Condo holiday rentals in Killington

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, 265 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.

An aerial view of the Trail Creek development, showcasing a cluster of buildings surrounded by vibrant autumn foliage. Key landmarks, including the Ski Home Trail and Sports Center, are highlighted. The distance to the hotel and lifts is emphasized for easy navigation.

4.89 out of 5 average rating, 100 reviews

Luxe Trailside Ski 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!

A spacious living area features comfortable seating on a plush sofa and armchairs. A round wooden coffee table is positioned centrally, alongside a dining table with multiple wooden chairs. Natural light fills the space through large windows, enhancing the cozy atmosphere.

4.82 out of 5 average rating, 172 reviews

Free Shuttle Route-Charming 3 BR 2 BA Ski Home/Off

Looking to enjoy all that Killington has to offer in just minutes? Ski home access, a prime location on the shuttle route, and just a 2-minute drive to the slopes. Super convenient! This newly refreshed three-bedroom, two-bathroom condo offers modern comfort and a cozy vibe. After a day of outdoor fun, kick back on the plush sofa and unwind by the warmth of the gas fireplace. It's the ultimate retreat to recharge and enjoy the beauty of Vermont. SHUTTLE OPERATES FRIDAY-SUNDAY & HOLIDAY WEEKS

A living room with a gas fireplace built into a brick facade provides warmth. A comfortable sectional couch faces the fireplace, complemented by a small coffee table. Large sliding glass doors open to a balcony, offering views of greenery outside.

4.98 out of 5 average rating, 167 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 for $25 per stay. Killington Reg #004858

A heated swimming pool is situated within a landscaped area, surrounded by lush greenery and blooming flowers. Lounging chairs are positioned on the pool deck, with a view of the blue sky above and trees lining the perimeter.

4.92 out of 5 average rating, 107 reviews

Still skiing Deal Cozy 2 Bedroom .2 mi to lift

Come enjoy this peaceful retreat, a warm fire and ski-in trail (depends on snowfall) with beautiful Mountain views! Our cozy 2 bedroom 1 bath is nestled away right on the golf course near Snowshed; Minutes away from ski lifts, restaurants and night life. Enjoy a warm space by the fire after skiing, snowmobiling, tubing and shopping! Shuttle every 30 min weekend & holiday weeks- Common laundry room -free washer/dryer Ski Locker- Pool heated in the summer Enjoy the Beast of the East!

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, 171 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).

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, 220 reviews

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

Our bright and cozy 1-bedroom condo in Building 3 at Mountain Green Resort is the perfect home base for your Killington getaway. Reserved parking spot in the garage. Walk to Snowshed Base Lodge or hop on the winter shuttle that runs every 15 minutes. Enjoy a renovated kitchen, dedicated Wi-Fi, and smart TVs for easy streaming. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool from Memorial Day through mid-September.

A warm living area is highlighted by a wood-burning fireplace, providing a cozy focal point. A comfortable sofa and coffee table fill the space, while a large flat-screen TV is mounted above the fireplace. A friendly dog sits on the floor, enhancing the welcoming vibe.

4.94 out of 5 average rating, 294 reviews

Ski Basecamp with Pup • Sleeps 6 • Pool/Hot Tub

Comfortable, spacious condo perfect for families and small groups looking for an easy Killington getaway. Spread out after a day on the mountain with plenty of room to relax, a full kitchen for meals, and convenient access to Killington Resort and nearby activities. Ideal for ski trips, weekend getaways, or longer stays. ⭐ Walk to amenities: indoor pool, hot tub, steam room, and spa ✔ Great for families and groups ✔ Easy parking and access ✔ Close to slopes

A spacious living room features a real wood fireplace with a modern hearth, surrounded by a cozy seating arrangement. A flat-screen television is mounted above the fireplace. Large windows provide natural light and a view of the outdoor balcony, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 110 reviews

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Ski On-Ski Off cozy mountain condo with Real Wood Fire Place and King Size Bed in Sunrise Village on Killington Mountain. Updates include all new furniture in the Master Bedroom & Guest Bedroom, all new top of the line Stainless Steel Appliances in the gourmet kitchen, Tastefully decorated Living Room with new queen size sleep sofa & matching chairs. Simply walk to the end of the parking lot to the Ski On/Off trail. I own the adjoining unit -more info below.

