Holiday rentals in Winchester

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.

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!

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.

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

Take it easy at this unique and tranquil getaway. Located on Sawyer Creek; enjoy peaceful views in a quiet neighborhood. Privacy is yours with a fenced in yard & attached 2 car garage. Comfortable 2 bedrooms with Queen beds & a fully stocked kitchen, outdoor grill, 55 in Smart TV and dedicated desk area. Propane firepit, patio table & 2 kayaks, washer & dryer. Close to Wiowash Trail, resturants, UW-Oshkosh and Oshkosh Corp headquarters. EAA grounds is a short 12 minute drive. Dog friendly.

Near lakes and restuarants

Welcome to our lovely 2 bed, 1 bath "cottage" in Winneconne! This charming home combines comfort and convenience in a safe and vibrant community. Relax and enjoy restful nights at our home, and prepare meals in the fully equipped kitchen. The bathroom is stocked with fresh towels and other essentials. Located near boat landings, you'll have easy access to the river and lakes. You'll love the walkable neighborhood, just blocks from restaurants and bars. Book now and enjoy a relaxing getaway!

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.

Birdhouse | Lakefront • Private Dock • Bunkhouse

Welcome to the Birdhouse, a private lakefront getaway on Lake Butte des Morts in Oshkosh! Enjoy your own dock, waterfront yard, lake views, and a separate one-bedroom/one-bath bunkhouse just steps from the main home. With 3 bedrooms and 3 bathrooms across the property, the Birdhouse is great for families, multiple couples or groups who want to vacation together while still having their own space! Come home to a beautifully renovated house that's just minutes from Oshkosh and Hwy 41 :)

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!

Secluded Cabin with Sauna

Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

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.

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.