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Condo vacation rentals in Woodstock

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Top-rated condo rentals in Woodstock

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Top guest favorite

A modern living room features a traditional wood-burning fireplace framed by a brick facade. A large TV is mounted above the mantle, while a plush recliner, a small seating area, and a neatly stacked firewood display complete the cozy setting.

4.99 out of 5 average rating, 120 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

The Handle Lodge at Snowtree Condos is a modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with friends and family. Make a meal in the beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge. Check us out on IG for more content: @TheHandleLodge …. 18% OFF WEEKLY STAYS

A snowy landscape is visible from the balcony, showcasing trees dusted with snow. The view includes distant mountains shrouded in mist and a snow-covered ground, contributing to a serene winter atmosphere.

Condo in Rutland

4.94 out of 5 average rating, 107 reviews

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. Ski locker on ground floor. Please be sure to read and agree to house rules.

Condo in Killington

4.89 out of 5 average rating, 102 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.

Top guest favorite

A large boulder sits near a clear stream, surrounded by various rocks of different shapes and sizes. Lush green trees are visible in the background against a partially cloudy blue sky, adding a natural and serene ambiance to the landscape.

Condo in Warren

4.97 out of 5 average rating, 128 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Enjoy all the MRV has to offer in our renovated 2 Bedroom, 1 bath condo at the Bridges Resort. The Resort features two outdoor pools, one indoor pool, hot tub, indoor and outdoor clay and Har-Tru tennis and Pickleball courts, updated fitness center, volleyball, basketball, horseshoes, badminton and children's playground. Tennis lessons and clinics available on site. Both gas and charcoal grills are available. Two Fire pits located just outside outdoor. Plenty of convenient parking.

A scenic view of snow-covered mountains is framed by a blue sky filled with soft clouds. The image features a distinctive clock tower, surrounded by trees and nearby buildings, creating a welcoming winter landscape.

Condo in Stratton

4.94 out of 5 average rating, 170 reviews

Updated Ski in/Ski out Stratton Condo!

Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*

A row of multi-level condos is displayed, featuring balconies that overlook a snowy landscape. The warm wooden exteriors contrast with the white snow covering the ground. Windows are evenly spaced, allowing natural light to enter, while smoke stacks are visible on the rooftops.

Condo in Ludlow

4.84 out of 5 average rating, 130 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

Large family friendly 1-bedroom condo with 1 King and 1 Sofa bed that is just steps away from Okemo Base lodge. Please note there is no AC at this condo complex summer time, fan will be provided. - Dedicated Xfinity modem and AP in the unit. Video conference friendly. - Free parking - Coin operated washer/dryer facilities in the building - Super quite neighborhood during Summer/Fall season, and Ski in and out in Winter season. Fireplace has been updated to electric fireplace.

Condo in Killington

4.95 out of 5 average rating, 105 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

Top guest favorite

An indoor pool area is illuminated by natural light filtering through large windows. Wood beams create a warm atmosphere overhead, while the crystal-clear water invites relaxation. A serene mural of a forest adorns the wall, enhancing the tranquil space.

Condo in Killington

5 out of 5 average rating, 37 reviews

Killington Condo-Indoor Pool/HotTub/FitnessCenter

Unwind in this modern condo after your exciting day on the mountain. Conveniently located off the main access road, but set back in a park-like setting, this is the perfect location to be close to the action while away from the noise. There are two bedrooms and two bathrooms, plus a bonus loft space with a twin bed. Included in your stay is access to the spa facility with indoor pool, hot tub, sauna and well-equipped fitness center, as well as outdoor tennis courts.

A modern sauna space is presented, featuring wooden paneling and large glass doors. Soft blue lighting enhances the ambiance, while the sleek tiled floor offers a contemporary feel. Adjacent areas showcase additional wellness amenities, contributing to a relaxing environment.