4.95 out of 5 average rating, 189 reviews

A cozy living room features warm wooden paneling and a plush sofa facing a mounted flat-screen television. A circular coffee table sits in the center, complemented by a floor lamp and a side chair. A fireplace adds a comforting touch, creating a welcoming space.

Condo in Ludlow

Lovely 1-Bedroom condo with indoor fireplace!

This cozy condo is exactly what a close group of 4-5 people need for a wonderful ski experience. Located centrally in the beautiful town of Ludlow this location is close to everything you could want. It sits on the bus route for Okemo Mountain, and is walkable to groceries, restaurants and bars. "Eight Oh Brew" tap house is located on the base floor of the building. This location has free onsite parking, free firewood and coin laundry machines.

A cozy living area is furnished with a grey sofa and two patterned chairs. A wooden coffee table sits center stage, complemented by a stone fireplace. A large television is positioned on a wooden media console, while sliding glass doors offer access to an outdoor balcony, revealing greenery.

4.94 out of 5 average rating, 231 reviews

Newly renovated ski retreat at Killington

Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain.

A comfortable living area features a stone fireplace and a large TV with a wooden entertainment center. A round coffee table is centered on a light area rug, complemented by a sectional sofa. Natural light filters through the sliding glass door leading to a balcony.

4.78 out of 5 average rating, 105 reviews

3BR Mt Green Condo Minutes from the Slopes!

Our 3 bed/2 bath unit is located within Mountain Green Resort, steps away from everything! Take the free shuttle to the resort and ski home! Mtn Green Resort is undergoing construction now through the end of 2026. Located next to Killington Golf Course, near Killington Adventure Center, and across the street from Killington Resort and the slopes of Snowshed Lodge. Sleeps up to 8 guests. Fully equipped kitchen and bath.

Popular amenities for Killington condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.94 out of 5 average rating, 97 reviews

Bright & Cozy Ski-in Condo with Mountain View

A modern living room features a cozy fireplace, with decorative skis mounted above it. A large TV is positioned on a stylish media console, while a comfortable sofa and ottoman provide ample seating. Large windows allow natural light to brighten the space.

4.98 out of 5 average rating, 52 reviews

Killington Condo-Indoor Pool/HotTub/FitnessCenter

A spacious living area is highlighted by a comfortable gray sofa and a wooden coffee table. Natural light streams through large windows, complementing the warm wood paneling that separates the sleeping nook. A flat-screen TV and a cozy seating arrangement add to the inviting ambiance.

5 out of 5 average rating, 35 reviews

Cozy Slopeside Studio at Pico

A snow-covered landscape is captured, featuring frosted trees along a winding path. The sun is positioned low in the sky, casting a soft glow over the snowy terrain. Rolling hills and distant mountains create a serene backdrop, all under a cloudy sky.

4.94 out of 5 average rating, 49 reviews

Mountain Hideaway two bedroom condo Near PICO MTN

5 out of 5 average rating, 11 reviews

Condo in Dorset

Dorset, Vermont mountain retreat

A green directional sign indicates the Trail Creek Ski Home Trail. The sign is mounted on a tree, surrounded by bare branches that indicate a winter setting, with light snow on the ground.

4.9 out of 5 average rating, 77 reviews

1BR Ski-Home Pool/HotTb, Walk 2 Lifts, golf

A cozy living room features wooden walls and a comfortable sectional sofa adorned with a nature-themed pattern. A rustic coffee table takes center stage, complemented by decorative wall art and a large flat-screen TV. Natural light filters through glass doors leading to a covered patio.

