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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Superhost
Home in Cleveland
5 out of 5 average rating, 4 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.

HospitalityKitchenQuiet

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
4.89 out of 5 average rating, 140 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.

ValueFamilyGetting around

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
4.97 out of 5 average rating, 119 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

LocationFamilyKitchen

Top Guest favourite
The kitchen features modern cabinetry and stainless-steel appliances, with a spacious island at the center. Natural light fills the open living space, which blends the kitchen, dining, and living areas. A comfortable seating arrangement is visible, with a view of the patio through the sliding glass doors.
Home in Brillion
5 out of 5 average rating, 39 reviews

Newly Built Brillion Townhouse

Come & enjoy a newly built townhouse that is fully furnished for an easy stay! Located in Brillion, it is central to Manitowoc, Green Bay, and Appleton (about 25 min to each & 40 min to Lambeau Field!). Enjoy many amenities like zoned in-floor heat, wall air, Zero entry (no steps), attached 2 car garage, patio, park views (Peters Park), open concept w/full & large kitchen, dining & living room. Dual entry full bath, in-unit washer & dryer. Minutes to Ariens Nordic Center and their other venues.

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Top Guest favourite
Home in Appleton
5 out of 5 average rating, 168 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.

FamilyValueIndoor spaces

Top Guest favourite
A charming cottage exterior is presented with blue siding and white trim. Windows are adorned with flower beds featuring vibrant greenery. A small porch entry is visible, with a path leading up to it. The surrounding area showcases well-maintained grass and garden elements.
Home in Appleton
4.95 out of 5 average rating, 43 reviews

The Cozy Cottage

This special place is close to everything, making it easy to plan your visit. If it's for a weekend getaway, or for the business professional that's needing a long term stay, this is a perfect fit for all. This property is unique for there is only a few like it in Appleton. It's located behind the main house which I reside, but don't let it fool you. It is a quite, private place, with lots of character. When walking in, you get that cozy cottage feel that will make you feel right at home.

LocationValueSolo travel

Top Guest favourite
Home in Hilbert
4.95 out of 5 average rating, 240 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.

LocationFamilyParks

Top Guest favourite
Cabin in Cascade
5 out of 5 average rating, 262 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!

ValueFamilyAmenities

Top Guest favourite
Guesthouse in Oshkosh
4.95 out of 5 average rating, 197 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.

ValueFamilyLong stay

Top Guest favourite
Home in Kaukauna
4.99 out of 5 average rating, 105 reviews

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.

LocationFamilyWalkability

Top Guest favourite
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, 100 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)

ValueLocationBathroom

Top Guest favourite
Home in Appleton
4.89 out of 5 average rating, 184 reviews

Classic Character Home, Near Downtown & Lawrence

✦A few blocks from Lawrence University campus, the Performing Arts Center, Mile of Music and more - great location but still VERY quiet area ✦Pleasant 10 minute walk to downtown ✦Dogs allowed with pre-approval & pet fee ✦Fully equipped remodeled kitchen for you to cook in ✦Tons of character in this charming home ✦1 full bathroom ✦Green Bay: 35 minutes. Oshkosh: 20 minutes. Mall: 8 minutes (Garage available upon request)

LocationValueIndoor spaces

Popular amenities for Sherwood holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Calumet County
  5. Sherwood