Condo in Killington

4.78 out of 5 average rating, 307 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 covered wooden bridge is illuminated by warm light, leading through a tranquil setting. Snow covers the ground, while the surrounding trees stand tall against a twilight sky. The distant silhouette of hills adds depth to the serene winter landscape.

Condo in Warren

4.87 out of 5 average rating, 199 reviews

Ski In/Ski Out with upgrades!

Newly renovated with comfort in mind! Brand new Nectar hybrid Queen mattress in bedroom. Lazy boy sofa w/ queen pullout w/ memory foam topper. Large chair in living room w/ large screen TV,Netflix & other channels. Well stocked kitchen, Wifi,books,movies & board games. Bedroom has tv. Located in Sugarbush Village, many restaurants, & activities,within walking distance. First floor unit with easy access.

An outdoor seating area features a small wooden table accompanied by two matching chairs. The space is surrounded by greenery, offering a private, tranquil setting for relaxation. Natural light filters through the surrounding trees, enhancing the inviting atmosphere of the deck.

Condo in Grantham

4.97 out of 5 average rating, 115 reviews

Cozy Light-filled Condo in Charming Eastman

Light, bright and cozy three level condo with cathedral ceilings, two bedrooms, and a family room in the lower level with multiple sleeping arrangements. The lower level walk out makes a two minute walk to a beautiful beachfront on Eastman Pond. Close to Sunapee Mountain Ski Resort, and cross-country and snow shoe trails too numerous to list! Easy access to Rt 10 and I-89 for convenient commuting.

A spacious lobby area features a high ceiling with wooden beams. A large stone fireplace serves as a focal point, surrounded by comfortable seating options including brown leather sofas and blue accent chairs. Large windows provide natural light, enhancing the inviting atmosphere.

Condo in Stratton

4.95 out of 5 average rating, 147 reviews

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Woodstock condo rentals

Free parking on premises

Air conditioning

Condo rentals with a hot tub

A living room features a large stone fireplace with a wood storage basket beside it. A comfortable sofa with decorative pillows faces a wooden coffee table. Natural light floods the space through a large window, complemented by a nearby area rug.

4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

The living area features a spacious navy sofa adorned with colorful pillows and a light wooden coffee table. A round dining table with black chairs is present, alongside a large mirror and soft lighting that enhance the inviting space. Natural light filters through the sliding doors.

Condo in Killington

4.9 out of 5 average rating, 128 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

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.

Condo in Killington

4.93 out of 5 average rating, 198 reviews

Newly renovated ski retreat at Killington

Condo in Ludlow

5 out of 5 average rating, 4 reviews

Inviting Ski-In/Ski-Out Condo at Okemo +Hot Tub

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.

Condo in Killington

4.97 out of 5 average rating, 144 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

A spacious living area is presented, featuring a comfortable brown sofa adorned with decorative pillows. Two side tables with lamps provide soft lighting. Large doors open to a view outside, allowing natural light to brighten the room, which is complemented by soothing green walls.

Condo in Stratton

4.95 out of 5 average rating, 19 reviews

Stratton Duplex Condo Steps to Lifts, Village!

Aerial view captures the snow-covered landscape surrounding the ski slopes, with well-defined runs visible against the mountainside. A tranquil lake reflects the scene, bordered by trees. Nearby buildings, including the condo complex and community amenities, are discernible in the setting.

4.89 out of 5 average rating, 9 reviews

New - walk to Mt Snow w/ Tub & Gym

The open-concept kitchen features wooden cabinetry and modern appliances, including a stainless-steel refrigerator and stove. A breakfast bar is complemented by pendant lighting. A dining area with wooden chairs is visible, while a staircase leads to a loft area above.

Condo in Killington

4.83 out of 5 average rating, 53 reviews

Ski & Spa Winter Escape

Weekly condo rentals

A spacious dining area is presented with modern wooden tables and chairs, complemented by large windows that allow natural light to illuminate the room. Decorative lighting fixtures hang from the ceiling, enhancing the contemporary design. A TV screen is mounted on the wall for entertainment.

