Holiday rentals in Little Chicago

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.

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!

Shalom Retreat

Enjoy a stay in the cottage in the big woods! The lane leading to it winds a half mile back from the road. This place will be a highlight because of everything from the spacious yard surrounded with woods, kitchen fully stocked with dishes, open, cozy living room and cute bedrooms. It is a family friendly place including a Foosball table, board games and toys. Also has a picnic table and backyard fire pit (firewood included) or you can choose to grill your favorites on the covered back porch.

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.

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.

The Prayer Cabin 60 Acres Most Incredible View

Welcome to The Prayer Cabin, a serene cordwood timber-frame retreat on 60 private acres near Timm’s Hill. Handcrafted in 2003 using timber and rocks sourced directly from the land, this inspiring haven offers a quiet warmth from silent in-floor heat. Recently remodeled, it features stunning 360-degree views and a brand-new kitchen and bathroom. Enjoy hiking, fishing, and direct access to ATV and snowmobile trails for the ultimate getaway.

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.