
Holiday rentals in Little Chicago
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Top-rated holiday rentals in Little Chicago
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Tiny on the River
According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets

Cozy two bedroom log cabin on a peaceful lake
Relax with the whole family or some friends at this peaceful place to stay. Kayak, fish, and swim in the lakes. Sit around the fire, play yard games, rest in the hammock, or watch a movie. There are plenty of ways to keep the kids active inside and outside. This cabin includes a game table, sandbox, board/card games, art supplies, kayaks, row boat, and fishing poles. Make many memories together skipping rocks, catching fireflies, eating smores, taking in the beautiful views, and sharing laughs.

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!

Secluded Cabin with Sauna - Discounted till 6/1
Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

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 🙂

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.

The Raven
Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.

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.

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.

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.
Popular amenities for Little Chicago holiday rentals
Other great holiday rentals in Little Chicago

The Chouse (church/house) Downtown Mosinee

Burks Bungalow - 3 bedrooms & Entertainment space

All-seasons lake retreat. Northwoods in comfort.

Clear water, sandy beach, fishing! Raft w/kayaks

Whispering Pines on Lake Nokomis

Secluded Birnamwood Cottage w/ Deck & River Views!

Northwoods Lake House

The Gasthaus
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Minnesota River Holiday rentals
- Traverse City Holiday rentals
- Twin Cities Holiday rentals
- North Side Holiday rentals
- Madison Holiday rentals




