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Holiday houses in Little Chicago

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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
A modern tiny house is set within a lush green yard, featuring wooden siding and a metal roof. Large windows provide views of surrounding trees and landscaping. Decorative stones and plants enhance the outdoor space, while a wooden deck offers an entryway to the home.
Tiny home in Black River Falls
4.97 out of 5 average rating, 443 reviews

Tiny on the River

According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets

Guest favourite
The interior features a two-level layout, showcasing a cozy sleeping loft above. A compact kitchenette is visible beside a sitting area furnished with a gray sectional couch. A light-filled space is enhanced by white walls and wooden accents, with modern stairs leading to the loft.
Tiny home in Merrill
4.97 out of 5 average rating, 39 reviews

Moonbase Tiny Home -Io

Escape to Io at Moonbase, a moon themed tiny house retreat in central Wisconsin! This tiny house is inspired by Jupiter's Volcanic moon Io. It is located on 7 acres with one other moon themed tiny home. Amenities include heating, AC, internet, and a smart TV. Immerse yourself in a unique, relaxing getaway with low light pollution skies for star and moon gazing! Check out the guidebook for local activities including mountain biking, lakes and snow activities! Moonbase Relax | Stay | Explore.

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, 205 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!

Guest favourite
A welcoming living area features comfortable seating with a brown leather sofa and a beige loveseat. A dining table with six wooden chairs is positioned nearby. Natural light enters through large windows, framed with delicate curtains, highlighting the cozy decor.
Home in Wausau
4.86 out of 5 average rating, 144 reviews

The Hillside Hideout

Let us help you feel right at home in Central Wisconsin! Home includes spacious backyard with table and firepit. Just 9 minutes from Granite Peak Ski Hill, 5 minutes from the 400 block, 4 minutes from Marathon Park, and 3 minutes from Kwik Trip. This recently updated private home has everything you may need for a family gathering, or weekend on the slopes. 3 bedrooms, 1 bathroom and a fully equipped kitchen for you to cook in. Driveway parking, wifi, and room to relax, dine or play games.

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, 100 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 favourite
An inviting front porch is depicted, featuring a wooden bench and a railing adorned with lush greenery. The surrounding area includes a well-maintained lawn with trees, creating a serene and open atmosphere.
Home in Wausau
4.92 out of 5 average rating, 195 reviews

Charming 2 bd Victorian-Wausau's River District!

My place is close to the city center, art and culture, great views, restaurants and dining, and parks. You’ll love my place because of the high ceilings, the location, the coziness, and the kitchen. My place is good for couples, solo adventurers, business travelers, and families (with kids). The home is only 2 blocks from bars and restaurants and less than 5 blocks from Historic Downtown Wausau. We only live a mile away, so please contact us if you need anything during your stay!

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, 228 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 🙂

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, 101 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.

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, 210 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.

Top Guest favourite
An inviting interior features wooden walls that highlight natural textures. A comfortable seating area includes a recliner and side table. A spiral staircase leads to the loft. Large windows offer a view of the surrounding woods, and a patterned rug adds color to the warm tones.
Cabin in Athens
5 out of 5 average rating, 69 reviews

Grass Creek Getaway: Private, romantic, cozy cabin

Words that past guests have used to describe their stay at Grass Creek Getaway and why I think they chose these words. PRIVATE: located a 1/4 mile off a country road. AMAZING CRAFTSMANSHIP: interior is tediously handcrafted from top to bottom. TRANQUIL: located in wooded area your amongst nature. If you want to get away from the hustle and bustle of everyday life this is the place for you.

Superhost
A wooden table is set with a bottle of wine and two clear glasses, accompanied by a textured vase holding bare branches. A cozy seating area with a brown sofa is visible in the background, framed by warm curtains and a decorative wall piece.
Apartment in Marshfield
4.85 out of 5 average rating, 154 reviews

Peaceful Nook on a Quiet Corner

Keep it simple at this peaceful and centrally-located hide-away. Only blocks away from main street to get a bite to eat or grab some ice cream and take the kids down to WildWood Zoo. Perfect for traveling medical professionals as a six minute drive from the Marshfield medical facilities gets you back to your own cozy and quiet nook.

Superhost
A serene lakeside view showcases the calm water reflecting a colorful sunset. Trees frame the scene, and a well-maintained lawn leads to a wooden deck, creating an inviting outdoor space for relaxation.
Home in Schofield
4.93 out of 5 average rating, 124 reviews

Lakefront home w/ hot tub and sauna on Lake Wausau

Pontoon rental available with the home. The best way to enjoy summer in the Northwoods is from the water! The Blue Heron Lake home is located on Lake Wausau in the Northwoods of Wisconsin, minutes from downtown Wausau and Granite Peak. Celebrate with family and friends around the campfire and enjoy the game room, sauna, & hot tub!

Popular amenities for Little Chicago holiday rentals