Holiday rentals in Little Chicago

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!

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.

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.

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 🙂

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!

Stay in a piece of History! 1941 WWII Douglas DC-3

1941 WWII Douglas DC-3 Airliner. Flown by the United States Marines for military transport services between Guam, Midway, and Pearl Harbor. Retrofit for overnight comfort with A/C, heat, bathroom, shower, kitchen with outside deck and grilling area, and campfire pit set amongst the trees alongside a private lake with dock. Sleeps four comfortably. Sit in the fully restored, lit cockpit, and feel what it was like to fly one of the most iconic aircraft ever built!

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.

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.

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!

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.

The Raven | Modern Escape To The Woods

Welcome to The Raven, a modern escape to the woods tucked among towering pines near Hartman Creek State Park. Soak in the private hot tub beneath the stars, gather around the fire pit, hike nearby trails, or unwind with records, movies, and woodland views. Just minutes from the Chain O' Lakes, restaurants, and shops, The Raven combines contemporary comfort with the peace and privacy of the Wisconsin woods.

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.