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Country Club Estate

Winhall, Vermont









Minimum Stay

2 nights

About the property

Ever dreamed of staying in your own luxurious private country club? This estate has a main house, guest house, club house with a gym, pool table, card table and a bar, swimming pool, hot tub, sauna, tennis court, and meticulously landscaped grounds, including ponds with fountains. Perfect for family and friend gatherings, corporate retreats, weddings and events, this home has six bedrooms and sleeps up to sixteen guests. Perfectly situated between three mountains—Bromley (10 minutes), Magic (10 minutes) and Stratton (15 minutes) for active fun in winter and summer, and 15 miles to Manchester for shopping and nightlife—means you get the best of all worlds in Southern Vermont! 

The Space

There are three main buildings on the property—a main house with four bedrooms, a guest house with two bedrooms, and a club house with incredible amenities. There is also a lovely pool house with a shower. 

The entire estate has fantastic artwork and decoration throughout, it is like stepping into a museum, as the owners are avid art collectors. The grounds are expansive—you will have 100 acres of privacy—and are professionally and exquisitely maintained, making this an ideal place to get married or host an event. Huge green grass fields mowed with precision, ponds with showering fountains, plenty of space for parking, you and your guests will be staying and celebrating in absolute luxury. 

The clubhouse is set off by itself, a few-minute walk from the main campus, or you can make the short drive by car. Inside is a gym with machines, a pool table, a card table, and a wet bar for preparing drinks. There is a TV as well so your group can put on the game or news while you chat and play some poker. The clubhouse is also host to the sauna and the hot tub. 

The main house has a recently updated kitchen with only the best appliances, several family rooms with wood fireplaces, a wood burning stove, and a dining area. The guest house is next door and has two more bedrooms and another family room. 

The Perfect Experience

If you are having a large event, we rent several homes minutes away that can house your guests, and our concierge service can arrange for shuttles, as well as catering, private chefs and more. The grounds will be precisely prepared for your stay, plenty of space for tents, dance floors, and parking. If you want to have your dream wedding, large corporate event, or big family reunion, this is the place. 

For smaller groups looking to stay in luxury, you have three ski mountains to choose from, which also have tons of activities during summer. You can spend your day filled with activities, then take a soak in the hot tub, a steam in the sauna, or go for a dip in the pool before retiring to a friendly game of poker while the game plays in the background. If you have a cook in the group, they can prepare a feast in the kitchen while the rest of the group congregates in the family room to share the memories made during the day, or you can have our concierge find you a private chef. 

During the warm months, have a game of football, baseball or soccer in one of the fields, or grab your favorite beverage, a book, and a blanket and sit out by the pond and let one of the world’s best authors transport you away. 

The Neighborhood

One of the best features for winter renters is that the estate is located in between three of the best mountains in Southern Vermont—Bromley, Stratton and Magic Mountain. Two excellent cross-country skiing centers, Wild Wings and Viking Nordic, are in the area as well. There are also options for snowmobiling. If this is not enough, Manchester and its surrounding areas offer several unique and unforgettable sleigh ride experiences, including dogsledding. 

In the summer enjoy numerous hiking or cycling opportunities nearby. Bromley Sun Mountain Summer Park offers family adventures for the whole day of fun including New England’s longest zipline, Vermont’s longest water-slide raft ride, America’s longest triple-track Alpine Slide, climbing walls, mini-golf and much more. Stratton, Magic and Manchester have great golf courses as well. Fishers can purchase their license in town and pick up the Vermont Fishing Guide to find the hottest places to cast a line. 

If you are looking for the small-town Vermont experience, the villages of South Londonderry and Londonderry are minutes away. Grab an incredible sandwich at The Corner Market Deli in South Londonderry, or grab a pint at The New American Grille in Londonderry. These small towns are fun to explore, with roadside farmer’s stands for the best produce you can imagine, small quaint shoppes to support local artists, and more. 

The historic town of Manchester is only 25 minutes away. There you can enjoy many fine restaurants. You may also visit the highly rated Equinox Golf Resort and Spa in the center of town which offers a wide range of activities: Land Rover Experience Driving School offers full day of off-road driving instructions on the 80-acre purpose-built course. Green Mountain Falconry School offers a rare opportunity to handle a trained hawk. Orvis Fly Fishing School will show you how to best set up, select your fly, tie knots and more on fully stocked casting ponds and the Battenkill River. Orvis Shooting School offers beginning and experienced shooters new techniques based on the English Churchill technique. The complete shooting system is applicable to upland hunting, waterfowling, and sporting clays. 

The Dorset Summer Theatre Festival, Vermont Horse Show and Southern Vermont Art Center are nearby. 

Manchester Designer Outlets provide a unique Vermont shopping experience - over 40 designer outlets are housed in authentically restored Vermont structures – enjoy beautiful views, wonderful food, and substantial savings in one of top shopping getaways in New England.

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House Accommodation and Amenities

Property Type:



Floor Area:

4000 sq. ft.

Location Type:


Country Club

Mountain Views


Bedroom 1: King, En Suite

Bedroom 2: Queen, En Suite

Bedroom 3: 2x Full, En Suite

Bedroom 4: King

Bedroom 5: 2x Full

Bedroom 6: Queen


Five Full Bathrooms


Swimming Pool, Hot Tub, Sauna

Tennis Court, Large Grass Fields, Ponds with Fountains

Game Room, Gym, Card Table

TVs, Multiple Family Rooms, Fireplaces, Wood Stove


Fresh Linens, Towels, Paper Products


Internet and Wi-Fi



Two Ovens, Stove

Refrigerator, Microwave

Coffee Maker



Table Seats 8

Check-in : 04-00 PM Check-out : 11-00 AM

House Rules

Parties/events allowed

With pre-approval only; additional fee may apply

Smoking allowed

Pets allowed

With pre-approval only; additional fee may apply

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