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Condo vacation rentals in Winhall

Find and book unique condos on Airbnb

Top-rated condo rentals in Winhall

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite

4.92 out of 5 average rating, 131 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 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.

4.91 out of 5 average rating, 113 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.

Top guest favorite

A warm gas fireplace is centrally positioned against a light-colored wall, complemented by a wood mantle and slate surround. A flat-screen TV is mounted above. A window allows natural light to brighten the area, while a desk and chair provide a workspace option.

Condo in Stratton

4.97 out of 5 average rating, 171 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.

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.

Condo in Ludlow

4.92 out of 5 average rating, 156 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 dining area is highlighted by a round wooden table surrounded by black chairs. The open living room features a comfortable sofa and a decorative area rug. Soft lighting is provided by a stylish chandelier, enhancing the homey atmosphere.

Condo in Stratton

4.94 out of 5 average rating, 174 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.*

4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

This chalet duplex offers the entire top 2 floors for rent, with no shared spaces. The main level has 2 bedrooms and a full bathroom, while the second level has 2 bedrooms and another full bathroom. Amenities include an on-site washer and dryer, and the kitchen is fully equipped for cooking. Please note that the fireplace is not available for use. Also, there is a separate 2-bedroom, 1-bath Airbnb unit on the lower level, but there’s no indoor shared space.

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, 242 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.

A comfortable living area showcases a gas fireplace beneath a large television mounted on the wall. A dark sofa sits beside a small coffee table, and light flows in through a glass door, which is accented by sheer curtains. Decorative elements enhance the space.

4.84 out of 5 average rating, 127 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

An open living area features a large wooden dining table surrounded by metal chairs. The kitchen showcases modern appliances and a sleek countertop, while a comfortable seating area is arranged nearby with a sectional couch and coffee table against a textured wall.

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!

Top guest favorite

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.

Condo in Ludlow

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.

Condo in Ludlow

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.

Top guest favorite

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.

4.99 out of 5 average rating, 123 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.

Vacation rentals for every style

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Apartments

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Kick off your hiking boots at these rustic lodgings

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A space thats all yours, with room for everyone

Popular amenities for Winhall condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

The living area features a comfortable couch and a wooden coffee table. A large flat-screen television is mounted above a stone fireplace, which is lit and creating a soft glow. Natural light enters through the framed window, revealing scenic views of the surrounding landscape.

Condo in Stratton

4.99 out of 5 average rating, 76 reviews

Walk to lifts & Village,Year round pool&hot tubs

The image captures the snowy slopes of a mountain under a partly cloudy sky. The landscape features bare trees interspersed with patches of snow, while buildings are visible at the base, offering a picturesque view of the surrounding area.

5 out of 5 average rating, 14 reviews

Cozy Updated 2 Bedroom Corner Condo

A cozy living area features a large sectional sofa and a wooden coffee table, set on a spacious area rug. Natural light filters through a large window, with a stone fireplace and a mounted television providing warmth and entertainment.

4.96 out of 5 average rating, 46 reviews

Cozy Fall Retreat: 2BR w/Pool, Fireplace & Arcade

Top guest favorite

A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.

4.94 out of 5 average rating, 71 reviews

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

The bedroom features a spacious bed dressed in white linens, complemented by wooden furniture. A cozy bench beside the window offers additional seating, and soft light enters through the window, highlighting the simple wall decor.

Condo in Ludlow

4.88 out of 5 average rating, 78 reviews

Homey Condo next to Okemo Mt. A/B Quad

Condo in Ludlow

4.86 out of 5 average rating, 7 reviews

Ski in/Ski Out- Okemo Clocktower base

A spacious living area is showcased, featuring comfortable leather sofas and a decorative wall clock. A television is positioned near a fireplace, complemented by a stone hearth. Natural light filters through two windows adorned with light fabric curtains, highlighting the wooden beams of the ceiling.

Condo in Ludlow

4.73 out of 5 average rating, 88 reviews

3-Bedroom Condo in the heart of the Village @Okemo

A dining area features a large wooden table surrounded by eight rustic chairs, complemented by a soft area rug. Light from a nearby lamp and a chandelier illuminates the room. A doorway leads to a cozy sleeping area visible in the background.

Condo in Stratton

5 out of 5 average rating, 7 reviews

Luxury Condo @ Mt Base 3BR 2BA Heated Pool Hot Tub

Pet-friendly condo rentals

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

4.89 out of 5 average rating, 38 reviews

Fully walkable 2BR condo in Ludlow’s village!

Condo in Plymouth

4.97 out of 5 average rating, 30 reviews

Charming Vermont Hideaway

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, 30 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.

4.91 out of 5 average rating, 55 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

4.91 out of 5 average rating, 75 reviews

Stratton Mountain vacation spot

Top guest favorite

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

4.96 out of 5 average rating, 68 reviews

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

Top guest favorite

A serene sleeping area features a spacious bed with plush bedding, complemented by side tables on either side. A warm lamp casts a gentle glow, illuminating an artistic wall hanging that adds character to the room. Soft textures enhance the inviting ambiance.

Condo in Ludlow

4.96 out of 5 average rating, 27 reviews

The Otto: A Warm and Cozy Ski In + Ski Out Lodge

A bright living area features a comfortable sectional sofa and an elegant coffee table with a floral arrangement. Natural light enters from multiple windows, complemented by wall sconces. A flat-screen television is mounted above a modern wood-burning fireplace, creating a cozy gathering space.

Condo in Wilmington

4.96 out of 5 average rating, 28 reviews

10th Hole Haystack Golf Course in Wilmington VT

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 cozy living area is highlighted by a stone fireplace, featuring firewood neatly stacked beside it. A flat-screen TV is mounted above the mantel, with built-in cabinets on either side. A sectional sofa and wooden coffee table provide comfortable seating for relaxation.

5 out of 5 average rating, 24 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

A private deck is shown, furnished with two blue chairs placed beside a wooden railing. The view includes a serene landscape of trees and patchy snow, indicative of the changing seasons.

4.92 out of 5 average rating, 12 reviews

Renovated Condo - 5 min walk to Mount Snow

Top guest favorite

A spacious living area features a comfortable sectional sofa, positioned near large windows that provide natural light and a view of the outdoors. A cozy fireplace with a wood-burning option adds a touch of warmth, accompanied by a flat screen TV and a small table with chairs.

Condo in Ludlow

4.95 out of 5 average rating, 20 reviews

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

A cozy living area features a mix of orange and brown sofas, complemented by a wooden coffee table. A stone fireplace is positioned beneath a wooden panel wall, with a television mounted nearby. Large windows illuminate the space, offering views of the snowy outdoors.

4.7 out of 5 average rating, 10 reviews

Pool & hot tub! Hiking, nature and mountain views!

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

4.85 out of 5 average rating, 27 reviews

Stratton Duplex Condo Steps to Lifts, Village!

A scenic view of lush green hills is presented from a balcony. The landscape is dotted with trees and fields, while a gravel path leads into the distance. Two blue adirondack chairs add a cozy touch to the outdoor space.

4.91 out of 5 average rating, 22 reviews

Mountainside Condo- 3bed/3Bath with amazing views.

A cozy living area is highlighted by a stone fireplace, topped with a wooden mantle. A large television is mounted on one wall, while plush seating surrounds a wooden coffee table. Stacked firewood is neatly arranged beside the fireplace, adding to the warm ambiance.

5 out of 5 average rating, 23 reviews

Lyon Family Lodge - Ski-in/ski-out

Quick stats about condo rentals in Winhall

Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ404 before taxes and fees
Total number of reviews
590 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