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Holiday houses in Little Chicago

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Little Chicago

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The home is framed by lush greenery and a variety of trees, surrounded by vibrant flower beds. Natural light filters through the leaves, casting gentle shadows on the yard. The house, two stories tall, is partially visible through the foliage, adding to the tranquil rural setting.
Home in Sheldon
5 out of 5 average rating, 17 reviews

Country paradise

Brand new home. Amish built kitchen cabinets and stairs, balcony overlooking the living room. Take it easy at this unique and tranquil getaway located in a rural setting surrounded by crop fields and wildlife. Marked UTV town roads and trails Marked snowmobile trails. Many hunting and fishing opportunities are prominent throughout the area. located close to the Chequamegon National Forest and Miller dam Flambeau river. Flambeau River state park. The Jump River and Lake Holcomb, seasonal fun

Guest favourite
Home in Wausau
4.94 out of 5 average rating, 16 reviews

Movie Theater, Game Room, & More Near Granite Peak

Welcome to a fun and comfortable getaway in Wausau, Wisconsin. This home is designed for entertainment and relaxation, featuring a private movie theater with projector and popcorn station, plus a game room with a bar, ping pong table, foosball, card table, and more. Enjoy spacious bedrooms with room to unwind after a full day of adventure. Located just ten minutes from Granite Peak Ski Area and close to shopping, dining, and local attractions, this is the perfect home base for your Wausau stay.

Top Guest favourite
A calm lake view is captured from the dock, featuring clear blue water reflecting the bright sky. Lush trees line the opposite shore, creating a serene backdrop for outdoor activities.
Home in Merrill
4.99 out of 5 average rating, 217 reviews

Big Bear’s Den - On Lake Alexander

This spacious home is located on beautiful Lake Alexander just west of Merrill, Wisconsin. Enjoy the tranquil view year-round as you plan the many activities that this location offers. You bring the boat, and we'll supply the dock. Throw in your ski's or wakeboard, and don't forget your fishing poles! Three pound small mouth bass are not uncommon and the monster's of fresh water fish, the musky, are plentiful. Add in walleyes, crappies, northern pike and this location is a fisherman's dream!

Top Guest favourite
The exterior of a single-story cabin is presented, featuring green siding and a metal roof. A welcoming entrance with wooden accents stands at the center. Neatly maintained grass surrounds the structure, complemented by a gravel walkway and a reserved parking sign nearby.
Home in Tomahawk
5 out of 5 average rating, 17 reviews

3BR Tomahawk Escape! Trails, fishing! Enjoy!

Escape to the Northwoods and unwind in our charming three-bedroom retreat, nestled among the towering pines of Tomahawk, Wisconsin and located within the Lakewood Condo Association. This rustic haven offers cozy cabin ambiance along with the perfect blend of relaxation and adventure, complete with access to a private dock and proximity to UT and snowmobile trails. The outdoor patio allows you to take in the stunning views of the surrounding Wisconsin landscape while enjoying a warm fire.

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, 128 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 bright living area is viewed through an opening, featuring a ceiling fan and a large window. A comfortable seating arrangement includes a gray sofa, and a coffee table is centered on a plush rug. Green plants add natural elements to the space.
Apartment in Wausau
4.98 out of 5 average rating, 299 reviews

Daniel’s Place

Cozy up in this private, one-bedroom, centrally located, upper apartment. (Must walk up a handful of outdoor stairs) Unique, peaceful, and affordable - Daniel’s Place is 3 blocks from the Riverlife walking path, leading directly to downtown, and 3 miles away from Granite Peak Ski Resort. Daniel’s Place is the perfect spot for weekend ski trips, city biking, trying local restaurants, farmers markets, kayaking, and exploring the city of Wausau. Come make yourself at home 🙂

Guest favourite
The two-story house features a light-colored exterior, with large front windows and a welcoming entrance. A set of steps leads to the front door, framed by manicured lawns and shrubs. The space is complemented by a peaceful residential setting.
Home in Wausau
4.83 out of 5 average rating, 117 reviews

Retreat at 7th Ave.

