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.

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!

𝗕𝘂𝗿𝗲𝗸 𝗛𝗼𝘂𝘀𝗲 - 𝚍𝚘𝚐 𝚏𝚛𝚒𝚎𝚗𝚍𝚕𝚢

This cozy 𝑩𝒖𝒓𝒆𝒌 𝑯𝒐𝒎𝒆 has two bedrooms, one full bath, living space, kitchen, basement, private front/back yard and garage. There is plenty of space for 4-6 adult guests comfortably upstairs. This home is great for couples, single adventures or business travelers. Whether it's business, the slopes at Granite Peak or tasting Wisconsin's many tap houses this 𝑩𝒖𝒓𝒆𝒌 𝑯𝒐𝒎𝒆 is sure to have all your needs covered.

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.

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.

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.