Holiday rentals in Sherwood

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Top-rated holiday rentals in Sherwood

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Top guest favourite
Cabin in Elkhart Lake
4.99 out of 5 average rating, 314 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.

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, 108 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

Guest favourite
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, 126 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.

Top guest favourite
A modern living area features a striking brick fireplace as a focal point. Natural light floods in through large windows, illuminating the hardwood floor. A comfortable gray couch is positioned beside a black chair, with a TV visible across the room.
Home in Appleton
5 out of 5 average rating, 135 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, full mason fireplace, vaulted ceilings, large deck and hot tub. Enjoy the backyard with a spacious deck, 7 person hot tub and outdoor fire pit. Five min. from Airport, Downtown, 25 min. to Lambeau and 20 min. to EAA. Includes coffee and breakfast.

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, 132 reviews

Charming 1BR Apartment - 25 Mins to Lambeau Field

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
The exterior of the cottage showcases a stone facade, framed by blooming greenery and flowers. A front porch with steps leads to the entrance. Large windows provide natural light and a welcoming view of the surrounding landscape, which includes well-maintained lawns and trees.
Home in Appleton
4.9 out of 5 average rating, 145 reviews

Apple Core Cottage (29 min Lambeau) (29 min EAA)

Apple Core Cottage is centrally located in Appleton. The neighborhood is welcoming. The cottage has a private backyard and deck. **NO PETS** Fifteen minutes from the Appleton airport, 29 minutes to Lambeau field and 29 minutes to EAA. We have stays in 3 north eastern Wisconsin locations: Apple Core Cottage in Appleton airbnb.com/h/applecorecottage Heart of the Door Homestead in Door County, Peninsula Center airbnb.com/h/heartofthedoor Up Top Downtown in Green Bay airbnb.com/h/uptopdowntown

Guest favourite
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
4.95 out of 5 average rating, 203 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 favourite
A cozy living space features two green sofas and a comfortable armchair, arranged around a wooden coffee table. A television is positioned against the wall, and family photos are displayed in frames. Soft carpet covers the floor, contributing to a warm atmosphere.
Flat in Appleton
4.98 out of 5 average rating, 160 reviews

Homey lower level apartment with private entrance

This living space is in the lower level of our ranch home, which is located in a lovely and safe neighborhood. The furnishings in this area are mostly antique pieces that came from special family members. You may also use the screen porch and patio for relaxing in the spring/summer. You will have a private entrance through the garage so you can come and go as you like. The kitchen is furnished so you may cook. There are also many restaurants close by. Ask us if you need anything!

Top guest favourite
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, 105 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.

Top guest favourite
A cozy firepit area is surrounded by eight Adirondack chairs, set against a backdrop of a vibrant sunset over the lake. The scene is framed by smooth pebbles, while a 60-foot dock extends into the water, creating a serene outdoor atmosphere.
Home in Menasha
4.94 out of 5 average rating, 233 reviews

Designer Lakefront Home with Views, Firepit, Dock

Relax at Sunset Oasis, where stunning lake views and sunsets set the tone for your stay. Sip coffee in the chef’s kitchen, paddle out in kayaks, grill lunch, and dine lakeside. In the evening, cozy up by the fireplace or gather around the firepit under the stars. Stream your favorite shows on the smart TV or explore nearby downtowns just minutes away. This stylish, updated luxury lake house is the perfect escape to unwind, reconnect, and create unforgettable memories.

Top guest favourite
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, 306 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 favourite
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, 206 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

Popular amenities for Sherwood holiday rentals

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