, connection, and après-adventure relaxation. Unwind on plush sofas beside the crackling warmth of a wood-burning stove, as scenic mountain vistas pour in through large windows. Whether you’re streaming a movie on the smart TV, listening to music on the Bluetooth sound system, or gathering for laughter after a day on the slopes, this space sets the stage for cherished memories. Thoughtful touches like high-speed Wi-Fi and pet-friendly policies ensure every family member—two-legged or four—enjoys the comforts of home.

A cozy living room featuring a plush sofa with vibrant red pillows, a wooden table, an inviting armchair, and expansive windows that frame stunning mountain views. The space is bathed in natural light, creating an ideal setting for relaxation, socializing, or simply enjoying the picturesque surroundings.
Unwind in a sunlit living room with plush seating and breathtaking mountain vistas just beyond the windows.
An inviting lounge area centered around a classic wood-burning stove set against a brick wall. Comfortable sofas flank a wooden coffee table, forming a perfect spot for gathering, reading, or sharing stories during chilly evenings.
Gather around the warmth of the wood-burning stove for cozy evenings and memorable moments with loved ones.
A warm, welcoming living space showcasing a wood-burning stove, a brick accent wall, a comfortable sofa adorned with decorative pillows, and natural touches that enhance the sense of home. The arrangement is perfect for both relaxation and entertaining guests.
Experience the heart of the home—where a glowing fire, plush seating, and thoughtful details set the stage for lasting memories.

Chef’s Corner & Cozy Dining

Features

  • • Fully equipped kitchen
  • • Modern appliances
  • • Dining nook
  • • Open-plan layout connects kitchen, dining, and living spaces

Discover the joy of mountain meals in your fully equipped kitchen, where modern appliances and all the essentials invite you to whip up hearty breakfasts or intimate dinners. Start your day with a fresh-brewed coffee before hitting the slopes, or gather for a family meal at the dining nook as dusk settles on the peaks. The open-plan design keeps the chef connected to all the action, making every meal a shared experience filled with warmth and laughter.

A warm, inviting kitchen with wooden cabinets, ample countertop space, and modern appliances ready for cooking. The kitchen layout is open and functional, suggesting plenty of space for preparing family meals and gathering together.
The fully equipped kitchen boasts modern appliances and ample space for mountain meal prep.
A cozy dining table is set adjacent to the kitchen area, with sliding glass doors providing natural light. The open-plan design allows for easy flow between the kitchen and dining spaces, reinforcing the communal, family-friendly environment.
Gather around the cozy dining nook with open views and easy kitchen access for shared meals.
A welcoming, open-concept living and dining area with a dining table, sofa, kitchen elements, and large windows letting in lots of light. The space is perfect for both cooking and relaxing together.
Enjoy hearty meals and laughter in the open-plan living and dining area, surrounded by mountain light.

Private Retreats: Rest, Refresh & Rejuvenate

Features

  • • King bed
  • • Flexible sleeping arrangements
  • • Fresh towels
  • • In-unit washer/dryer
  • • Bedroom connects to bathroom and living area

When it’s time to recharge, retreat to your serene bedroom oasis with a plush king bed—ideal for couples seeking romance or parents unwinding after a day of family adventure. The bathroom is thoughtfully stocked with fresh towels and essentials, while the in-unit washer/dryer adds an extra layer of convenience. Sleeping arrangements flex easily for families, ensuring everyone finds a comfortable spot to dream.

This image displays a serene bedroom with a comfortable bed, a window letting in gentle natural light, an armchair, a nightstand, and tasteful artwork. The scene is inviting and tranquil, perfectly representing a restful retreat.
Sink into the plush king bed and wake up to soothing sunlight in your private oasis.
A cozy bathroom scene highlights a well-lit sink and mirror, wooden cabinetry, fresh towels hanging on hooks, and a glimpse of the dining area through an open doorway. The setting feels clean, welcoming, and thoughtfully appointed.
Enjoy a fresh start and unwind in the thoughtfully stocked bathroom, complete with soft towels.
A functional space featuring an in-unit washing machine, framed artwork, and an open doorway leading to a living area. The room balances convenience and comfort, suggesting a home that supports easy living and extended stays.
Take advantage of the in-unit washer/dryer for effortless convenience during your getaway.

