Holiday houses in Sherwood

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Top-rated holiday rentals in Sherwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A serene view of the water at dusk is framed by trees along the riverbank. The calm surface reflects soft colors of the sunset, enhancing the tranquil natural setting.
Home in Appleton
4.96 out of 5 average rating, 127 reviews

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

Top Guest favourite
Apartment in Kaukauna
4.98 out of 5 average rating, 137 reviews

Artist's Perch-Cozy 1BR Apt-Heart of the Valley

The Artist’s Perch - a private 2nd floor walk-up on dead-end overlooking a wooded ravine features modern, updated decor in a beautiful old house. Hardwood floors, screened porch, entry/workspace, kitchen/dinette, living room, bathroom w/clawfoot tub/shower, and bedroom with a cozy loft. Close to downtown, library, nature center & recreational trail system. Situated 8.5 mi E of Appleton, 30 mi NE of Oshkosh, 30 mi SW of Green Bay (only 20 mi to Lambeau Field!), and 60 mi NW of Sheboygan/Kohler.

Top Guest favourite
Home in Appleton
5.0 out of 5 average rating, 178 reviews

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.

Guest favourite
The charming cabin features a rustic log exterior with a green roof and white trimmed windows. A small porch with two chairs invites relaxation. A private outdoor restroom is positioned nearby, ensuring convenience while maintaining privacy in the serene woodland setting.
Cabin in Greenleaf
4.81 out of 5 average rating, 54 reviews

Little Rustic Cabin in the Vineyard Glamp Site

Experience a one-of-a-kind stay in a romantic vineyard cabin just 30 miles from Green Bay. Nestled among the vines, enjoy glamping comforts—queen bed, fridge, microwave, coffee maker, grill, fire pit, and private outdoor restroom. Stroll one of Wisconsin’s oldest vineyards, sip handcrafted wine, and stargaze in peaceful seclusion. Perfect for couples seeking a cozy, nature-filled escape close to the city yet far from the noise, where every sunset feels magical and every night inspires the soul

Top Guest favourite
Home in Hilbert
4.95 out of 5 average rating, 249 reviews

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.

Guest favourite
Home in Appleton
4.76 out of 5 average rating, 102 reviews

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***

Top Guest favourite
The exterior of a cabin is depicted, featuring large windows framed by wood. Warm light emanates from within, revealing a cozy interior with a lamp and seating. Snow covers the ground, and icicles hang from the roof, creating a serene winter scene.
Cabin in New London
4.99 out of 5 average rating, 135 reviews

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.

Top Guest favourite
Guesthouse in Oshkosh
4.96 out of 5 average rating, 203 reviews

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.

Guest favourite
A cozy living area features exposed brick walls and an industrial-modern design. Two orange leather sofas are complemented by vibrant cushions. A round ottoman sits in the center, and an old school pinball machine adds a playful touch. Modern pendant lights illuminate the space.
Apartment in Downtown Appleton
4.87 out of 5 average rating, 77 reviews

Vintage Downtown Loft w/Old School Pinball Machine

• DOWNTOWN! Located in the heart of downtown on College Avenue. • Green Bay: 35 minutes. Oshkosh: 20 minutes. Mall: 8 minutes. • Fully remodeled and restored space vintage space • Brand new EVERYTHING • Old school pinball machine • 8 minute walk from Performing Arts Center • 2 minute walk from Lawrence University • Flexible self check-in/out with keypad • Walking distance to anything/everything downtown related., including great restaurants, bars and night life.

Guest favourite
Home in Neenah
4.93 out of 5 average rating, 14 reviews

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

Top Guest favourite
The exterior of the house is shown, featuring a modern design with light gray siding and stone accents. A flat driveway leads to a two-car garage beneath. Lush green trees surround the property, while a lamp post adds a welcoming touch to the entrance.
Home in Sherwood
5.0 out of 5 average rating, 27 reviews

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

Top Guest favourite
Home in Appleton
5.0 out of 5 average rating, 24 reviews

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.

Popular amenities for Sherwood holiday rentals