Condo vacation rentals in Woodstock

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.

Aerial view captures a large cluster of buildings nestled among vibrant autumn foliage, showcasing shades of orange, yellow, and green. Majestic mountains rise in the background, while a spacious parking area is visible, surrounded by trees.

4.87 out of 5 average rating, 106 reviews

Updated large condo across from AT and skiing

Family friendly, large 3 bedroom condo across the street from hiking and skiing in Killington. WiFi, cable TV, large gathering areas, spacious bedrooms, updated kitchen, and unlimited free firewood in winter. Plenty of après-ski chic touches make this a stylish yet comfortable retreat. 2 minute drive to Pico, 2 min walk to Appalachian Trail! Whether skiing, hiking, playing tennis, swimming, or game nights and cooking at-home meals with friends, this updated condo is a perfect spot to get away.

4.98 out of 5 average rating, 136 reviews

An open living area is shown with a cozy gray sofa and a deep red armchair. A wooden coffee table sits on a patterned rug in the center, while a decorative lamp adds warm light. A vintage-style accent wall features rustic brickwork and a small heater.

Condo in Grantham

Lovely, light-filled condo in Eastman

This Eastman condo is centrally located for year-round outdoor fun! This multi-level, open concept home can accommodate a large family or three couples looking for a fall color tour, or a ski getaway. Lower level features a game/tv room with a comfy sofa bed. Main floor has a living room with television, dining table that seats six, and a full service kitchen. Upstairs has king bedroom, full bath and cozy reading nook.The charms of New Hampshire surround you in this cozy, light-filled getaway.

4.94 out of 5 average rating, 117 reviews

A spacious living room features a comfortable sectional sofa facing a propane fireplace. A mounted TV is positioned above the hearth. Natural light enters through sliding glass doors leading to a private porch, surrounded by lush greenery.

Condo in Mendon

Hotel Chic - Home Comfort -Ski Easy.

HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS ❄️Killington - 15 minutes ❄️Pico - 5 minutes ❄️WIFI❄️QUIET❄️FIREPLACE ❄️COMFY❄️IMMACULATE ❄️SUPERHOST RATED OUR ULTRA COZY RETREAT WAITS JUST FOR YOU ⛷️ 🏂Pico-5 minutes ⛷️ 🏂Killington-15 minutes 🥾Minutes from LT/AT 💍Wedding Venues 🚴Mtn Biking •Squeaky Clean •Fireplace, WIFI •TV in living room & bedroom •Private covered porch •Keypad check in •Smoke free/Pet free NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

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 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.

4.93 out of 5 average rating, 201 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. check VRBO.1532508 mention this for a better deal

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, 152 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 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.

4.94 out of 5 average rating, 151 reviews

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 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.

4.92 out of 5 average rating, 148 reviews

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 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.

4.92 out of 5 average rating, 178 reviews

Renovated unit, prime location! Shuttle on/Ski off

We are located in Killington, VT. A newly renovated family friendly condo complex located on East Mountain Rd. Take the free shuttle (modified schedule post Covid) and end your day by skiing back to the condo. In the summer season you can enjoy a day mountain biking and ride home in just under five minutes. Enjoy the outdoor pool during the summer after a day of mountain biking! Year round activities all within a short distance.

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!

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 Woodstock condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.98 out of 5 average rating, 54 reviews

Luxury Condo - with Garage Parking and Pool

4.97 out of 5 average rating, 89 reviews

A snow-covered slope is showcased, featuring fresh corduroy tracks that create a textured pattern across the landscape. In the distance, a glowing sunrise illuminates the horizon, casting a warm light over the snowy terrain and trees, enhancing the serene atmosphere.

Condo in Peru

Cozy Mountain Condo - Ski In/Ski Out

An inviting living space features a cozy sofa setup facing a wall-mounted TV. A warm ambiance is created by the fireplace beneath the TV. A modern kitchen island with bar stools complements the dining area, while large windows bring in natural light.

4.74 out of 5 average rating, 77 reviews

Killington Vermont Luxury 2 bed condo

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.

4.95 out of 5 average rating, 20 reviews

Northlands at Trail Creek

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.

5 out of 5 average rating, 38 reviews

Killington Condo-Indoor Pool/HotTub/FitnessCenter

4.98 out of 5 average rating, 46 reviews

The living area features a spacious sectional sofa arranged around a coffee table, complemented by a cozy wood-burning fireplace. Natural light fills the room through large windows, which overlook the snowy landscape. A dining table for six and a media console housing a Smart TV are also present.