4.94 out of 5 average rating, 16 reviews

Killington Ski Gateway Retreat | 2BR Condo

A welcoming living area features a cozy sofa and an armchair with patterned cushions. A wooden dining table is positioned near a fireplace, which is surrounded by decorative art pieces. Soft light from lamps enhances the comfortable atmosphere, while a large TV is mounted on the wall.

4.96 out of 5 average rating, 49 reviews

The Pico Pad - Base Condo - Ski in/Ski out

Pet-friendly condo rentals

4.96 out of 5 average rating, 151 reviews

The living area features high wooden beam ceilings and exposed brick walls, creating a rustic ambiance. A cozy wood burning fireplace is situated beneath the wall-mounted television. Comfortable seating includes a checkered sofa and a leather chair, all complemented by a central area rug.

Condo in Ludlow

Cozy Ski Condo In Historic Mill - on shuttle route

4.96 out of 5 average rating, 55 reviews

Condo in Bridgewater

Foliage and Ski Retreat by Woodstock & Killington

5 out of 5 average rating, 7 reviews

Slopeside Ski Condo with Hot Tub, Ski On Ski Off

An open living space features a bright red sofa with decorative pillows, complemented by a warm wood dining area with stools. The kitchen, equipped with stainless steel appliances, is visible in the background. Soft lighting creates a welcoming ambiance throughout the suite.

4.89 out of 5 average rating, 253 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

4.76 out of 5 average rating, 50 reviews

5 min to killington resort with cozy fireplace

4.94 out of 5 average rating, 48 reviews

Hike, Bike, Fish, or Golf!

5 out of 5 average rating, 6 reviews

Sunrise Bear Ridge: 4BR, 3BA Ski In/Ski Out Condo

A spacious living area is highlighted by a stone-clad fireplace, surrounded by a large sectional sofa. Natural light filters through the draped windows, revealing a serene outdoor view. A rustic wooden shelf holds decorative items, and a stack of firewood is neatly arranged beside the fireplace.

4.97 out of 5 average rating, 158 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

Condo rentals with a pool

4.99 out of 5 average rating, 73 reviews

Luxury Condo - with Garage Parking and Pool

A modern living area is presented with a cozy sofa and decorative throw pillows. A sleek wall-mounted TV rests above a rustic fireplace, with a stylish media console below. Light wood accents and a geometric patterned rug contribute to the inviting decor centered around comfort and relaxation.

4.93 out of 5 average rating, 196 reviews

Renovated unit, prime location! Shuttle on/Ski off

4.82 out of 5 average rating, 22 reviews

Condo in Ludlow

Serene 1-BR Ski-In/Ski-Out Retreat on Okemo Mtn.

A cozy living area features a spacious sectional sofa and a wooden coffee table, with candles placed on top. Artwork depicting mountain scenes decorates the wall, while a glass door leads to the private balcony, allowing natural light to brighten the space.

4.93 out of 5 average rating, 91 reviews

¤5-15 Mins to Ski Slopes | Fast WiFi | Fireplace¤

The exterior of a multi-story building is shown, featuring a clock mounted on the facade. Snow covers the ground, and the roof is outlined with snowdrifts. Clear skies are above, contributing to a serene winter atmosphere.

4.76 out of 5 average rating, 105 reviews

Best skiing in yrs; reduced rates

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.

4.93 out of 5 average rating, 72 reviews

Killington Condo: Walk to Mountain, Pool & Hot Tub

The spacious living and dining area features a large rug with geometric patterns on a neutral carpet. A wooden dining table with several chairs is visible, along with comfortable seating in the form of black leather chairs. A staircase leads to an upper level.

4.87 out of 5 average rating, 63 reviews

2 Bedroom Pico/Killington Loft Condo at FoxHollow

A ski resort property is depicted, featuring multiple gray wooden buildings with distinct gabled roofs. Balconies are visible on some units, and a gentle slope is seen in the background, hinting at the nearby mountain scenery. Clear skies suggest a bright, sunny day.