Vacation rentals in Winchester

Farmhouse | Historic • 4BR • Sleep 8 • Near Hwy 41

Welcome to Jackson Farmhouse, a beautifully restored 100+ year-old farmhouse with 4 bedrooms, 2 bathrooms, and room for up to 8 guests! Enjoy a large yard, fire pit, and plenty of parking, all surrounded by open fields while still being only about 10 minutes from downtown Oshkosh. With easy Highway 41 access, it’s an easy base for families, groups, events and everything Oshkosh has to offer. This is a historic farmhouse, so some floors have the natural slope you would expect from an older home.

Waterfront Lake Winnebago 4BR Newly Built Home

New Construction Lakefront Home on Lake Winnebago's west shore on a private road between Neenah and Oshkosh. This 4 bedroom (6 beds), 2 full bath home has 2 BR's with King beds, 1 BR with Queen bed, and 1 BR with 2 Full size beds, and a lofted Twin XL. Custom cabinets and granite countertops/island that seats 9. Wall to wall patio doors opens to a covered, screened in deck with magnificent lakefront views. 56' foot pier in sandy bay. Outdoor patio for grilling, and lakeside firepit with chairs.

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality

Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, wood fireplace, vaulted ceilings, spacious sunroom, large deck and therapeutic hot tub. Enjoy the scenic backyard with a large deck, 7 person hot tub and fire pit. Five minutes from airport, vibrant downtown, 25 min. to Lambeau. Includes breakfast.

Home away from home

Located less than 2 miles from the Appleton airport, and 32 miles from Lambeau, this executive home sits on a quiet cul de sac. There are 3 bedrooms on the main floor, two with queen sized beds and there is a bathroom in between them. The master suite sits on the opposite end of the house. In the basement is a rec room and a 4th bedroom and 1/2 bath. There’s a beautiful yard and deck and big fire pit. A great place to stay for EAA or Packers games (take a shuttle bus for about $30 each).

Lakefront! Private Dock! Water toys! Sleeps 14!

Enjoy Lake Winneconne from this fully furnished lakefront home. Sleeps up to 14 guests, spend your days on the water with paddleboards and kayaks, or fish from the private dock while enjoying sunset views. Unwind by the fire pit or grill lakeside with family and friends. Inside features bright spaces, a fully stocked kitchen, and a coffee bar to start your mornings right. Minutes from downtown Winneconne and local eats, this home is perfect for families and groups to unwind and enjoy the lake!

Spacious Home, Fireside Charm

Embrace the warmth of your home away from home, where comfort and convenience blend seamlessly. Stroll the streets of this family-friendly neighborhood, sip hot chocolate by the wood fireplace or enjoy a bath in your spacious en-suite bathroom. Boasting facilities such as laundry, a home office, garage, and a well-equipped kitchen, this home is tailored for both leisure and business travelers. Experience a true sense of belonging in a space designed to encourage relaxation and connection.

Sky & Stream Escape

Welcome to your cozy, newly renovated retreat in Oshkosh, WI! Ideally located, it provides easy access to leisure and essentials. For water enthusiasts, boat ramps for the Fox River and Lakes Winnebago and Butte des Morts are within 5 miles. For aviation fans, the EAA Museum is also 5 miles away. Aurora Medical and the University of Wisconsin Oshkosh are within 2.5 mi, and the Outlet Shoppes are 4.5 mi away. The vibrant downtown dining scene is also readily accessible.

Designer Lakefront Home with Views, Firepit, Dock

Relax at Sunset Oasis, where stunning lake views and sunsets set the tone for your stay. Sip coffee in the chef’s kitchen, paddle out in kayaks, grill lunch, and dine lakeside. In the evening, cozy up by the fireplace or gather around the firepit under the stars. Stream your favorite shows on the smart TV or explore nearby downtowns just minutes away. This stylish, updated luxury lake house is the perfect escape to unwind, reconnect, and create unforgettable memories.

Boathouse Bungalow

Enjoy a unique getaway in our historic “Boathouse Bungalow” on the Wolf River. The location could not be more perfect when visiting the scenic Fox River Valley; close to walking paths, snowmobile trails and within walking distance to downtown Winneconne. The permanent dock is in a no-wake zone, great for fishing, tying up boats or just relaxing. Located 12 miles to Oshkosh, 23 to Appleton and 48 to Lambeau. A wonderful retreat for making lasting memories.

Renovated Farmhouse w/ Game Barn & Firepit

Discover the allure of this completely renovated 4-bedroom farmhouse located in Appleton, Wisconsin. Situated on a generous acre of land, this distinctive property features a restored barn now serving as a game room, ideal for family entertainment. Enjoy the evenings gathered around the smokeless firepit, and unwind in the expansive indoor and outdoor spaces. This property offers an excellent setting for a memorable retreat.

Goat Retreat: Petting Zoo, Barn, Hot Tub & River

The Cloverland Barndominium is a thoughtfully renovated 100-year-old barn sitting on 5+ private acres of forest to explore next to a river. You'll share the land with friendly goats that you can watch from right outside your window! Outside you'll enjoy walking the trails, feeding the animals, taking the canoe down the river, making a fire in the fire pit, and exploring the forest. Escape the busy world and reset!

Comfortable, Cozy, & Charming - Downtown Appleton

Enjoy a stylish experience at this centrally-located place minutes away from the Farmer's Market, Mile of Music, and PAC. This charming space is designed for comfort and relaxation, featuring soft furnishings, warm lighting, and thoughtful touches throughout. Whether you’re sipping coffee in the morning or winding down after a day of exploring, you’ll feel right at home here.