Ski-in/Ski-out vacation rentals in Killington

4.84 out of 5 average rating, 264 reviews

Chalet in Killington

Killington Chalet, Hot Tub, Sauna, Huge 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!

LocationFamilyComfort

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.

4.88 out of 5 average rating, 269 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.

ValueFamilyAccess

4.93 out of 5 average rating, 113 reviews

A vibrant autumn landscape is visible, featuring a two-story green townhome bordered by a well-maintained lawn. Colorful foliage on nearby trees and surrounding hills creates a warm ambiance, highlighting the natural beauty of the area in this scenic outdoor view.

Townhouse in Killington

Topridge 3BR w Incredible View & Private Hot Tub!

Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

ValueLocationBathroom

4.89 out of 5 average rating, 103 reviews

Luxe Trailside Ski + Bike On/Off. Next to hot tub

Enjoy the best location in Trail Creek! Nearest building to the Snowshed lifts (5 min walk on), Snow Tubing, Grand Hotel Spa, Adventure Center/Bike Park, Ski Home Trail and Sports Center with pool & hot tubs. Renovated living area with VT stone fireplace, new rustic modern kitchen, updated baths, beds and more. Unit backs to private woods and directly to the ski home trail. No stairs & right next to pool/hot tubs (no long walk in the cold). Pop next door for Starbucks or Apres ski at Prestons!

FamilyLocationTV

A spacious living area features a large stone fireplace with a flat-screen television mounted above. Comfortable seating is arranged around a wooden coffee table, creating an inviting space. In the background, the kitchen and dining area are visible, offering a seamless connection to the living space.

4.94 out of 5 average rating, 111 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Ski On-Ski Off!! Beautiful remodeled condo is in the heart of Sunrise at Bear Mountain. The designer kitchen features granite counter tops and top of the line stainless steel appliances. The main focal point in the living room is a massive stacked stone fireplace with a flat screen on the mantel. Recent upgrades include new living room furniture, master bed room furniture & updated tile in both showers. Additionally I own the adjoining unit & if you want more info see below

ValueFamilyWalkability

4.98 out of 5 average rating, 186 reviews

Cozy Condo - AC & Pool. Close to Golf & Bike

Comfortable 1-bedroom Whiffletree condo with air conditioning & pool —minutes from Killington Resort, golf course and access road. Fully stocked with essentials and includes a locker for your gear. Relax and enjoy the onsite outdoor pool (Open Memorial Day - Labor Day). Easy access to summer fun and scenic Vermont trails! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request. Killington Reg #004858

ValueFamilyPets

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.

4.96 out of 5 average rating, 173 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).

ValueFamilyDecor

4.89 out of 5 average rating, 139 reviews

Golf and Mountain Biking outside the door!

Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

FamilyValueLaundry

4.86 out of 5 average rating, 265 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.

FamilyLocationHospitality

A modern kitchen with a circular dining table surrounded by four wooden chairs is featured. Stainless steel appliances, including a microwave and oven, are present. A stylish light fixture hangs above the table, while the fireplace and sports equipment are visible in the background.

4.92 out of 5 average rating, 226 reviews

Mtn Green Condo-Ski/Bike Lifts, Covered Parking

Your four-season basecamp at Mountain Green Resort — walk to the lifts for skiing or summer mountain biking, plus hiking and golf nearby. This renovated 1-bedroom sleeps 4, with a reserved garage parking spot and a winter shuttle to Snowshed every 15 min. Enjoy a renovated kitchen, Wi-Fi, and smart TVs. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool Memorial Day–mid-September.

FamilyValueCondition

4.95 out of 5 average rating, 152 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!

FamilyValueBathroom

4.95 out of 5 average rating, 178 reviews

Ski-In/Out, AC, Pools, Hot Tub, Pet-Friendly

Escape to a spacious, pet-friendly 1-bedroom mountain condo in Killington, comfortably sleeping 4. Enjoy year-round adventures with easy access to hiking, biking, golf, and skiing. The condo is 488 ft to the sunrise lift! Relax on your private balcony, by the gas fireplace, or at the resort's indoor/outdoor pools, hot tub, and fitness center. Perfect for a serene mountain getaway with all amenities.

LocationFamilyGetting around

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

5.0 out of 5 average rating, 134 reviews

A mid-century modern home set among lush greenery features a stone foundation and large windows. A brick chimney rises above the roofline, while several wooden Adirondack chairs are positioned on a stone patio, providing a relaxing outdoor space to enjoy the surrounding nature.

Home in Cavendish

Midcentury Hillside Retreat - Summer Paradise

ValueFamilyCheck-in

4.88 out of 5 average rating, 153 reviews

A spacious open-plan living area features a large brown sofa alongside a comfortable leather recliner. Light blue walls are adorned with vintage ski decor. A coffee table sits centrally on a patterned rug, and a dining bar with seating overlooks the kitchen area equipped with modern amenities.

