Ski-in/Ski-out vacation rentals in Killington

4.84 out of 5 average rating, 252 reviews

A private hot tub is illuminated with soft blue lights, creating a relaxing atmosphere. The hot tub features multiple jets and is surrounded by wooden walls and a partially covered area, ensuring privacy. Warm ambient lighting enhances the tranquil setting, inviting relaxation.

Chalet in Killington

Killington Chalet - Hot Tub, Sauna, Boot Dryer

The Killington Chalet is your ideal vacation rental in the Green Mountains. It's the Right side of a duplex, perfect for families, couples, and groups. Located just off Killington Rd, it offers a secluded retreat near slopes, restaurants, and outdoor activities. Enjoy skiing, boarding, mountain biking, and more. Features include hot tub, sauna, boot dryer, wood stove, fire pit, and a fully equipped kitchen. Fresh linens, towels, and toiletries provided. Book for a memorable stay in every season!

A cozy living space features a large window providing natural light. A comfortable couch and chair are positioned around a coffee table. The room includes a spacious bed with a blue and black patterned blanket, while a 50-inch TV is mounted on the wall.

4.87 out of 5 average rating, 244 reviews

Killington-Pico ski in/out Studio at base of Pico

At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

4.95 out of 5 average rating, 112 reviews

A balcony is featured with a round glass table and two metal chairs, overlooking a vast mountainous landscape. Ski equipment stands against the wall, while natural light highlights the warm tones of the balcony's siding.

Condo in Rutland

Ski on Ski off killington/ Pico mountain condo

Beautiful ski on ski off condo at the foot off Pico mountain ski resort. Free shuttle bus to Killington and Rutland at front door. 4th floor (top floor) condo with elevator. Balcony with view of Dears Leep overlook. Quiet top floor end unit. Full kitchen, 1 bedroom with seperate living room. Living room has pull out sofa bed and 54 inch t.v. and WIFI. Hike the Appalachian, Long and Catamount trails from your back door. 30 minutes from Woodstock. Please be sure to read and agree to house rules.

The living area features a plaid sofa paired with a wooden coffee table. A dining space with wooden chairs is positioned nearby. Accents include a unique ski decoration on the wall and window coverings that provide privacy while allowing natural light.

4.89 out of 5 average rating, 149 reviews

Cozy One-Bedroom Ski Home Condo

Ski Home to Trail Creek Close to the mountain Updated 1-level, 1 bed, 1 bth, condo has brand new stainless appliances. Walking distance to Snowshed Base where you can access skiing, biking and the "fun" center. Ski home from Snowshed Slope trail. Steps to the amenities building that houses the pool, hot tub, sauna & exercise area. Wood-burning fireplace, free firewood, in-unit laundry. The view outside is of bucolic woods and a small stream. Killington will not run the shuttle mid-week.

A cozy living area is visible, featuring a dining table surrounded by bright yellow chairs. A fireplace is seen, enhancing the space, while a large bear-themed wall mural adds a touch of nature. Natural light floods in from the nearby window.

4.93 out of 5 average rating, 191 reviews

CozyCub - Pool, Hiking, Mountain Biking

Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

4.78 out of 5 average rating, 112 reviews

Townhouse in Killington

SKI ON/OFF Spruce Glen B | AC | Sauna| Fireplace

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is arranged around a coffee table, and a TV is positioned near a wood-burning fireplace. A decorative artwork of a bull's head adorns the wall.

4.97 out of 5 average rating, 153 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

Contactless checkin steps from Killington Skiing/ Mountain Biking/ Adventure Center, refurbished ski-home condo with its own private sauna, hotel-style condo amenities, excellent common area (pool, jacuzzi, showers, etc) in idyllic central Vermont. Travel guide provided after booking! The resort includes an indoor pool, two hot tubs, pool table, treadmills, and is nestled at the base of the mountain with its own ski-home trail (or mountain bike-home in the summer).

4.87 out of 5 average rating, 252 reviews

A warm living space is crafted with wooden paneling and large windows that provide natural light. Comfortable seating includes a leather sofa and patterned armchairs, arranged around a wooden coffee table. Soft lighting is provided by lamps, enhancing the cozy atmosphere.

