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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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.
Apartment in Wausau
4.82 out of 5 average rating, 142 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 exterior of Pooh's Hideout cabin is shown, featuring a uniquely shaped wooden structure with a curved roof and two circular windows. A bench is positioned nearby on a concrete patio, surrounded by colorful autumn foliage.
Cabin in Merrill
4.96 out of 5 average rating, 52 reviews

Cozy Forest Cabin–Pooh’s Hideout @Friedenswald

Pooh’s Hideout is a unique, small cabin nestled beside Owl’s House. Fully insulated & heated, it stays cozy in winter & cool in summer with AC. Inside, you'll find a handcrafted futon that converts into a full-size bed with storage. The shared full bathroom with a shower is just 50 yards away in the barn. Relax indoors or unwind in the shared open-air pavilion. Enjoy evenings by one of our firepits or cook on the gas grill. A peaceful place with rustic charm—perfect for nature lovers!

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.
Apartment in Birnamwood
4.88 out of 5 average rating, 437 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
A wooden staircase winds down towards the river, flanked by trees and greenery. A wooden platform near the water offers a peaceful view of the calm river, reflecting the surrounding foliage.
Home in Merrill
4.8 out of 5 average rating, 15 reviews

Riviera Cottage

Enjoy this cozy two bedroom riverfront cottage home with full bathroom, WiFi, full kitchen, basement rec room with foosball and six beds to sleep your whole group comfortably. The outdoor space includes a fire pit, staircase leading down to the river, deck and dock. Enjoy the sunset overlooking the river or put in a canoe or kayak to paddle out on a water adventure. Snowmobilers & ice fishers welcome! Riviera Cottage offers trail access, riverfront fishing, and driveway use. Book now!

Top Guest favourite
A ground floor apartment is visible under a night sky, softly illuminated by a nearby streetlight. Snow blankets the ground, while distant lights from the city glimmer in the background, creating a serene winter atmosphere.
Apartment in Wausau
4.93 out of 5 average rating, 80 reviews

Relax Downtown- Walk to it All

Located just two blocks from the downtown Wausau restaurant and shopping district, this modern ground floor 2 Bedroom apartment is tucked in a unique and private location which offers easy access to enjoy downtown by foot, bike or car. The apartment is well suited for a busy work trip, busy vacation, or just to relax. January 2026 note- Great skiing stay or work stay with our solid winter weather and snowfall. Great improvement in 2025 in adjacent downtown area and pedestrian access.

Top 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
4.93 out of 5 average rating, 205 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, 261 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 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, 64 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!

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, 106 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
4.98 out of 5 average rating, 124 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, 82 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
The exterior of the house features a symmetrical facade with a gabled roof and a welcoming porch. White columns support the porch roof, while steps lead up to a blue front door, framed by sidelights. A well-maintained yard with shrubs complements the property.
Home in Wausau
4.88 out of 5 average rating, 99 reviews

The Fairmount

This special property is equipped with a spacious kitchen and dedicated dining area to cook and eat fine meals with your family and friends! It's situated in a quiet neighborhood and close by to the beautiful Memorial Park. Your friends and family will love the cozy feel of this beautiful home!

Popular amenities for Little Chicago holiday rentals