Alpine Outdoor Oasis: Deck, Hot Tub & Mountain Views

Features

  • • Private deck
  • • Outdoor hot tub
  • • BBQ grill
  • • Mountain views
  • • Deck accessible from living area
  • • Seamless indoor-outdoor flow

Step onto your private deck—an inviting feature at Trailside Village #5—and soak in the sights and serenity of Killington’s peaks. Enjoy a soothing dip in the outdoor hot tub (included for peak ski weekends—late December to mid-March; setup fee applies otherwise) as snow falls or stars twinkle overhead. Fire up the BBQ grill for year-round al fresco feasts, with your pet lounging nearby and mountain breezes all around. This space blends the privacy of a home with the convenience of managed condo amenities, ensuring your mountain moments are truly elevated.

This image captures a wooden deck featuring an outdoor hot tub with expansive mountain views in the background. The scene exudes tranquility, with the hot tub invitingly placed to take in the scenery, and the decking area suggesting space for gatherings and al fresco relaxation.
Relax in the hot tub while taking in sweeping mountain views from your private deck.
A cozy and welcoming deck scene with a hot tub, comfortable deck furniture, large windows, and wooden siding. The image conveys a sense of warmth and sociability, with cues for relaxing in the hot tub, enjoying meals outdoors, and gathering with friends or family.
Gather with friends or unwind solo on a deck designed for both relaxation and celebration.
A tranquil outdoor setting showing a hot tub situated on a wooden deck surrounded by trees. The space is clearly set up for both relaxation (hot tub) and social moments (BBQ grill area), with nature providing a peaceful backdrop for all-season enjoyment.
Enjoy a soothing soak or fire up the grill amidst the fresh mountain air and towering trees.

Explore the Area

This image captures the famed Great Eastern trail with three houses situated alongside a walkway. The ground is snow-covered, and the houses are set against a natural, wooded backdrop, illustrating direct trail access and the proximity of homes to outdoor adventure.
Step straight onto Killington’s Great Eastern Trail—skiing starts right at your doorstep.
A steaming outdoor hot tub sits on a deck surrounded by snow-covered ground and towering trees, with mountain vistas visible in the distance. The scene is tranquil and inviting, perfect for après-ski relaxation.
Unwind after a day on the slopes—soak in your private hot tub with mountain views.
A modern house sits on a snow-blanketed property with a curved driveway leading up to the entrance. The architecture is clean and inviting, framed by a natural landscape, and hints at easy access to outdoor activities like skiing and hiking.
Modern comfort meets alpine adventure—your home base for winter sports awaits.

Ski-In/Ski-Out Adventure on Killington’s Great Eastern Trail

Step out your door and onto the slopes—Trailside Village #5 offers direct ski-in/ski-out access (weather permitting) right on Killington’s famed Great Eastern Trail. No need to worry about parking or shuttles during prime ski season; simply ski down to the Skyeship Gondola for immediate access to world-class alpine skiing and snowboarding. After a day carving powder, retreat to your private hot tub overlooking mountain vistas (included with your booking on weekends during peak ski season—late December to mid-March; optional setup fee applies at other times). For added flexibility, optional private shuttle services are available for an additional fee to help you reach lifts or town when ski-in/ski-out isn't possible. This condo is an ideal home base for ski enthusiasts and winter sports lovers.

This exterior shot highlights a private wooden deck nestled among trees, with a hot tub as the main feature. The surrounding natural landscape provides a tranquil, secluded feel ideal for relaxation. The deck appears spacious enough for gatherings or quiet moments, with the hot tub positioned to maximize views and atmosphere.
Enjoy serene mountain views and stargazing from your private outdoor hot tub on the deck.
An inviting interior sauna with wooden benches, stone heater, and warm wood paneling. The space is intimate and designed for wellness rituals or moments of solitude, emphasizing relaxation and warmth.
Unwind together in the cozy sauna—perfect for après-ski rejuvenation and intimate relaxation.
An exterior perspective of the home’s deck featuring a hot tub, wooden siding, and large windows. The deck looks out onto peaceful surroundings and is portrayed as a place for quiet moments or group gatherings, with the hot tub and deck as focal points.
Savor the crisp mountain air or starlit evenings from the comfort of your deck and hot tub.