Chalet in Killington

Large Chalet; Sauna, Hot Tub; Walk to Trail

Short walk (200 yds) to Homestretch ski trail at Killington ski mountain. Trail is weather dependent, from late Dec to mid-March. If the nearby trail is not open, it will not be available. Close to hiking/biking trails, golf, nightlife, rivers and lakes. Large open living space and lots of sleeping space makes our home comfortable for large groups. Driveway holds up to 5 cars. Enjoy relaxing in the hot tub, sauna or spending time by the fire.

4.92 out of 5 average rating, 148 reviews

A view of the snow-covered path leading to the ski slopes is framed by the C Building’s balconies. Sunlight casts long shadows across the pristine snow, highlighting the tranquil winter scene. The surrounding area is clear and inviting, with ski signage visible in the distance.

Condo in Ludlow

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.

4.96 out of 5 average rating, 151 reviews

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

4.96 out of 5 average rating, 123 reviews

A cozy living area features a brick fireplace with a warm fire. A comfortable sofa adorned with decorative pillows is positioned nearby, accompanied by a wooden coffee table. Wall-mounted art and soft lighting enhance the welcoming ambiance.

Townhouse in Killington

Beautiful Spacious Condo at Killington Resort

This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

A cozy living area features a deep leather sofa positioned near a stone fireplace. A large window opens to the balcony, inviting natural light. A TV is mounted above a wooden mantle, and a small table and chair provide a space for work or dining.

4.99 out of 5 average rating, 121 reviews

Elegant Alpine Condo

Newly renovated 1-bedroom Whiffletree condo with an upscale alpine feel—just minutes from the slopes, access road, and snow tubing. Fully stocked with essentials and includes a ski locker for your gear. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Sleeps up to 4 with a king bed and queen pullout sofa. Killington Reg #007718

Popular amenities for Killington ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

4.92 out of 5 average rating, 221 reviews

A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.

Home in Roxbury

Captain Tom's Cabin - Secluded Vermont Getaway

A comfortable living area features a wood fireplace with tools nearby and a mounted television above it. Two armchairs flank a rustic coffee table, creating a cozy space. Large windows allow natural light to fill the room while offering views of the snowy outdoors.

4.91 out of 5 average rating, 97 reviews

Fish, Bike, Golf, or Hike!

4.92 out of 5 average rating, 24 reviews

A cozy living area features a stone fireplace with a warm fire, surrounded by a modern sofa. Above the fireplace, a wall-mounted television is visible. A rustic chandelier with multiple bulbs hangs over a dining table, while decorative items are placed on a nearby side table.

Home in Ludlow

Ski-In/Ski-Out Hike Okemo Mountain Condo

4.91 out of 5 average rating, 11 reviews

Luxe 4BR w Incredible View & Game Room!

4.91 out of 5 average rating, 105 reviews

The spacious great room features a wood-burning fireplace and is furnished with two comfortable sofas and a wooden coffee table. A large flat-screen TV hangs on the wall, and natural light emanates from the surrounding windows. A dining area with a circular table is visible in the background.

Home in Ludlow

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

4.82 out of 5 average rating, 119 reviews

A modern stand-alone condo is set against a backdrop of vibrant autumn foliage. The light gray exterior features large windows, allowing natural light to fill the interior. A wooden deck and stairs lead to the entrance, surrounded by well-maintained landscaping.

Home in Warren

Charming Sugarbush Standalone Condo

4.91 out of 5 average rating, 109 reviews

A spacious living area features a large sectional sofa positioned to take in views through floor-to-ceiling windows. A coffee table sits in the middle, complemented by wooden dining chairs and a table in the background. Natural light enhances the wood-paneled ceiling.

Home in Warren

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub

4.96 out of 5 average rating, 233 reviews

A wooden dock extends over calm waters, reflecting a clear blue sky dotted with fluffy white clouds. The distant mountains along the shoreline provide a picturesque backdrop, enhancing the serene lakeside environment.

Home in Addison

Brthtkng New Premier Lake Champlain Wfrnt Escape!

Ski-in/ski-out cabin rentals

4.9 out of 5 average rating, 21 reviews

A spacious cabin is viewable from above, surrounded by vibrant autumn foliage. A large wooden deck features patio furniture, including a red umbrella and seating area. Decorative stone walls and gravel pathways enhance the natural setting, with a tree-lined road curving nearby.

Cabin in Killington

Killington Golf&Mtn Biking. Hot tub & Fireplace!

Superhost

A spacious interior showcases warm wooden floors and a cozy wood-burning stove at the center. Soft lighting from multiple pendant lamps creates a welcoming ambiance. A dining area with a wooden table and chairs is visible, and rustic details can be seen in the surrounding decor.