Condo in Stratton

Ski In/Out, Cozy 3BR Condo steps to Village

4.94 out of 5 average rating, 48 reviews

A cozy living area features a gray sofa and a vibrant orange chair. Natural light enters through a window, illuminating light wood flooring. A modern TV is situated on a stand with decorative storage below. A small work desk is positioned next to the window.

Condo in Waitsfield

Centrally Located, Light-Filled Apartment

The exterior of the Mountain Green building is visible, surrounded by snow-covered ground and trees. A clear blue sky complements the scene. A prominent sign marks the property, showcasing various services and property listings. Vehicles are parked nearby, indicating accessibility.

4.85 out of 5 average rating, 13 reviews

Killington Getaway 2bed/1.5 bath

Pet-friendly condo rentals

4.96 out of 5 average rating, 48 reviews

A circular seating arrangement is made with six white Adirondack chairs positioned around a metal fire pit. The grassy area is surrounded by lush greenery, and a red barn is visible in the background, alongside a propane grill on the side.

Condo in Bridgewater

Foliage and Ski Retreat by Woodstock & Killington

A cast iron gas fireplace is centered on a stone hearth, providing warmth. A wooden ladder holds colorful blankets, while a woven basket filled with magazines is placed nearby. Light filters in through a window with horizontal blinds, enhancing the cozy ambiance.

4.9 out of 5 average rating, 39 reviews

Fully walkable 2BR condo in Ludlow’s village!

4.94 out of 5 average rating, 31 reviews

Condo in Plymouth

Charming Vermont Hideaway (Unit 2)

4.86 out of 5 average rating, 14 reviews

A comfortable living space is depicted, featuring a cozy fireplace adorned with a mantle. A spacious sectional sofa is complemented by a decorative area rug. A coffee table occupies the center, while modern entertainment options are displayed on a dark wooden cabinet with a flat-screen TV.

Condo in Quechee

Cozy Fireplace, Pets, Club Access! - Saltbox 9A

4.94 out of 5 average rating, 105 reviews

The exterior of the condominium building is showcased, featuring three levels with large windows that allow natural light in. A central staircase leads to the entrance, flanked by green grass and small shrubs, creating a welcoming appearance.

Condo in Stratton

Great 2 bedroom condo at Stratton Mountain

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.

4.9 out of 5 average rating, 248 reviews

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

A comfortable living area features two sofas and a coffee table positioned in front of a brick fireplace. A television is mounted above the fireplace. Large windows allow natural light and offer views of the surrounding greenery.

4.71 out of 5 average rating, 31 reviews

Cozy killington condo- 5 min to killington resort

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, 150 reviews

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

Condo rentals with a pool

4.93 out of 5 average rating, 60 reviews

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.

Condo in Mendon

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

4.9 out of 5 average rating, 69 reviews

A snow-covered slope is flanked by trees adorned with frost, creating a winter wonderland. Skiers can be seen navigating the path under a sky filled with clouds and sunlight filtering through. The serene atmosphere captures the essence of outdoor winter activities.

Condo in Warren

Powder Hound Condo

5 out of 5 average rating, 71 reviews

A cozy living room features a gas fireplace beneath a mounted flatscreen TV, flanked by two armchairs and a gray sofa adorned with decorative red pillows. A wooden coffee table rests on a patterned rug, and a soft glow is provided by a nearby lamp.

Condo in Warren

Sugarbush 2 bedroom/2 bath condo at Bridges Resort

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.

4.91 out of 5 average rating, 188 reviews

Renovated 1BR, Walk to Lifts, Covered parking

A living room is furnished with a comfortable brown sofa and an armchair beside a wooden coffee table. A rustic wooden fireplace is adorned with festive garland and a flat-screen TV is mounted above it. Natural light enters through a large window, providing a cozy ambiance.

4.85 out of 5 average rating, 205 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

A spacious living area features a wood-burning fireplace set against a textured stone wall. A large sectional sofa and additional seating surround a circular coffee table. Natural light enters through glass doors leading to a deck, complemented by green curtains that frame the view.

4.93 out of 5 average rating, 14 reviews

Elegant 3BR with Fireplace & Shuttle to Slopes

Aerial view captures snow-covered surroundings with a series of townhouses lining a snowy path. The backdrop features distant mountains, highlighting the snow-covered slopes. Soft sunlight gently illuminates the scene, enhancing the serene winter landscape.

4.63 out of 5 average rating, 32 reviews

3BR Minutes to Killington Resort & Snowshed Lodge!

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.