Romantic Mountain Retreat & Après-Ski Relaxation

Couples seeking a romantic escape will love the serene ambiance and luxury touches at Trailside Village #5. After a day exploring Killington's scenic trails or relaxing indoors, unwind in the private outdoor hot tub (included on weekends during peak ski season—late December to mid-March; available for a setup fee otherwise) or sauna, both offering a tranquil setting with beautiful mountain views. Savor intimate evenings by the wood-burning stove, and enjoy mountain air on your private deck—ideal for al fresco dining or stargazing. With a plush king bed, tasteful décor, and privacy, your mountain getaway offers everything needed for a memorable and relaxing retreat.

A cozy, welcoming exterior view of a wooden home nestled among trees, with a sloped roof and logs stacked by the front entrance. The setting is surrounded by natural beauty, suggesting a perfect home base for outdoor activities in all seasons.
Embrace Vermont’s outdoors—step outside to trails, forests, and winter fun right from your door.
The wooden house is shown with a sloped metal roof surrounded by trees and set against a clear blue sky. The inviting deck and open space highlight the possibilities of gathering outside, whether for snow play in winter or warm-weather relaxation.
Gather on the deck for snowman building, stargazing, or sunrise coffee with the family.
A hot tub sits on a deck surrounded by snow, with outdoor seating, rocky landscaping, and distant trees. The area exudes relaxation and togetherness, perfect after a day of family adventure in the Vermont wilderness.
Unwind in the hot tub surrounded by Vermont’s natural beauty after a day of family adventure.

Year-Round Outdoor Fun for Families

Bring the whole family (including your furry friend—pet fee applies) for a Vermont adventure filled with fun and togetherness. In winter, enjoy direct ski-in/ski-out access and snow play right outside your door. As the snow melts, discover miles of hiking and biking trails, breathtaking waterfalls, and the beauty of Killington’s forests and meadows. Return to your spacious condo to play games, watch movies on the smart TV, or cook a comforting meal in the fully equipped kitchen. The in-unit washer/dryer and high-speed Wi-Fi ensure convenience for families on the go, while the blend of private and managed amenities makes for a seamless stay.

An exterior view of the condo's front door framed with a wooden railing and a neatly stacked pile of firewood. The scene feels welcoming and offers a glimpse of the natural mountain environment, suggesting direct outdoor access for adventures.
Welcoming entry with easy outdoor access—perfect for walks with your pet.
A tranquil winter scene featuring a cluster of houses surrounded by snow, winding roads, and tall trees. The peaceful landscape evokes an atmosphere ideal for outdoor adventures and nature walks with pets.
Trails and open spaces make this the perfect base for pet-friendly mountain adventures.
A cozy deck area with an open door leading to a hot tub, wooden deck, and views of surrounding nature. The setup suggests relaxation and shared moments with pets outdoors.
Enjoy relaxing on your private deck, where you and your pet can unwind together after exploring the trails.

Pet-Friendly Mountain Escapes

Don’t leave your four-legged family member behind! Trailside Village #5 welcomes pets (with a non-refundable fee), providing outdoor access for walks and access to area trails. Explore the many dog-friendly paths around Killington, or relax together on your private deck. With plenty of outdoor activities and room to roam, this condo ensures your pet enjoys the mountain escape as much as you do—just remember to plan for the pet fee during your stay.

This exterior image showcases a relaxing hot tub on a deck area, surrounded by snow-covered ground and thoughtful stone landscaping. The deck invites guests to unwind outdoors and take in the wintry mountain atmosphere, with enough space for gatherings or quiet moments under the sky.
Unwind in the slopeside hot tub with snowy views—perfect for après-ski relaxation or stargazing after an evening out in Killington Village.
This exterior photo features modern architecture set against a snow-blanketed landscape, framed by a tree line and a curved driveway. The setting feels serene yet inviting, suggesting easy access to both natural beauty and the amenities of Killington Village.
Discover modern comfort steps from Killington Village—enjoy snow sports, hikes, and the vibrant local scene right outside your door.
This inviting entryway features cheerful yellow doors, a staircase, and a window offering a glimpse outdoors. The transitional space is welcoming, signaling the beginning of an adventure in Killington—whether coming home from a day in the village or heading out to explore.
Step into warmth and welcome after a day exploring Killington’s lively restaurants, shops, and après-ski bars.

Explore Killington Village: Dining, Shopping, & Après-Ski

Just a short drive or optional shuttle ride away, Killington’s vibrant village scene awaits. Dine at excellent local restaurants, browse charming shops, or enjoy live music and après-ski bars. This convenient location means you can experience the highlights of Killington both on and off the mountain, all from the comfort of your private, amenity-rich slopeside condo.