Cabin in Londonderry

4.76 out of 5 average rating, 416 reviews

Beautiful Art Studio with hot tub/sauna #1 Airbnb

4.85 out of 5 average rating, 249 reviews

A spacious log cabin is set amidst lush greenery, featuring a welcoming porch and multiple windows that allow natural light to fill the interior. The well-maintained lawn offers a peaceful atmosphere, with trees surrounding the property, enhancing the sense of seclusion.

Cabin in Mendon

THE CABIN....a Vermont log home

4.95 out of 5 average rating, 164 reviews

The exterior of a red cabin is surrounded by a snowy landscape. Large windows allow natural light to illuminate the front space, while a simple wooden bench rests on the porch. Pine trees are visible in the background, creating a serene atmosphere.

Cabin in Cavendish

The Cozy Little Red Cabin

Superhost

An outdoor gathering space is presented, featuring several red Adirondack chairs arranged around a fire pit. Soft string lights hang overhead, illuminating the area surrounded by trees. Autumn leaves cover the ground, enhancing the inviting setting.

Cabin in Londonderry

4.86 out of 5 average rating, 81 reviews

Magic Mt Getaway <30m to Bromley Stratton Okemo

4.96 out of 5 average rating, 91 reviews

A cozy cabin with a crisp wooden exterior is located amidst lush greenery and trees. A serene pond is visible nearby, with a flower farm and several outbuildings in the background. Expansive fields lead towards the picturesque landscape of mountains under a cloudy sky.

Cabin in Bethel

The Gourmet Cabin at Stitchdown Farm

4.93 out of 5 average rating, 428 reviews

The main living area features a round wooden dining table surrounded by four chairs. A comfortable sofa is positioned next to a cozy ottoman. Natural light enters through two large windows, offering views of the wooded surroundings. A floor lamp and a desk with a computer complete the space.

Cabin in Warren

Cabin in the Woods

The exterior of the owner-built 20-sided house is highlighted by warm wood siding and large windows, allowing natural light to fill the space. Green foliage crawls up the walls, and a rustic outdoor sink adds character to the setting, surrounded by lush greenery.

Cabin in Topsham

4.77 out of 5 average rating, 61 reviews

20 Sided Backwoods Getaway

Family-friendly, ski-in/ski-out home rentals

4.93 out of 5 average rating, 60 reviews

Ski On/Ski Off Condo Pico/Killington Mountain

Apartment in Hartland 4 Corners

A charming farmhouse is surrounded by vibrant flower gardens, featuring colorful blooms in shades of pink and white. The lush greenery of trees stands in the background, and a gentle blue sky complements the scene. The inviting porch adds to the warm atmosphere.

4.88 out of 5 average rating, 489 reviews

Sunny Studio Apartment in Hartland

The open-concept living area is illuminated by an elegant chandelier, featuring comfortable seating with decorative pillows arranged around a wooden coffee table. A gas fireplace is visible, alongside a flat-screen TV and a well-equipped kitchen area in the background.

4.96 out of 5 average rating, 85 reviews

Bright & Cozy Ski-in Condo with Mountain View

4.98 out of 5 average rating, 60 reviews

A spacious living room area features a large navy blue sectional sofa adorned with various throw pillows. A wooden coffee table sits in the center, complemented by a warm light from a floor lamp and wall sconces. A framed sign reading 'SKI THE EAST' adds a theme element.

Apartment in Ludlow

Okemo Mountain Retreat

A spacious living area is furnished with a dark brown sofa draped with a red throw blanket. A coffee table with a white surface is placed in front, complemented by a small green plant. The backdrop features a large mural of layered mountains, creating a serene atmosphere.

4.92 out of 5 average rating, 59 reviews

Your Killington Basecamp:Free shuttle-Pool&Hot tub

4.95 out of 5 average rating, 21 reviews

A spacious living area features a comfortable sectional sofa, positioned near large windows that provide natural light and a view of the outdoors. A cozy fireplace with a wood-burning option adds a touch of warmth, accompanied by a flat screen TV and a small table with chairs.

Condo in Ludlow

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

5 out of 5 average rating, 11 reviews

Home in Chittenden

Modern Retreat next to Mountain Top Inn,Killington

A welcoming living area is furnished with two gray sofas and a wooden coffee table, centered around a cozy wood fireplace. Natural light filters in through large windows, highlighting the blue accent wall and rustic decor.