Let us help you feel right at home in Central Wisconsin! Home includes spacious backyard with deck and outdoor furniture! This home has everything you may need for a family gathering, or weekend on the slopes. 3 bedrooms, 2 bathrooms and a fully equipped kitchen for you to cook in. Driveway & street parking plus WIFI! 6 minutes from Downtown Wausau 6 minutes from shopping and restaurants in Rib Mountains 10 minutes from Granite Peak Ski Area 7 minutes from Aspirus

Top Guest favourite
A clean kitchen space features light grey walls and white cabinetry. A wooden table is positioned at the center, adorned with a vase of fresh flowers. Shelves display various decorative items, while a gas stove and sink are visible against the backdrop of a bright window.
Home in Wausau
5 out of 5 average rating, 109 reviews

Higgins' Homestead

Experience a quiet, relaxing stay at in a charming little home! Only 1 mile from downtown Wausau, WI. with easy access to restaurants, local YMCA, coffee shops and more! Renovated 3 bed, 1 bath with A/C and elegant maple hardwood floors. Fully equiped kitchen and laundry area, as well as a pleasant fire pit surrounded by strawberries! Queen sized beds in two bedrooms, and a futon in the third. We provide all that you need, to just show up and enjoy a relaxing stay!

Guest favourite
The 1941 WWII Douglas DC-3 Airliner is positioned among trees, elevated on stilts. Soft lights illuminate the wings and tail. The surroundings feature a natural landscape with ferns and foliage, enhancing the setting. The sky shows a gradient of dusk colors, creating a serene ambiance.
Plane in Deerbrook
4.86 out of 5 average rating, 107 reviews

Stay in a piece of History! 1941 WWII Douglas DC-3

1941 WWII Douglas DC-3 Airliner. Flown by the United States Marines for military transport services between Guam, Midway, and Pearl Harbor. Retrofit for overnight comfort with A/C, heat, bathroom, shower, kitchen with outside deck and grilling area, and campfire pit set amongst the trees alongside a private lake with dock. Sleeps four comfortably. Sit in the fully restored, lit cockpit, and feel what it was like to fly one of the most iconic aircraft ever built!

Top Guest favourite
A wooden tray is positioned on a low table, showcasing a welcoming note alongside a dark vase filled with dried grass. The background features a queen-sized bed dressed in neutral linens, complemented by a softly colored wall that adds to the room's serene ambiance.
Guest suite in Wausau
5 out of 5 average rating, 124 reviews

Sylvan Hill Studio by Bike Trails and Tubing Hill

This cozy studio sits on the edge of the quiet Forest Park neighborhood just 2 minutes from Tribute Golf course and Gilbert Park & Boat Launch. It's 7 minutes from Downtown Wausau’s 400 Block with its quaint shops, restaurants and The Grand Theater! Plus, concerts in the summer and ice skating in the winter. Explore Granite Peak Ski Area and Rib Mountain State Park, just 15 minutes away! And both Aspirus and Marshfield medical facilities are within a few miles.

Guest favourite
Home in Wausau
5 out of 5 average rating, 8 reviews

Peaceful Secluded Wausau Retreat

Escape to this cozy countryside retreat just outside Wausau, where comfort and convenience meet scenic beauty. This charming home offers a relaxing getaway with plenty of space to unwind, featuring inviting living areas, a fully equipped kitchen, and comfortable bedrooms for a restful stay. The private yard is a true highlight — perfect for morning coffee, evening stargazing under Wisconsin’s clear skies, or a friendly game on the basketball hoop.

Top Guest favourite
The exterior of a cozy single-story home is visible, framed by a well-maintained lawn and a tree. The façade features multiple windows and a welcoming front door, with a pathway leading to the entrance. Surrounding greenery enhances the inviting setting.
Home in Wausau
4.94 out of 5 average rating, 216 reviews

𝗕𝘂𝗿𝗲𝗸 𝗛𝗼𝘂𝘀𝗲 - 𝚍𝚘𝚐 𝚏𝚛𝚒𝚎𝚗𝚍𝚕𝚢

This cozy 𝑩𝒖𝒓𝒆𝒌 𝑯𝒐𝒎𝒆 has two bedrooms, one full bath, living space, kitchen, basement, private front/back yard and garage. There is plenty of space for 4-6 adult guests comfortably upstairs. This home is great for couples, single adventures or business travelers. Whether it's business, the slopes at Granite Peak or tasting Wisconsin's many tap houses this 𝑩𝒖𝒓𝒆𝒌 𝑯𝒐𝒎𝒆 is sure to have all your needs covered.

Popular amenities for Little Chicago holiday rentals