An inviting outdoor hot tub set amidst a tranquil seating area, with the ground blanketed in snow and natural rock formations nearby. The setup is ideal for relaxing while taking in the surrounding seasonal scenery, and the space can accommodate gatherings for barbecues or stargazing.
Relax year-round in the outdoor hot tub or gather friends for al fresco meals, surrounded by Killington’s stunning natural scenery.
A cozy indoor space featuring a hot tub, plush sofa with red pillows, and expansive mountain views through the windows. The inviting setting combines elements of relaxation and socializing, with the outdoors clearly visible to evoke a connection to the surrounding landscape.
Unwind in the comfort of your private hot tub while taking in panoramic mountain views after a day of outdoor adventure.

Seasonal Highlights: From Ski Season to Summer Trails

Winter brings direct ski access and hot tub use included on weekends during peak ski season (late December to mid-March), but the adventure doesn’t end when the snow melts. In spring, summer, and fall, your private deck is a great spot for BBQs and soaking up mountain views, while nearby hiking, mountain biking, and sightseeing offer endless outdoor opportunities. Enjoy the flexibility of year-round amenities—opt for the hot tub setup any time (fee applies outside the ski season peak window)—and experience all four seasons in Killington from this comfortable, convenient home base.

Property Amenities

Facilities & Security

Self Check-in/Check-out

Fire Extinguisher

Outdoor Space: Patio

Free Parking

Comfort & Lifestyle

Hair Dryer

Onsite Concierge

First Aid Kit

Dishwasher

Toaster

Clothes Washing Machine

Clothes Dryer

Stove: Wood stove

BBQ Grill

Hot Tub

Cable TV

Sauna

TV

Laundry Basics: Clothes Dryer, Ironing Board & Iron, Clothes Washing Machine

Oven

Standard Essentials

Towels

Climate Control

Cooking Basics

Smoke alarm

Carbon Monoxide Detector

Bed Linens

High-Speed Internet

Shower/Bathtub

Cooking Space: Full Kitchen

Kitchen Basics: Basic Dishes & Silverware, Microwave/Convection Oven, Refrigerator

Ready to Book Your Stay?

Book your slopeside escape at Trailside Village #5 today and enjoy flexible ski access, a private hot tub, and pet-friendly comfort in the heart of Killington year-round!

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Cancellation Policy: Strict

Cancelation Policy

You can cancel this Vacay and get a Full refund up to 60 days prior to arrival

Important Information

Check-in and Check-out Procedures

  • Smart lock door codes will be provided for contactless check-in and check-out.
  • Self check-in/check-out is available.
  • 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.

Property Access

  • 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.

Policies and Rules

  • Rental Agreement: Guests must e-sign and return our written rental agreement.
  • Guest Occupancy: Maximum occupancy is 4 guests. 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.
  • Children are allowed.
  • Shoes: Please do not wear shoes inside the house.
  • Smoking Policy: No smoking allowed anywhere inside the property, 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 a non-refundable pet fee per dog. Maximum pets allowed: 99.

Fees and Payments

  • Private shuttle services are available for an additional fee. Contact the host for details.
  • 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.
  • Sauna: Sauna is available.
  • Pets: Non-refundable pet fee per dog applies.
  • A $750 fine will be charged for smoking inside the house.

Utilities and Amenities Access

  • High-speed Wi-Fi is provided.
  • The condo offers an in-unit washer, dryer, heating, towels, bed linens, hair dryer, essentials, dishwasher, toaster, cooking basics, stove, oven, refrigerator, microwave/convection oven, basic dishes and silverware, ironing board and iron.
  • The hot tub and sauna are available as specified above. Use of the hot tub and sauna is at your own risk and special risks may be involved. You accept full responsibility for any bodily injury arising from use of these amenities and hold owner and property manager harmless.
  • Firewood is provided for the wood-burning stove.
  • BBQ grill available on the private deck.
  • Patio and free parking are available.
  • Smoke alarm, carbon monoxide detector, fire extinguisher, and first aid kit are provided.
  • Onsite concierge services are available.
  • Cable TV and TV are available.

Safety and Emergency Information

  • 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.
  • 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.
  • Smoke alarm, carbon monoxide detector, fire extinguisher, and first aid kit are provided.

Winter Weather Advisory

  • 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.

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.