Home in Ludlow

1st floor, Okemo contemporary country 3 BR 2 BA

LocationValueCheckout

4.92 out of 5 average rating, 114 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

LocationValueCondition

The living area features a combination of plush seating, a wooden coffee table, and large windows offering views of the surrounding trees. A dining area is visible, accompanied by a stylish chandelier and open kitchen access. Rich wooden beams adorn the ceiling, enhancing the space's rustic charm.

4.83 out of 5 average rating, 29 reviews

The Slippery Slope Chalet: Ski-In/Ski-Out Pico

FamilyLocationLayout

A cozy living area features a wood fireplace flanked by a comfortable leather couch and a decorative chair. A rustic dining table complements the space, while large windows provide ample natural light and views of the surrounding woods. A flat-screen TV is mounted above the fireplace.

4.94 out of 5 average rating, 63 reviews

Killington Condo Near Mountain Biking Trails

FamilyLocationHiking

4.71 out of 5 average rating, 24 reviews

The Navillus House: Hot Tub, Slopeside, Ski On/Off

ValueLocationTV

A spacious living area is highlighted by a cozy wood-burning fireplace, complemented by comfortable seating and warm earthy tones. A rustic coffee table sits in front of a sectional sofa, with a view towards an open kitchen area, creating a welcoming atmosphere.

5.0 out of 5 average rating, 26 reviews

Ski On/Off Sunrise at Killington

FamilyLocationAccuracy

A contemporary home is nestled amongst lush greenery, showcasing a unique architectural design. The exterior features multiple angled roofs, large windows, and balconies. The fog lends an atmospheric quality, enhancing the sense of privacy and seclusion within the natural surroundings.

4.85 out of 5 average rating, 34 reviews

Scenic 5 Bedroom Killington Mountain Vacation Home

FamilyLocationLaundry

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

4.86 out of 5 average rating, 128 reviews

Ski-In Luxe Chalet • Modern Retreat • 4BR Escape

ValueLocationCondition

A view from the balcony showcases the surrounding landscape, highlighting green hills and clear blue skies. Two adjoining buildings are visible, featuring sloped roofs and a variety of architectural styles. The area appears tranquil, with open spaces and scattered trees enhancing the natural scenery.

4.95 out of 5 average rating, 216 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

LocationValueHiking

4.93 out of 5 average rating, 56 reviews

A comfortable living area is furnished with two sofas, a coffee table, and a wooden console table. A stone fireplace serves as a focal point, flanked by decorative items. Large windows provide natural light, while red curtains add a pop of color to the neutral decor.

Apartment in Killington

Ski home to your front door! 2 bedroom unit.

LocationFamilyHeating

A spacious living area features a large sectional sofa and cozy bean bags, complemented by a wood-burning fireplace. Natural light enters through sliding glass doors that open to a view of the outdoors. A dining table is positioned nearby, enhancing the inviting communal space.

4.91 out of 5 average rating, 69 reviews

Cozy 1BR/1BA Condo

LocationFamilyAmenities

A cozy living area is highlighted by a plush, neutral-toned sectional sofa, complemented by a soft throw. A wooden coffee table rests nearby, with a candle casting a warm glow. Large windows allow natural light to enter, and a stone fireplace adds a touch of warmth.

5.0 out of 5 average rating, 69 reviews

Entire Condominium for your base camp

FamilyLocationLong stay

Two wine glasses filled with red wine are clinked together, positioned in front of a glowing wood-burning fireplace. The flames create a warm, soft illumination, contrasting with the dark surroundings, providing a cozy ambiance.

4.98 out of 5 average rating, 48 reviews

Killington Ski On/Off /hot tub/gym/pet friendly

LocationValueAccuracy

5.0 out of 5 average rating, 10 reviews

Townhouse in Killington

The Chillington at Sunrise (ski in/out)

LocationFamilyBathroom

A welcoming living area features a cozy sofa and two armchairs arranged around a coffee table. A mounted TV is positioned above a wood-burning fireplace. Natural light filters through large windows with sheer curtains, highlighting the warm tones of the wood ceiling.

4.96 out of 5 average rating, 28 reviews

Northlands at Trail Creek

LocationFamilyComfort

Ski-in/ski-out cabin rentals

4.96 out of 5 average rating, 237 reviews

A tranquil scene captures a log cabin nestled by a pond, surrounded by trees. The clear water reflects the cabin and vibrant foliage, creating a serene atmosphere. Tall grasses frame the pond's edge, while the landscape showcases the lush greenery of Vermont.

Cabin in South Royalton

Cozy 4-season Cabin on Pond - "East Cabin"

ValueFamilySleep quality

4.94 out of 5 average rating, 182 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

FamilyLocationWalkability

4.84 out of 5 average rating, 119 reviews

Cabin in Peru

The Grateful Barn

FamilyValueAccess