Holiday rentals 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

The setting sun casts warm hues across the water, creating a serene view. Waves gently crash against a rocky shoreline, with water splashing over smooth stones. The sky exhibits a blend of oranges and blues, reflecting the tranquil atmosphere by the lake.

Home in Hilbert

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.

4.9 out of 5 average rating, 143 reviews

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

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

4.96 out of 5 average rating, 129 reviews

Top guest favourite

Home in Appleton

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.

5.0 out of 5 average rating, 182 reviews

Top guest favourite

Home in Hilbert

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.

4.95 out of 5 average rating, 254 reviews

Guest favourite

Home in Appleton

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***

4.77 out of 5 average rating, 103 reviews

Top guest favourite

A spacious living area features a large sectional sofa with colorful throw pillows, complemented by a cozy armchair. Natural light filters through the expansive windows, enhancing the warm atmosphere. A coffee table sits at the center, surrounded by decorative elements and an entertainment unit.

Home in Appleton

Cheerfully cozy 3BR residential home

Updated & clean spacious open concept side by side duplex home features: 3 bedrooms 1.5 bathrooms (upper & lower level) Brand new kitchen The home is away from: Downtown Appleton & Lawrence university- 3 miles 15 minute drive to fox river mall 30 minute drive to EAA (Oshkosh) 30 minute drive to lambeau field ( Greenbay) Our home will comfortably fit 7 occupants. ( 1 Queen, 1 full and a bunk bed with a twin over full beds.) A cozy and fun home you’ll surly enjoy!

4.93 out of 5 average rating, 116 reviews

Top guest favourite

A charming two-story home features a dark exterior with white trim, surrounded by lush greenery. A covered porch with seating is visible, inviting relaxation. Seasonal decorations adorn the front door, enhancing the welcoming atmosphere of the residence.

Home in Appleton

Cheerful 2+ bedroom home with cozy front porch

Your family will be close to everything when you stay at this centrally-located place. Guests will enjoy this lower level 1881 character home .4 mile to the Fox River. Enjoy the covered porch with your morning coffee. Safe, well established neighborhood on E. South River Street with tree lined streets & sidewalks. You are within walking distance to many restaurants, coffee shops, and 1 mile to downtown Appleton. It is 24 miles to EAA and 29 miles to Packer Stadium.

4.98 out of 5 average rating, 104 reviews

Top guest favourite

Home in Kimberly

Cozy cape cod home with HOT TUB

Walking distance from parks/pools/beach. Nestled in the the valley between Green Bay and Appleton. 20 minutes from Oshkosh EAA. Great activities and food. Near the Kimberly YMCA and on transit bus line. 5 miles from downtown Appleton. This home is pet friendly with a fenced in backyard. Take the shuttle from Tanners (walking distance) for a low fee upon signup to the Green Bay Packers Stadium! Kayak rentals or water floating mat, available upon request.

4.8 out of 5 average rating, 104 reviews

Top guest favourite

Home in Kaukauna

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.

4.99 out of 5 average rating, 112 reviews

Top guest favourite

A stylish bedroom features a spacious bed adorned with crisp white linens and decorative pillows. Two bedside tables hold softly glowing lamps, while a sophisticated leaf design on the wall adds a touch of detail. A potted plant hangs neatly in the corner.

Home in Appleton

Modern 4BR 3BA steps from downtown

Welcome to The Greenhouse! Explore Appleton from this recently remodeled + fully equipped home—one block off downtown’s College Avenue in the City Park Historic District. What you’ll love: ✦ Fully stocked kitchen for entertaining ✦ 4 bedrooms + 3 FULL bathrooms ✦ Brand new memory foam mattresses ✦ Upstairs high capacity washer + dryer ✦ 55” smart TV ✦ “Secret” kids play space under the stairs ✦ Flexible self check-in/out

4.99 out of 5 average rating, 225 reviews

Guest favourite

An expansive recreational space within the barn features wooden beams and high ceilings. A table tennis setup is positioned in the center, with comfortable seating arranged nearby. Large windows allow natural light to fill the area, highlighting the rustic decor and open layout.

Home in Appleton

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.

4.92 out of 5 average rating, 102 reviews

Top guest favourite

A game room is depicted with a circular wooden bar table and three chairs positioned in the center. Full-sized arcade machines are lined against the wall, with soft gray carpet covering the floor. A trunk-style gaming table and a single stool are also present.

Home in Appleton

Game Night

Located in a quiet residential neighborhood within easy walking distance to the Performing Arts Center, Lawrence University, the Convention Center, and all of the activities of downtown Appleton, this whole house offers more than just a place to sleep. With full-sized arcade games, dart board, bar, poker table and more, your group can have its own private game night.

4.95 out of 5 average rating, 110 reviews