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
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, 111 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

Superhost
A charming exterior showcases a one-story house with a large front porch framed by white railings. Lush green grass surrounds the home, and mature trees provide shade. The inviting roof and decorative gables enhance the property's classic character, set within a pleasant neighborhood.
Home in Appleton
4.87 out of 5 average rating, 130 reviews

♥ Cozy historic 3BR w/ bridge view! Sleeps 7 ♥

✦This beautiful home is just minutes from the best restaurants and venues in Appleton. ✦ 30 min from Lambeau and EAA. 3 min walk to Lawrence University ✦ Enjoy the views inside and out with a stunning view of the College Ave Bridge over the Fox River. ✦This freshly remodeled, bright and cozy 100 year old home has so much to offer and everything to make you feel at home ✦WiFi, Roku TVs, brand new washer and dryer, new plush beds, well equipped kitchen and comfortable lounging and dining space.

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
4.87 out of 5 average rating, 202 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!

Guest favorite
An A-frame structure is set against a colorful sunset, featuring a welcoming entryway and large windows. A hot tub is positioned on a deck next to the home. Two adirondack chairs are placed on the lawn near a smokeless fire pit on a tree stump.
Home in Hilbert
4.94 out of 5 average rating, 218 reviews

State Park Getaway with Hot Tub & Arcade

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 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, 118 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.

Guest favorite
A well-lit hallway features smooth wooden flooring and white walls. Two framed botanical prints are displayed on the left. A small table with a plant is positioned near the doorway, which opens into a bathroom. Light filters in from the bathroom window.
Apartment in Downtown Neenah
4.86 out of 5 average rating, 202 reviews

Cozy and Simple Downtown Space

Enjoy this great space in a quiet safe neighborhood. One car allowed at the property! The space has comfortable beds, provided hygiene products, a smart TV and snacks + beverages. Wake up and enjoy coffee provided by us. Shops and restaurants within walking distance! Visit The Plaza downtown with ice skating, fire pits, a coffee shop and more. Great for a couples getaway. Luxury for a great price! A portion of the proceeds from bookings go to housing evacuees, refugees and veterans.

Guest favorite
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
4.92 out of 5 average rating, 106 reviews

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!

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
4.89 out of 5 average rating, 136 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. Sunflowers provided for bird feeders. No pier available but boat launch < 1 mile at Calumet County Park. Seven miles to High Cli

Top guest favorite
Home in Kaukauna
4.99 out of 5 average rating, 100 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.

Top guest favorite
A welcoming two-story home features a light gray exterior with white trim. A front porch, adorned with potted flowers, provides seating options. A landscaped yard with green grass and mulch surrounds the home, enhancing the inviting curb appeal.
Home in Appleton
4.89 out of 5 average rating, 326 reviews

The Tree House. Whole house. Enjoy Appleton!!!!

Cozy downtown Appleton home close to everything Appleton has to offer!! Within walking distance to Farmers Market, Fox Performing Arts Center, restaurants and within 30 minute drive to world famous Lambeau Field home of the Green Bay Packers!! Enjoy the tranquil backyard with one of the biggest maple trees in the city, enjoy vintage artwork and spin classic vinyl in the music room. Fall 2025 just around the corner. The house is yours! No other guests.

Top guest favorite
An open concept living area features a modern kitchen with stainless steel appliances and a marble countertop. A round dining table with upholstered chairs complements the sleek bar stools at the kitchen island. Light wood flooring enhances the spacious feel of the room.
Home in Appleton
4.96 out of 5 average rating, 221 reviews

Freshly Renovated, Modern House - Great Location

-Historic residential district near downtown, Lawrence University, the Performing Arts Center, Mile of Music and more - great location but still VERY quiet area. -30 minutes to Green Bay and Oshkosh -3 season porch -New deck overlooking wooded backyard -Safe, well established neighborhood with tree-lined streets and beautiful parks -Need more space or traveling with friends? Click Visit our profile to see our additional 5★ Appleton properties

Guest favorite
The exterior of a two-story house is shown, featuring a porch and a well-maintained lawn. Large windows are visible, offering natural light to the interior. Surrounding trees provide shade, and a pathway leads to the entrance, enhancing accessibility.
Apartment in Oshkosh
4.86 out of 5 average rating, 245 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

Popular amenities for Sherwood vacation rentals

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