Vacation rentals in Little Chicago

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Top-rated vacation rentals in Little Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 215 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!

Guest favorite
The cottage exterior is framed by lush greenery, displaying a covered porch with wooden steps leading to the entrance. A landscaped area with stones and flowering plants is visible, complementing the warm exterior of the house under a partly cloudy sky.
Cottage in Birnamwood
4.9 out of 5 average rating, 235 reviews

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.

Top guest favorite
Home in Wausau
5 out of 5 average rating, 112 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.

Top guest favorite
A wooden staircase with a railing descends through trees towards a calm lake. The water reflects the blue sky and surrounding greenery, while the dock extends into the tranquil lake, offering an inviting space for outdoor activities.
Home in Wausau
4.97 out of 5 average rating, 111 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.

Top guest favorite
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.
Apartment in Wausau
4.98 out of 5 average rating, 296 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 🙂

Guest favorite
The two-story house features a light-colored exterior, with large front windows and a welcoming entrance. A set of steps leads to the front door, framed by manicured lawns and shrubs. The space is complemented by a peaceful residential setting.
Home in Wausau
4.83 out of 5 average rating, 115 reviews

Retreat at 7th Ave.

Let us help you feel right at home in Central Wisconsin! Home includes spacious backyard with deck and outdoor furniture! This home has everything you may need for a family gathering, or weekend on the slopes. 3 bedrooms, 2 bathrooms and a fully equipped kitchen for you to cook in. Driveway & street parking plus WIFI! 6 minutes from Downtown Wausau 6 minutes from shopping and restaurants in Rib Mountains 10 minutes from Granite Peak Ski Area 7 minutes from Aspirus

Top guest favorite
Home in Wausau
5 out of 5 average rating, 107 reviews

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!

Guest favorite
The 1941 WWII Douglas DC-3 Airliner is positioned among trees, elevated on stilts. Soft lights illuminate the wings and tail. The surroundings feature a natural landscape with ferns and foliage, enhancing the setting. The sky shows a gradient of dusk colors, creating a serene ambiance.
Plane in Deerbrook
4.87 out of 5 average rating, 105 reviews

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!

Top guest favorite
The exterior view of the home features a multi-level deck adorned with warm string lights. The backdrop showcases vibrant autumn foliage, while large glass doors lead into the living space. A manicured lawn extends in front, enhancing the inviting atmosphere.
Guest suite in Wausau
5 out of 5 average rating, 121 reviews

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.

Guest favorite
Home in Wausau
5 out of 5 average rating, 8 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.

Top guest favorite
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 out of 5 average rating, 102 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.

Top guest favorite
Home in Wausau
4.98 out of 5 average rating, 50 reviews

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.

Popular amenities for Little Chicago vacation rentals