
Condo holiday rentals in Winhall
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Top-rated condo rentals in Winhall
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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

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.

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.

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.

⭐️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

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.

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.

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

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!

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.

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.

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 Winhall condo rentals
Weekly condo rentals

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

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

Slopes N Seasons | Trailside Condo at Mount Snow

No Cleaning Fee~10% OFF~Walk To Mountain~Amenities

Cute, Cozy Condo at the base of Mount Snow

Ski On/Off 2BR w/Pool, Fireplace & Arcade

Cozy Condo-4 Minute Walk to Skiing at Mount Snow!

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck
Pet-friendly condo rentals

Year-round Fun in VT: Wonderful Country Apartment

Foliage and Ski Retreat by Woodstock & Killington

Fully walkable 2BR condo in Ludlow’s village!

Charming Vermont Hideaway (Unit 2)

Ski Condo 5 Min from Mt Snow

Stratton Mountain vacation spot

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

The Otto: A Warm and Cozy Ski In + Ski Out Lodge
Condo rentals with a pool

Mount Snow Ski Chalet

Renovated Condo - 5 min walk to Mount Snow

Renovated Stratton Mtn Studio | Walk to Lifts

Four Seasons Slope-side Getaway at Mount Snow

Mount Snow direct access! Pool & hot tub! Ski

Stratton Duplex Condo Steps to Lifts, Village!

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

Cozy Mt Snow 1-bed w/ fireplace & mountain view
When is the best time to visit Winhall?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $722 AUD | $647 AUD | $644 AUD | $711 AUD | $323 AUD | $323 AUD | $330 AUD | $344 AUD | $324 AUD | $332 AUD | $751 AUD | $654 AUD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about condo rentals in Winhall

Total holiday rentals
Explore 20 holiday rentals in Winhall

Nightly prices starting at
Winhall holiday rentals start at $199 AUD per night before taxes and fees

Verified guest reviews
Over 570 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Winhall holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Winhall rentals

4.8 Average rating
Winhall stays are highly rated by guests—averaging 4.8 out of 5!
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- Condo rentals Bennington County
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Pico Mountain Ski Resort
- Lake George Expedition Park
- Peebles Island State Park
- Dorset Field Club
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- National Museum of Racing and Hall of Fame
- Hooper Golf Course
- Bromley Mountain Ski Resort
- Autumn Mountain Winery