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Condo vacation rentals in Winhall

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Top-rated condo rentals in Winhall

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Top guest favorite

A spacious indoor hot tub is surrounded by angled wooden beams and skylights, allowing natural light to illuminate the space. The bubbling water creates a relaxing atmosphere, and the clean, white steps lead up to the edge of the tub.

4.99 out of 5 average rating, 120 reviews

Summer 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

Top guest favorite

4.92 out of 5 average rating, 123 reviews

3 Story Condo - 5 Minutes to Mount Snow!

Charming Dover Green condo just minutes from Mount Snow Ski Resort & Lake Whitingham. This well kept 2 bedroom, 2 bathroom, plus loft bedroom features open concept living, dining, vaulted ceilings, natural woodwork, 65" TV, and a wood burning fireplace. With easy access to Mount Snow, the village of Wilmington, nearby lakes, hiking, and biking, there is so much to do for tremendous year round enjoyment. There is nearby access walkable from the unit to the public MOOver shuttle to get around town

A private deck is presented with two woven chairs surrounding a small table. A white vase holds artificial flowers, complementing the natural greenery in the background. The wooden railing and floor enhance the outdoor setting's relaxing ambiance.

4.91 out of 5 average rating, 105 reviews

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.

An outdoor patio area is surrounded by landscaped gardens, featuring several tables and chairs arranged under shaded umbrellas. Potted flowers in white containers add vibrant colors, while a clear pool is visible in the background, creating a serene atmosphere for relaxation.

Condo in Stratton

4.97 out of 5 average rating, 165 reviews

Premier Stratton Village Location - Pool & Hot Tub

-- Walk across the street to Stratton Ski Lifts -- Conveniently located near the Stratton Village, this condo places you at the center of all the mountain activities - skiing, mountain biking, events, weddings, shopping & dining. This updated studio includes gas fireplace, AC, stainless appliances, and nice décor. Long Trail House condos boasts underground heated parking, year-round outdoor pool with patio and grill, multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

A scenic view of a ski lift is captured against a clear blue sky. The lift, adorned with orange seats, ascends through a snow-covered landscape, flanked by frosty trees. The path shows freshly groomed snow, inviting winter sports enthusiasts.

Condo in Ludlow

4.93 out of 5 average rating, 153 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 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, 171 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 gas fireplace is framed by a brick facade, providing a cozy focal point in the living area. A large television is mounted on the wall above a minimalist table. Natural light floods in from the glass doors, enhancing the modern decor that includes a comfortable armchair and decorative plants.

Condo in Killington

4.94 out of 5 average rating, 157 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 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.

Top guest favorite

A light yellow exterior of a two-story building is visible, featuring a sloped roof and a garage door on the left. A manicured garden with shrubs and decorative elements is positioned near the entrance, along with a satellite dish mounted on the wall.

Condo in Brattleboro

4.93 out of 5 average rating, 353 reviews

Private & Quiet Studio Apt. in Vermont

Clean, comfortable , quiet and snug, this studio apartment is a great place to come and relax in. It has a comfy QUEEN size bed with a 40” LCD at its foot, a kitchen set up for cooking and a desk with a view of a green field. This apartment is situated on the ground floor of our detached garage. Our garage sits behind our home, well away from the street. We live in a residential neighborhood that is conveniently located near I91, Route 30, Route 9 and Downtown .

A wood-paneled sauna is depicted, featuring bench seating along the walls. The walls and ceiling are constructed from warm-toned wood, enhancing the natural ambiance. A stove for heating is visible, accompanied by a wooden bucket, inviting relaxation and comfort.

4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

An aerial view highlights the snow-covered landscape surrounding a cluster of buildings. The closeness to Mt. Snow is indicated, with ski slopes visible in the background and a map marker identifying the property location amidst trees.

4.84 out of 5 average rating, 119 reviews

Walk to Mt. Snow-Spa-Summer Pool

*Amenity rich studio only a 5 minute walk to Mt. Snow's famed Magic Carpet (runs on weekends) *Gas Fireplace *Queen memory foam Murphy bed *Queen pull out with memory foam mattress *Well appointed kitchen *65" curved UHD TV *25Mbps Wifi *USB wall outlets *Blue tooth music streaming to TV *Ample closet space *Patio with rocking chair *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger

A detailed map of Stratton Mountain showcases various ski slopes, trails, and chair lifts. The location of the condo is marked with an arrow, indicating proximity to the Tamarack chair lift. Key features include a legend for trail difficulty levels and other amenities.

Condo in Stratton

4.96 out of 5 average rating, 102 reviews

Luxury Stratton condo just steps to the lift!