Condo in Killington

4.96 out of 5 average rating, 80 reviews

Bright & Cozy condo with AC, Tennis, and Pool

An indoor pool area is showcased, featuring a rounded pool with clear blue water. Large windows provide natural light and views of the snowy landscape outside. Seating areas are visible along the sides, contributing to a spacious ambiance.

5 out of 5 average rating, 17 reviews

'Bear Paw Lodge' w/Hot Tub* at BASE of Mt Snow

Condo in Killington

4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

A scenic river scene reveals visitors enjoying the waters amidst natural rocks and greenery. Trees frame the image while a small waterfall cascades into the stream. People can be seen wading and relaxing along the rocky banks under the dappled sunlight.

Condo in Warren

4.82 out of 5 average rating, 112 reviews

Modest Mountain Dacha

A view from the ground floor unit showcases a lush, green lawn bordered by rocky outcrops. Sparse trees dot the landscape, with mountains rising in the background under a partly cloudy sky. The exterior of the neighboring building is visible to the right.

Condo in Killington

4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

The kitchen features wooden cabinetry and a spacious countertop. Stainless steel appliances, including a refrigerator and an oven with a microwave above, are positioned conveniently. Kitchen utensils and a coffee maker are organized neatly, inviting preparation of meals in a warm and functional space.

Condo in Stratton

4.93 out of 5 average rating, 15 reviews

Stratton two bedroom condo on a shuttle

Top guest favorite

A wooden gazebo stands surrounded by lush greenery, complemented by large rocks along the path. In the background, rolling hills can be seen under a partly cloudy sky, creating a serene outdoor atmosphere.

Condo in Killington

4.99 out of 5 average rating, 104 reviews

Cozy Condo - next to Killington Resort

A well-appointed bathroom features a rustic wooden vanity with a white sink and modern faucet. A colorful tiled wall adds texture and depth, while warm lighting creates a welcoming ambiance. A large mirror reflects the space, enhancing its clarity.

4.77 out of 5 average rating, 142 reviews

3 Bedroom, 2 Bathroom Condo, 2 Mins to Mount Snow!

Pet-friendly condo rentals

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.

Condo in Killington

4.96 out of 5 average rating, 130 reviews

Dog-Friendly Mountainside Escape/Pool/AC

Condo in Warren

4.96 out of 5 average rating, 23 reviews

Relax and Recharge: Farmhouse Condo with Hot Tub

A cozy living area features a large blue sectional sofa, equipped with a coffee table at its center. A mounted television is visible on the wall, alongside natural light from a nearby window. Decorative elements include a floor lamp and a small side table.

Condo in Winhall

5 out of 5 average rating, 3 reviews

Pet Friendly Stratton West

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

4.97 out of 5 average rating, 37 reviews

Centrally Located, Light-Filled Apartment

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

4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

A two-story condo is shown with a snow-covered roof and a well-maintained exterior. A vehicle is parked in front, and snow blankets the surrounding area. The backdrop features a snow-covered mountain, displaying ski trails that contour the slopes.

Condo in Stratton

4.9 out of 5 average rating, 69 reviews

Stratton Mountain vacation spot

An open space features a cozy living area with a red sofa and a queen bed draped in a colorful blanket. A wooden dining table with seating for four accompanies a modern kitchen equipped with stainless steel appliances, enhancing the suite's inviting design.

Condo in Killington

4.89 out of 5 average rating, 245 reviews

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

A peaceful lake scene is captured, featuring a blue paddleboard resting at the edge of a dock. The calm, reflective water mirrors the surrounding greenery and distant hills under a clear blue sky, creating a serene atmosphere.

Condo in Fairlee

4.92 out of 5 average rating, 290 reviews

The Spacious Condo at The Fairlee Inn

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