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.

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.

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.

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.

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, 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).

A modern studio space is presented with wood paneling and a vaulted ceiling. Stainless steel kitchen appliances are featured alongside a dining table and a comfortable seating area. Two vintage ski boards are mounted on the wall, and a sliding glass door provides access to a private balcony.

4.78 out of 5 average rating, 310 reviews

Serene Top Floor Condo (resort style amenities)

Welcome to Killington! We offer a year round accommodation with the convenience of walking to the lifts, free covered parking, private balcony, full kitchen, and 24/7 keyless entry. The Mountain Green condos have great seasonal amenities in our building such as indoor/outdoor pool, hot-tub, fitness center, ski rental , full service bar/restaurant, outdoor lockers. This is the ideal setup for anyone enjoying the mountain without driving to it!

Aerial view of the Mtn Green Resort complex, surrounded by a blanket of fresh snow. The snow-covered mountains in the background and the tree-lined foreground offer a serene winter landscape. Several condo buildings are visible, showcasing multiple stories and a mix of windows.

4.77 out of 5 average rating, 102 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 is undergoing roof replacements and interior work from fall 2024 to Fall 2025. 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.

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!

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

5 out of 5 average rating, 32 reviews

A spacious living area features a cozy arrangement of a grey sofa and brown leather recliner, complemented by a woven coffee table. A stone fireplace is situated against a wooden wall, with a large television mounted above. Natural light enters through window treatments.

Condo in Ludlow

2 BR/2BA Ski In/Ski Out Condo on Okemo- Sleeps 6

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

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

4.93 out of 5 average rating, 41 reviews

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.

Condo in Mendon

Mountain Hideaway two bedroom condo Near PICO MTN

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.

4.9 out of 5 average rating, 87 reviews

Luxe Trailside Ski On/Off. Next to hot tub

5 out of 5 average rating, 20 reviews

Condo in Warren

Snow Getaway Basecamp | Fireplace & Sugarbush Mtn

Pet-friendly condo rentals

4.62 out of 5 average rating, 13 reviews

A bright, open-concept living space is showcased, featuring a comfortable seating area with a light-colored sofa and accent pillows. A modern coffee table sits centrally, accompanied by a flat-screen TV mounted on the wall. Large windows allow natural light to fill the room.

Condo in Hartford

Close to Lake & Golf & Pool - Newton Village 2A

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

4.9 out of 5 average rating, 39 reviews

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.

Condo in Ludlow

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)

4.94 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¤

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 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

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🏂❄️…

4.79 out of 5 average rating, 121 reviews

The living area features a soft gray couch and a black lounge chair, complemented by a textured area rug. Natural light enters through a large window dressed with light curtains. A wooden cabinet and an art piece with an animal illustration are also present.

Condo in Warren

Modest Mountain Dacha