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 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
A contemporary cabin nestled among dense woods features large glass windows that allow natural light to fill the interior. The exterior is surrounded by smooth stones, while trees provide a lush backdrop, enhancing the serene ambiance of the space.
Cabin in Wausau
5 out of 5 average rating, 49 reviews

Owl Ridge Cabin - WI Top Cabin

We invite you to relax, refresh and restore. Let the scenic beauty envelop you and let your senses be immersed in nature. Surrounded by thick woods, the sounds of nature and dappled sunlight, Owl Ridge is a place to rejuvenate your soul and indulge in spa-like amenities. Whether you like the quiet serenity of a cabin or the excitement of a small city, Owl Ridge offers the best of both worlds. With its open-concept and clean contemporary design, Owl Ridge is Wisconsin's top cabin getaway.

Top Guest favourite
Cabin in Ogema
4.91 out of 5 average rating, 35 reviews

The Prayer Cabin 60 Acres Most Incredible View

This serene cordwood timber-frame cabin perched high on a hill near Timm's Hill is pure magic. The winding driveway bordered by massive stones sets the tone for total tranquility on 60 private acres. Step inside to gorgeous natural woodwork, radiant in floor heat and a cozy loft overlooking the open lower level with jaw dropping views in every direction. Tucked away in the quiet town of Hill, this unique north-woods gem feels worlds away yet right next door to Wisconsin's highest point.

Top Guest favourite
A spacious living area features two soft blue sofas, complemented by a vibrant yellow pillow. A large flat-screen TV is mounted on the wall, while a wooden coffee table sits at the center, adorned with books and decorative items. Natural light enters through two large windows.
Home in Wausau
4.99 out of 5 average rating, 115 reviews

Scandinavian Cottage

Newly renovated 2BR Scandinavian inspired house in a safe walkable neighborhood. Coffee shops, bars, restaurants and convenience stores nearby. High speed internet/wifi. Huge 75” SmartTV. New beds and furniture throughout. New kitchen, new bathroom and new hardwood floors. Two car garage available for guests. Pet friendly with fenced in yard. Stainless steel fire pit in backyard with firewood available for free. 5 min drive to Granite Peak ski resort, Aspirus, and downtown.

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, 300 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, 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!

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, 126 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 cabin exterior features a rustic wooden façade with a maroon metal roof. A stone pathway leads to the front door, flanked by charming flower pots. Framed by lush greenery, two windows on either side allow natural light to illuminate the entrance.
Cabin in Birnamwood
5 out of 5 average rating, 95 reviews

Spruce Haven

Enjoy your vacation in this lovely, open concept cabin tucked away in the northwoods! There is a half mile lane winding through the woods that leads to it. It comfortably sleeps 6 guests in its two bedrooms, and full size mattress in the cozy, low-ceiling loft. This cabin is surrounded by a large yard, with a gazebo and firepit. The gazebo has a grill, with a table and 6 chairs. If you love the quiet woods setting, this will definitely be a favorite!

Guest favourite
Home in Wausau
5 out of 5 average rating, 9 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 kitchen showcases modern appliances, including a refrigerator, stove, and dishwasher, set against gray cabinets. A wooden dining table with white chairs is centrally positioned, providing a comfortable area for meals. Natural light enters through a small window above the sink.
Home in Wausau
4.97 out of 5 average rating, 59 reviews

Porch Light Place - Cozy, Quiet & Comfortable!

Keep it simple at this peaceful, newly renovated and centrally-located home. This cozy small house is close to Granit Peak Ski Area, Marathon Park, Lake Wausau, Rib Mountain Golf Course, Whitewater Kayaking Park, Downtown Wausau's 400 Block, Aspirus Wausau Hospital, many restaurants and so much more. Our home is great for adventurers, couples or business travelers We are **PET FRIENDLY** and looking forward to hosting you!

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, 107 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
Home in Wausau
4.98 out of 5 average rating, 52 reviews

Game Room, Yard Games, & Bunks By Wisconsin River

Tucked in the trees of Wausau, Cottage on 6th blends modern design with unique architecture. Enjoy a spacious yard with fire pit, BBQ grill, and game room—perfect for relaxing or entertaining. Minutes from Rib Mountain and downtown Wausau’s shops, restaurants, and outdoor fun. Whether you're here to hike, ski, or unwind by the fire, this cottage is your home base for a your next getaway.

Popular amenities for Little Chicago holiday rentals