Enjoy this beautifully renovated 1 bed/1 bath condo with a live fireplace conveniently located steps from the mountain and Stratton Village! The Tamarack chair lift is only a few hundred yards away! Washer and dryer in unit to warm up your wet clothes after a long day of skiing or mountain biking. Fully stocked kitchen, 50’ TV w/ AppleTV, cable, Amazon Alexa, 5G WiFi, Firewood and more! This is one of the nicest Ober Tal condos available for rent!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Winhall condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

5 out of 5 average rating, 16 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

The exterior of the Hearthstone Lodge is showcased, featuring a blend of natural stone and wood materials. Four prominent staircases lead to the entrance, framed by large, wooden arches and wide balcony overhangs. Surrounding greenery adds a touch of nature to the entrance.

Condo in Stratton Mountain

4.88 out of 5 average rating, 8 reviews

3BR/3BA Hearthstone condo with pool access

Condo in Stratton

5 out of 5 average rating, 7 reviews

Luxury Duplex Condo·Stratton Ski in Ski Out

The image captures a serene lake scene with swimmers enjoying the water near a rocky shore. A sailboat glides peacefully across the sparkling surface, surrounded by lush green hills under a partly cloudy sky.

4.95 out of 5 average rating, 61 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

Top guest favorite

A spacious sitting area features large windows that allow for ample natural light and views of the outdoor space. Cozy blue armchairs surround a distinctive wooden coffee table, creating an inviting atmosphere for relaxation and conversation.

Condo in Stratton

5 out of 5 average rating, 44 reviews

Your Vermondo awaits: Steps to Lifts & Village.

A scenic view of the Killington ski area is captured under a clear blue sky, with the sun shining brightly over the landscape. The snow-covered slopes are visible, showcasing the trail patterns and the base area nestled within the trees.

Condo in Killington

4.83 out of 5 average rating, 24 reviews

Cozy 1BR/1BA Condo

A detailed map is displayed, indicating the location of Ober Tal condos in relation to Stratton Mountain's Tamarack lift and village. Key amenities, services, and nearby lodging properties are marked for easy navigation.

Condo in Stratton

5 out of 5 average rating, 22 reviews

Walk to Lift - 2 Bedroom Condo - Newly Renovated

Top guest favorite

A person is pouring coffee grounds from a glass jar with a wooden lid into a brewing device. A modern coffee machine is positioned nearby on a light-colored countertop, with the backdrop featuring dark cabinetry and decorative elements.

Condo in Rutland

4.89 out of 5 average rating, 36 reviews

Luxury, downtown apt w/ balcony

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, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

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 room is highlighted by a comfortable sectional sofa facing a modern fireplace, adorned with seasonal greenery. A large mirror reflects natural light from the windows, and a television hangs above a wooden media console, completing the inviting ambiance.

4.97 out of 5 average rating, 29 reviews

Mt Snow Condo, 4-min Walk to Sundance Dog Friendly

A cozy living room showcases two plush couches and a small wooden coffee table. A gas stove is nestled in a brick corner, while sliding doors offer views of the outdoors. Colorful lights frame the window, adding a touch of charm to the space.

4.9 out of 5 average rating, 52 reviews

Ski Condo 5 Min from Mt Snow

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

Condo in North Adams

4.96 out of 5 average rating, 74 reviews

Newly renovated 2BR on historic Eagle Street.

The chalet duplex features a two-toned exterior with a dark wooden upper level and a white lower level. A spacious outdoor deck is visible, complemented by greenery and well-maintained shrubs, creating a serene setting within a natural landscape.

4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

The exterior of a multi-story grey building is shown, featuring a sloped roof and several square windows. A ramp leads to the main entrance, which is adorned with light fixtures and framed by greenery, including bushes and grass.

Condo in Londonderry

4.95 out of 5 average rating, 61 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

Condo rentals with a pool

A snowy landscape showcases the mountain in the background with ski trails visible. The foreground features a winter scene with snow-covered ground and trees. A building is partially visible on the left, adding to the serene atmosphere.

4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

A well-maintained outdoor pool is surrounded by sun loungers, creating a serene atmosphere. Lush greenery and trees frame the background, providing a natural setting. The concrete deck features handrails for easy access, while clear skies above invite relaxation.

4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

Condo in Killington

4.89 out of 5 average rating, 130 reviews

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

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.

Condo in Killington

4.91 out of 5 average rating, 174 reviews

Renovated 1BR, Walk to Lifts, Covered parking

An indoor pool area is highlighted by a spacious swimming pool. Natural light enters through large windows, offering views of the outdoor patio. Seating areas with chairs are arranged along the walls, complemented by warm-toned curtains.

Condo in Ludlow

4.93 out of 5 average rating, 110 reviews

One Bedroom Suite Near Okemo

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

A welcoming entrance to Crown Point is depicted, featuring a large sign with bold lettering. The sign is framed by a wooden structure and surrounded by vibrant flowers in various colors, adding a touch of natural beauty to the landscape.

Condo in Stratton

4.93 out of 5 average rating, 15 reviews

Stratton two bedroom condo on a shuttle

Condo in Killington

4.94 out of 5 average rating, 95 reviews

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

Quick stats about condo rentals in Winhall

Total rentals
30 properties
Nightly prices starting at
€ 78 before taxes and fees
Total number of reviews
580 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore