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, 245 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.

4.91 out of 5 average rating, 114 reviews

A cozy seating area features two woven chairs adorned with striped cushions. A small table holds a decorative vase with flowers, set against large windows that frame a vibrant backdrop of autumn foliage outside.

Condo in Dover

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna

Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

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.

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.

An open-concept living area is seen, featuring a fully equipped kitchen with a breakfast bar. Warm wood accents and cozy seating are highlighted, while a decorative sign with a ski theme adds character to the space. Natural light filters in through large windows.

4.92 out of 5 average rating, 159 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

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 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 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!

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, 179 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.

Popular amenities for Woodstock condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.9 out of 5 average rating, 29 reviews

The screened-in porch features a wooden bench with decorative pillows, including one that reads 'stay awhile.' Lush greenery is visible through the windows, complemented by hanging flower pots that add a touch of color.

Condo in Bridgewater

Year-round Fun in VT: Wonderful Country Apartment

4.98 out of 5 average rating, 54 reviews

Luxury Condo - with Garage Parking and Pool

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!

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

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

A cozy living area features a comfortable sofa and armchair facing a modern electric fireplace. Natural light floods in from large windows, with a dining table nearby. Textured wall details and neutral tones create a warm ambiance throughout the space.

4.92 out of 5 average rating, 78 reviews

Okemo Mountain Lodge A108 Beautiful Ski In/Ski Out

A living room area is highlighted by a stone fireplace and a large skylight, allowing natural light to fill the space. Comfortable seating includes a sofa, two armchairs, and a wooden coffee table. A television is positioned on a nearby console, complementing the inviting atmosphere.

4.96 out of 5 average rating, 70 reviews

Walk to lift, Ski home, Sunny with loft

4.98 out of 5 average rating, 52 reviews

A comfortable living area features a large windows overlooking greenery, a sectional sofa, and a gas fireplace with a flat-screen TV mounted above. Two armchairs and a coffee table provide ample seating, and shelves showcase decorative items for a cozy ambiance.

Condo in Warren

Ski On Ski Off Welcoming Slope Side Condo

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

4.94 out of 5 average rating, 31 reviews

Condo in Plymouth

Charming Vermont Hideaway (Unit 2)

A spacious room features two queen beds adorned with vibrant patterned comforters. A flat-screen TV is mounted on the wall. A window allows natural light to fill the space, while an air conditioning unit is positioned nearby. A wooden dresser and lamps add functional touches.

4.59 out of 5 average rating, 110 reviews

NEW Killington Studio: Great Location! Comfy. 431

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

4.93 out of 5 average rating, 137 reviews

The condo building is surrounded by a thick blanket of snow, with multiple units visible. The exterior features a green color and large windows. Snow collects on rooftops and the ground, creating a serene winter scene with trees in the background.

Condo in Dover

3 Story Condo - 5 Minutes to Mount Snow!

Condo rentals with a 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

4.99 out of 5 average rating, 124 reviews

A spacious living area features a large sectional sofa adorned with cozy throw pillows, complemented by a textured area rug. Natural light pours in through expansive windows, enhancing the inviting atmosphere. A side table and a plush armchair add to the comfortable seating options.

Condo in Dover

Winter Dream! The Handle Lodge at Snowtree Condos

The living area features a cozy seating arrangement with a brown couch and recliners, complemented by a decorative area rug. A coffee table sits in front of the seating, and a dining table with wooden chairs is positioned nearby. Soft lighting enhances the welcoming ambiance.

4.95 out of 5 average rating, 265 reviews

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

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

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

4.79 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

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.