Vacation rentals in Sherwood

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Top-rated vacation rentals in Sherwood

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

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Top guest favorite
Home in Cleveland
5 out of 5 average rating, 11 reviews

Shoreline Serenity

Welcome to ''Shoreline Serenity''! 200 ft of Lake Michigan frontage w/unobstructed views that go on for miles and tucked away on a 2-acre lot offering peace & privacy. Inside the home, you will be drawn to the beautiful views through the full wall of east facing windows & patio doors. The interior is cozy, clean, and comfortable. Fully equipped kitchen w/coffee bar. Main level has (2) bedrooms including the primary bedroom w/fantastic views. The spacious upper level loft has a king & twin bed.

Top guest favorite
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
4.9 out of 5 average rating, 143 reviews

Coffee on the Lake, Firepit, 35 min to Green Bay

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.

Top guest favorite
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, 126 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 favorite
The living room features hardwood floors, a plush gray couch, and an accent chair beside a window. A TV sits atop a wood console, complemented by decorative wall art and houseplants. Sunlight brightens the space, enhancing the colorful area rug.
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 favorite
Home in Appleton
5 out of 5 average rating, 176 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.

Top guest favorite
A log home with a wooden exterior is surrounded by lush greenery. The front porch is adorned with a small blue umbrella and features a set of steps leading to the entrance. Gravel driveway and flower beds enhance the welcoming ambiance of the property.
Home in Oshkosh
4.88 out of 5 average rating, 220 reviews

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!

Top guest favorite
Home in Hilbert
4.95 out of 5 average rating, 247 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 favorite
Home in Appleton
4.76 out of 5 average rating, 101 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 favorite
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, 134 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 favorite
Cabin in Cascade
5 out of 5 average rating, 272 reviews

hot tub and sauna on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Top guest favorite
Guesthouse in Oshkosh
4.96 out of 5 average rating, 201 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.

Top guest favorite
A modern dining area features a large, marbled table surrounded by sleek black chairs. The open kitchen is visible in the background, showcasing dark cabinetry and stainless steel appliances. Natural light brightens the space, enhancing the clean lines and neutral color palette.
Home in Menasha
4.98 out of 5 average rating, 104 reviews

Perfectly Located Cozy 2 Bedroom

*Home away from home, Grocery Store and Gas Station just around the corner, for all of your basic needs. *Enjoy a stylish experience at this centrally-located place. *Quick, Easy access to highway 441 to get you where you need to be. *Green Bay (Packer Games, Resch Center, Titletown District, Epic Event Center) 25 minutes *Fox River Mall 10 minutes *Downtown Appleton 5 minutes (PAC, Mile of Music, Octoberfest) *Oshkosh 20 minutes (EAA, Outlet Mall)

Popular amenities for Sherwood vacation rentals