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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Guest favourite
Home in Wausau
4.93 out of 5 average rating, 28 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.

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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, 222 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!

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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.
Flat in Wausau
4.83 out of 5 average rating, 153 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.

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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, 120 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.

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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, 316 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 🙂

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Top guest favourite
A serene view of vibrant fall foliage frames a tranquil lake scene. Trees with hues of orange, yellow, and green create a picturesque backdrop. A grassy area leads toward the water, enhancing the natural setting.
Home in Wausau
4.98 out of 5 average rating, 120 reviews

Bliss on the Lake

This quiet, 4 bedroom lake house is not only on the water, but a short, five minute drive to Rib Mountain Skiing, a three minute drive to a boat launch, as well as everything Rib Mountain has to offer; shopping, restaurants, night life, and various outdoor activities. It has everything you need to make your holiday warm, comfortable and full of bliss! Cleaning fee credited for all stays 7 days or longer. We can also set up the basement living room area to be a work space.

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Top guest favourite
A spacious living room is characterized by vaulted ceilings and large windows that provide ample natural light. A stone fireplace serves as a focal point, complemented by comfortable seating arranged around a decorative area rug. Wood paneling enhances the cozy atmosphere.
Home in Tomahawk
4.96 out of 5 average rating, 118 reviews

Spacious Lakefront Lodge, Kayaks/Canoes Included!

Escape to your own piece of the serene Tomahawk Northwoods at the Eagle Waters Lodge! Nestled on the tranquil Spirit River Flowage, this stretch of water has almost nine miles of premier fishing, boating, and kayaking (kayaks and canoes included with your stay). Endless family memories are waiting right out the back door! If relaxing is in your itinerary, unwind in the 3400 sqft. lodge in our theater room or our screened-in porch. Enjoy the best of Tomahawk in comfort!

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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
4.98 out of 5 average rating, 127 reviews

The 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!

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Superhost
Home in Wausau
4.91 out of 5 average rating, 11 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.

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Guest favourite
The living area features a cozy brown sectional sofa with an ottoman and an accent chair. A colorful area rug is positioned on the light wood flooring. Natural light enters through large windows, and wall art adds character to the space.
Home in Wausau
4.92 out of 5 average rating, 123 reviews

Cozy home on a quiet street

PRIVATE COZY HOME WITH SPACIOUS KITCHEN AND LIVING NOON Checkout with WASHER & DRYER in house. Fantastic Location: Just a distance to downtown Wausau, where you’ll find coffee shops, theaters, Art Museum, brewery, and a variety of restaurants. Only a 8-minute drive to Schofield and 20 minutes to skiing at Granite Peak. Comfortable & Cozy: Enjoy a bright, inviting atmosphere with room for games and relaxation.

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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
5.0 out of 5 average rating, 118 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.

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Top guest favourite
The exterior of a two-story home is presented, featuring a welcoming porch and landscaped yard. Lush green grass surrounds the property, with mature trees providing shade. Large windows offer natural light to the interior, enhancing the home's inviting appearance.
Home in Rothschild
4.93 out of 5 average rating, 127 reviews

George St Getaway

Located in a quiet, residential neighborhood, this spacious home is the perfect place for your family or group to stay! There are several local parks also right in the neighborhood, within walking distance and fine dining nearby with a 5-10 minute drive. Distance to.... Downtown Wausau - 15 minutes Granite Peak Ski Area - 15 minutes Aspirus - 14 minutes Garage access available.

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Popular amenities for Little Chicago holiday rentals