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.

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).

Reel in the Fun: @ Lakeside Getaways Lake Poygan

Make some memories at this unique and family-friendly place. This is a great lakeside home close to some of the best fishing spots on the lake. The lake has a sandy bottom where the kids can enjoy swimming or kayaking. Fish off the dock or bring your boat and enjoy the whole lake. It is only a 4 minute drive to the boat landing and bait shop. Launch your boat once and leave it on the boat lift. Boat to many waterfront restaurants or drive to many nearby restaurants and supper clubs.

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.

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

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.

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

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.