Vacation rentals in Sherwood

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Top-rated vacation rentals in Sherwood

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Guest favorite

A living room is displayed with two leather sofas arranged around a centrally located coffee table. A textured area rug covers the hardwood floor. Natural light enters through a large window, illuminating the minimalist decor and decorative elements on the side tables.

Home in Neenah

4.94 out of 5 average rating, 16 reviews

Cozy Boho Home in Neenah

Newly updated home near the heart of Neenah, WI. This home has been meticulously styled with leather sofas, MCM furniture, a high-end Casper King mattress, aesthetic draperies, new appliances, trendy hardwood flooring, ultra comfort bedding, and so much more! Kitchen is fully equipped with basic essentials such as pots, pans, eatery, Keurig coffee maker, full-size fridge, stove, dishwasher, and microwave. You can also enjoy a main-level laundry room with new washer/dryer units detergent supplied

Top guest favorite

The A-frame cabin is framed by lush greenery and colorful landscaping. A welcoming pathway leads to the entrance, featuring a spacious deck. The cabin's dark exterior contrasts with the surrounding trees, creating a serene and private atmosphere.

Cabin in Elkhart Lake

4.99 out of 5 average rating, 291 reviews

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

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

4.88 out of 5 average rating, 129 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 miles N of Chicago. Stunning views of the lake. Open main area with natural light throughout. Large driveway. Games/books/cards/color/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 Cliff State Park.

Guest favorite

A modern living room features a spacious seating area with a cozy sectional sofa and a stylish accent chair. A TV is mounted on the wall, surrounded by decorative elements. Natural light filters through large windows, highlighting the warm wooden accents and sleek furnishings.

Home in Green Bay

4.92 out of 5 average rating, 119 reviews

Centrally Located, Updated Home

Step in to your cozy, sun-drenched haven, reminiscent of your favorite corner café. Thoughtfully crafted to blend functionality, comfort, and style, this space is sure to become your cherished home away from home. Situated just minutes from Downtown Green Bay, major highways, and family-friendly attractions, this modern retreat caters to both casual and business travelers. Experience a genuine sense of belonging with a stay designed to foster connection, creativity, consciousness, and community!

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, 116 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

An inviting entryway is featured, with a door marked 601B. A colorful hanging flower planter decorates the space, accompanied by a welcome mat. A mailbox is positioned beside the door, adding to the charming curb appeal of the building.

Apartment in Appleton

4.87 out of 5 average rating, 125 reviews

Historical Haven Close to Downtown

History meets style in this perfectly located downtown spacious 2 bdrm 2 story (2nd n 3rd story) apartment with a full kitchen. The 2nd floor bdrm has a queen bed with a BIFOLD BARN door, the 3rd floor bdrm is its own private oasis boasting a queen bed, a desk, closet and futon. Cozy, updated historical and beautiful surroundings. A few blocks to amazing restaurants, Mile of Music venues, Performing Arts Center, The Expo Center, Lawrence University, parks, river trails, and shopping.

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 Neenah

4.85 out of 5 average rating, 170 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

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, 186 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 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 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, 127 reviews

Charming 1BR Artist's Perch - Heart of the Valley

Private 2nd floor walk-up on dead-end overlooks 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. The bedroom has 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 favorite

The front exterior of the house is visible, showcasing light beige siding and a dark shingled roof. A welcoming pathway leads to the entrance, framed by manicured grass and low landscaping. A two-car garage is present on the right.

Home in Sherwood

4.97 out of 5 average rating, 39 reviews

Fox Valley State Park

This is a ranch style home with a no step entry in a very quit neighborhood in Sherwood Wisconsin. You will have three bedrooms along with the entire house. There will also be an air mattress option in the entertainment room in the basement. There is a nice patio out back where you can enjoy the outdoors along with a sun room for those cooler days. If you are coming for the NFL draft, we could discuss transportation options to get you to and from Lambeau Field.

Top guest favorite

A relaxing living area features a stone fireplace as its focal point. Comfortable seating options, including a leather chair and a spacious sofa, are arranged around a rustic coffee table. Large windows allow natural light to fill the space, with glimpses of the surrounding scenery.

Cottage in Fond du Lac

4.99 out of 5 average rating, 287 reviews

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

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

4.95 out of 5 average rating, 187 reviews

Modern, Freshly Renovated 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