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
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, 122 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.

Top guest favourite
Home in Appleton
5.0 out of 5 average rating, 174 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
4.8 out of 5 average rating, 49 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
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
4.96 out of 5 average rating, 45 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.

Guest favourite
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, 216 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 favourite
Home in Hilbert
4.95 out of 5 average rating, 245 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
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.

Superhost
A spacious living area features two comfortable recliners and a coffee table set on a soft carpet. Adjacent to the seating area, the kitchen is visible, showcasing dark cabinetry and overhead lighting. Large windows with curtains allow natural light to fill the room.
Home in Appleton
4.83 out of 5 average rating, 24 reviews

Suite

This serene property offers a soothing escape for guests with its relaxing feel of country living while being just a few mins off the highway and easy access to the rest of Appleton. Less than a 30 min drive to Lombardi field in GB! Property's not lived in, but set up to accommodate groups up to 8 needing a comfortable place to stay. Owners live in the attached home next door. In-ground pool out back is off limits without prior approval from owners due to liability.

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, 93 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
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)

Superhost
Townhouse in De Pere
4.95 out of 5 average rating, 115 reviews

Family/Friend Escape | Patio, Games, Near Lambeau

Welcome to your Green Bay getaway! This 3-bedroom townhouse in charming De Pere offers the perfect blend of comfort and convenience. Sleeps 6 and features locally inspired bedrooms, a fully equipped kitchen, and a fun game room with pool, foosball, and shuffleboard. Relax on the private patio with grill and seating, and enjoy nearby restaurants, pubs, and shops—all just a short drive from Lambeau Field and Titletown District.

Popular amenities for Sherwood holiday rentals

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