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
Home in Cleveland
5 out of 5 average rating, 8 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 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, 121 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
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.
Flat 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.

Guest favourite
A cozy living area is viewed, featuring a sleek electric fireplace embedded in a dark wall. A flat-screen TV is mounted above, and natural light enters through large doors leading to a private outdoor space. A small dining table and stools are placed nearby.
Home in Appleton
4.84 out of 5 average rating, 56 reviews

Tiny cozy home near downtown

Welcome to your peaceful home away from home! This newly renovated 550 square foot 2 bed home offers the perfect balance of comfort, convenience, and tranquility—5 minutes from vibrant downtown Appleton. Step inside to find a warm and inviting space featuring modern updates, cozy furnishings, and thoughtful touches throughout. Whether you’re in town for work, family, or fun, you’ll appreciate the quiet neighborhood setting and easy access to local shops, restaurants, parks, and entertainment.

Top guest favourite
Home in Appleton
5 out of 5 average rating, 170 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 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, 44 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.

Top guest favourite
Home in Hilbert
4.95 out of 5 average rating, 243 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.

Top guest favourite
A scenic view of the property showcases a spacious driveway leading to a well-maintained guest house and main residence, framed by mature trees. Lush green grass surrounds the area, enhancing the country setting. The distant fields are visible in the backdrop.
Guest house in Kaukauna
4.97 out of 5 average rating, 96 reviews

Country Sky Private Guest House (3 bedroom 1 Bath)

Welcome to our private guest suite on country acres! We welcome guests in our 1,050 sq foot 3 bedroom 1 bath guest house. The suite is a private separate building on our property. We are 11 minutes from Green Bay/Lambeau Field, 20 minutes from Appleton/Fox Cities, and 50 miles (1 hr 10min) from Oshkosh/EAA Venture We enjoy the country space and privacy with easy/quick access to urbanized cities around us for all the necessities. We love animals, but we are a pet-free rental.

Top guest favourite
Guest house in Oshkosh
4.96 out of 5 average rating, 200 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 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
4.98 out of 5 average rating, 92 reviews

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.

Top guest favourite
An aerial view captures a spacious property featuring a rectangular pool surrounded by lounge chairs. Manicured grass and trees provide greenery, while nearby homes and a winding road are visible in the background.
Guest house in Freedom
4.96 out of 5 average rating, 85 reviews

A Sweet Suite in Freedom! Country Comfort!

Visiting friends or family in Freedom? Why bother them for an air mattress when you can stay right in town!? Going to a Packer Game and looking for a comfy place to stay with a super short drive? Found it! Ask about using the game room, golf simulator, or pool while you're here too! There's not a FULL kitchen!! Just one burner, and a flat griddle. There's also a microwave and small refrigerator/freezer, but overall, it's a suite. We think you'll LOVE it!

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, 103 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 holiday rentals

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