Holiday rentals 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
The cabin is set among lush greenery, featuring a sturdy wooden exterior and a welcoming front deck adorned with railings. A staircase leads to an inviting entrance, while a neatly stacked firewood pile is visible underneath. The large yard provides a spacious area for outdoor activities.
Cabin in Medford
4.98 out of 5 average rating, 112 reviews

Cozy two bedroom log cabin on a peaceful lake

Relax with the whole family or some friends at this peaceful place to stay. Kayak, fish, and swim in the lakes. Sit around the fire, play yard games, rest in the hammock, or watch a movie. There are plenty of ways to keep the kids active inside and outside. This cabin includes a game table, sandbox, board/card games, art supplies, kayaks, row boat, and fishing poles. Make many memories together skipping rocks, catching fireflies, eating smores, taking in the beautiful views, and sharing laughs.

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, 207 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 comfortable futon is positioned in the living area, complemented by several throw pillows. The warm wood tones of the ceiling add character, while a small lamp and a workspace are visible in the background. A kitchen area is subtly indicated to enhance functionality.
Flat in Wausau
4.83 out of 5 average rating, 138 reviews

Cozy, Quiet & Sanitized

* Extra sanitizing measures are in place during the COVID-19 Pandemic. * My place is cozy, clean, and quiet with all the comforts of home! It is located half way between the highway and downtown. You will have the entire upstairs to yourself during your stay, including a bedroom with a queen size bed, a bathroom with shower, and an open concept kitchen, dining area, living room, and work desk. You'll also have your own private entrance and free off street parking in the back of the house.

Top guest favourite
The image displays a serene private pond surrounded by lush greenery. Several docks are visible near the water, with a rowboat anchored and grass gently sloping toward the pond's edge, offering a peaceful natural setting.
Flat in Birnamwood
4.89 out of 5 average rating, 429 reviews

Secluded apartment at Summerwynd farmette

My place is quiet, serene and private, and secluded. Hear the rooster crow or collect your own eggs for your breakfast. Head down to the private pond to try your luck at fishing (no license required) or paddle boarding. If you need to warm up, use the sauna or the outdoor hot tub year round. It is an easy drive to the interstate. My place is good for couples, solo adventurers, and furry friends (pets). ski Granite Peak. Hike the Ice Age Trail. Close to Q&Z Expo and Pike Lake Wedding Barn

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, 197 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.
Flat in Wausau
4.98 out of 5 average rating, 244 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, 103 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 modern exterior of the home is framed by tall pine trees, with a carport extending to one side. Clean lines and dark siding give the structure a contemporary look. A gravel driveway leads up to the entrance, inviting guests into a serene wooded setting.
Home in Waupaca
4.99 out of 5 average rating, 110 reviews

The Raven

Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.

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, 74 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.

Top guest favourite
A living area features light-colored walls and hardwood flooring, with a plush armchair and a wooden TV stand positioned across from a television. Through an archway, a dining area is visible, furnished with a wooden dining table and chairs, with natural light filtering through large windows.
Home in Athens
4.96 out of 5 average rating, 53 reviews

517 Guest Haus (aka 517GH)

We hope you will come and visit our wonderful town and stay in this fully renovated guest house for your visit to Athens! This beautiful home has the charm of a historic home with all the benefits and modern conveniences of a brand new house. The home is located just blocks from downtown Athens and has plenty of space for your family or friends to enjoy time in the area.

Guest favourite
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.
Flat in Marshfield
4.86 out of 5 average rating, 159 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.

Guest favourite
An expansive interior space features high ceilings with wooden beams, highlighting a spiral staircase that leads to a loft. A kitchen island with seating is positioned in the foreground, while a cozy dining area is visible in the background. Soft lighting enhances the modern decor.
Home in Marathon City
4.94 out of 5 average rating, 16 reviews

The Church

Come stay in our spacious church with a full kitchen and original stained glass windows. We have a gaming area and a beautiful spiral staircase that leads to the master bedroom and master bathroom (which was originally the bell tower). This space will comfortably sleep 11 people. Dogs are negotiable.

Popular amenities for Little Chicago holiday rentals