
Holiday rentals in Little Chicago
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Top-rated holiday rentals in Little Chicago
Guests agree: these stays are highly rated for location, cleanliness and more.

The Prayer Cabin 60 Acres Most Incredible View
Handcrafted to perfection, this sanctuary features cordwood timber-frame construction, a soaring cathedral ceiling, and a cozy loft. Your experience begins with stunning interior craftsmanship that continues to a rock wall that beautifully hugs the surrounding landscape. The scenery continues endlessly, starting with the sunrise, then sunset, and topped off with stars. You'll be at a loss for words for your review, but one thing you'll know for certain is—when can you book your next stay?I 88k⁹

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!

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 🙂

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.

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.

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.

HGTV STYLE Traveling Professionals
Redesigned HGTV style two bedroom home. Home is located just a few blocks off main street, with easy access to our quaint downtown area. Our downtown area has a movie theater, coffee shops, restaurants, bakery, beauty spots, personal health, and shopping. Home is nice and clean. NON SMOKING HOME **** PARKING: per Marshfield Police Department: Nov 1-Apr 30 no overnight street parking. 2:30 am-6:00 am.

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.

The Fairmount
This special property is equipped with a spacious kitchen and dedicated dining area to cook and eat fine meals with your family and friends! It's situated in a quiet neighborhood and close by to the beautiful Memorial Park. Your friends and family will love the cozy feel of this beautiful home! 13 minutes from Granite Peak Ski Hill 6 minutes from Downtown Wausau 12 minutes from Aspirus
Popular amenities for Little Chicago holiday rentals
Other great holiday rentals in Little Chicago

Hot Tub Cabin Hideaway Near Tomahawk

Movie Theater, Game Room, & More Near Granite Peak

517 Guest Haus (aka 517GH)

Wake up. Explore. Repeat.

Owl Ridge Cabin - WI Top Cabin

The Peshtigo Pines Treehouse

Spacious Upper Barn Sleeps up to 7 Near WI River

Riviera Cottage
Destinations to explore
- Chicago Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Downtown Chicago Holiday rentals
- Saint Paul Holiday rentals
- Duluth Holiday rentals
- Grand Rapids Holiday rentals
- Thunder Bay Holiday rentals
- Madison Holiday rentals
- Wisconsin Dells Holiday rentals
- Saugatuck Holiday rentals





