
Holiday houses in Sherwood
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Top-rated holiday rentals in Sherwood
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Riverfront log cabin in the heart of the valley
◖30 minutes to Oshkosh(EAA) & Green Bay(Lambeau), 10 minutes to Downtown Appleton ◖10 minutes to Kimberly boat launch; travel the Fox River Locks system You will LOVE this property: ◖Outstanding views from the amazing sunsets to the relaxing water & wildlife ◖Newly renovated with many amenities ◖Enjoy the Northwoods setting in the heart of the valley ◖Relax at end of the day sitting around a campfire or by indoor fireplace ◖Tie your boat to dock in front of property ◖Full kitchen/outdoor grill
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Coffee on the Lake
Large 3-story home directly on northeastern Lake Winnebago, 1.5 hours N of Milwaukee and Madison airports, 3 hours N of Chicago. Stunning views. Just steps to lake. Open main area. Large driveway. Games/books/cards/coloring/ping-pong. Two steps into house. Main floor bedroom includes walk-in shower. Flat yard with fire pit facing lake. We encourage filling bird feeders with provided bird seed. No pier available but boat launch 1 mile at Calumet County Park. Seven miles to High Cliff State Park.
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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.
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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!
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State Park A-Frame: Hot Tub, Arcade & Hiking
This fully remodeled A-Frame is walking distance to hiking trails and has views of Lake Winnebago. The outdoor enthusiast will find endless opportunities for adventure (canoeing, hiking, fishing, snowshoeing, biking) at High Cliff State Park. Take in the forest views from your private backyard with a large hot tub, fire pit, or relax on the private deck with stunning views of Lake Winnebago. Create memories with the private hot tub, giant chess board, arcade, and huge selection of games.
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Family fun house-theater-large fenced in backyard
Make memories at this family-friendly home packed with fun! Inside: books, games, toys, plus a cozy theater/game room with tons of movies, bean bag lounge, and indoor swings. Outside: huge fenced yard with trampoline, fire pit, lounge area, volleyball court, and basketball hoop. Perfect for playing and relaxing together. Close to College Ave shops & dining, and just 30 minutes from Lambeau Field for Packers games! Dog friendly!!🐶 No cats allowed🐱 *** NO smoking in the house***
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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.
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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.
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Modern Comfort & Charm with Historic Flair
Ann's Queen Anne is a historic 2-story home with an updated interior offering comfort, convenience, and style. New furnishings and luxurious features make this an ideal place for a retreat, or a base of operations for exploring the area or attending a Packers game at Lambeau Field. Attention to detail and personal touches will make your stay a unique and special experience. Close to Appleton, Oshkosh, Green Bay, Door County, Manitowoc & Sheboygan/Kohler.
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Charming Doty Island Bungalow
Newly remodeled Iconic Doty Island 2-bedroom, 1-bath bungalow. Minutes from downtown Neenah & Menasha, parks, & waterfront trails, one mile from ThedaCare. Bright, cozy spaces with a fully equipped kitchen, comfy beds, and fast Wi-Fi make it perfect for work or play. Pets are welcome, so bring the whole crew. Shared driveway parking and a quiet neighborhood complete this ideal stay. Please inquire for monthly rate, typically about $1600-$1800/mo
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High Cliff Hideaway
Feel at home in this quiet and safe neighborhood. Only 20 minutes from the city, making it a convenient place to rest your head outside of the craziness of the city lights. 15 miles to Appleton/Fox Cities Performing Arts Center/Airport 30 miles to Green Bay/Lambeau field 33 miles to Oshkosh/EAA Air Venture Less than 2 miles from High Cliff State Park/ High Cliff Golf Course/ Lake Winnebago
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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.
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Popular amenities for Sherwood holiday rentals
Other great holiday rentals in Sherwood

Shoreline Serenity
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Rickers Bay Lake house
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Little Rustic Cabin in the Vineyard Glamp Site
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Stylish Downtown Neenah Flat - Walk to Everything!
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A Sweet Suite in Freedom! Country Comfort!
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Lake Life, year round hot tub!
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Waverly Beach Lake House
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Relaxing Home on Lake Winnebago
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Destinations to explore
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- Wisconsin Dells Holiday rentals
- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Eaa Aviation Museum
- Blackwolf Run Golf Course
- Bay Beach Wildlife Sanctuary
- Green Bay Packers
- Paine Art Center And Gardens
- New Zoo & Adventure Park
- Fox Cities Performing Arts Center
- Resch Center
- The Bull at Pinehurst Farms Golf Course
- Deland Park
- Neshotah Park
- Hartman Creek State Park
- Vines & Rushes Winery
- Wisconsin Maritime Museum
- Oneida Casino
- The Golf Courses of Lawsonia
- Green Bay Botanical Garden
- Road America
- Bay Beach Amusement Park
- National Railroad Museum
- Green Bay Packer Hall of Fame





