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.

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Guest favourite

Tiny home in Black River Falls

4.98 out of 5 average rating, 341 reviews

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

Guest favourite

Flat in Wausau

4.97 out of 5 average rating, 148 reviews

Marquardt Hill Gardens:GranitePeak in view; garage

Large lower level which includes large windows overlooking stream and gardens and Granite Peak. Gas fireplace, laundry,private 2 car heated garage, king size bed, 2 queen . 2 large couches, chair; 1000 Mbps Internet, 80” 4K tv with sonos sound system, Netflix, Amazon, cable tv. 1200 squ ft of living area, modern bath with large shower, convection oven, hotplate, fridge, microwave. One acre gardens on hillside with waterfalls, ponds. 2 tiered patio with grill. 2 miles from downtown. licensed

Guest favourite

Cabin in Wausau

4.87 out of 5 average rating, 71 reviews

Mint Cabin-skiers stay here-LAST minute Openings!

Last Minute Stays Available. Ask about 1 night!Take it easy at this unique tranquil getaway.Home has a cabin feel (not a new house as reviews state!)3 bedroom/5 bed,12x21 screened porch and grill outside.Main floor laundry.Enjoy the backyard wildlife,fruit trees in summer. Minutes from downtown area,Wausau on Water Park,Granite Peak Ski, Aspirus Hospital and Clinics, Menards,/Fleet Farm, Walgreens, Fast Food, Grocery and Gas, marathon pk Art In The Park, Balloon Fest.Firewood sold upon request.

Guest favourite

Home in Merrill

4.99 out of 5 average rating, 158 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!

Superhost

Cottage in Medford

4.85 out of 5 average rating, 297 reviews

Cozy A-frame on Clear Lake

Relax and enjoy the slower pace of lake life. Catch pan fish from the dock or kayak the chain of lakes! Water not your thing? Use our Cozy A-frame as the base camp for your summer UTV trip or winter snowmobile fun, we sit right on the trail systems. This cozy A-frame built in 2005 features a fireplace, tile floor, full bath and loft area that sleeps 5. Located on Clear Lake near Medford in north central Wisconsin, just down the road from 2 supper clubs and a general store with gas pump.

Superhost

Flat in Wausau

4.85 out of 5 average rating, 111 reviews

Cozy, Quiet & Sanitized

* Extra sanitizing measures are in place during the COVID-19 Pandemic. * My place is cozy, clean, and quiet with all the comforts of home! It is located half way between the highway and downtown. You will have the entire upstairs to yourself during your stay, including a bedroom with a queen size bed, a bathroom with shower, and an open concept kitchen, dining area, living room, and work desk. You'll also have your own private entrance and free off street parking in the back of the house.

Guest favourite

Flat in Birnamwood

4.89 out of 5 average rating, 370 reviews

Secluded apartment at Summerwynd farmette

My place is quiet, serene and private, and secluded. Hear the rooster crow or collect your own eggs for your breakfast. Head down to the private pond to try your luck at fishing (no license required) or paddle boarding. If you need to warm up, use the sauna or the outdoor hot tub year round. It is an easy drive to the interstate. My place is good for couples, solo adventurers, and furry friends (pets). ski Granite Peak. Hike the Ice Age Trail. Close to Q&Z Expo and Pike Lake Wedding Barn

Guest favourite

Guest suite in Rhinelander

4.99 out of 5 average rating, 103 reviews

Quiet Family Suite on River near Lakes and Trails

This family-size guest suite with a separate entrance from the attached host's house offers all the comforts of home within 15 min. of Minocqua, Rhinelander, and premier outdoor experiences. Inside find bright spaces, full log beams, and a hobbiton feel; open concept living area with fully stocked kitchen, table, bunk beds, large couch, TV and Wi-Fi; bedroom with queen bed and stowed air mattress; full bath; play room. The entire suite space is yours, with no access to or from main house.

Guest favourite

Home in Wausau

4.93 out of 5 average rating, 152 reviews

Charming 2 bd Victorian-Wausau's River District!

My place is close to the city center, art and culture, great views, restaurants and dining, and parks. You’ll love my place because of the high ceilings, the location, the coziness, and the kitchen. My place is good for couples, solo adventurers, business travelers, and families (with kids). The home is only 2 blocks from bars and restaurants and less than 5 blocks from Historic Downtown Wausau. We only live a mile away, so please contact us if you need anything during your stay!

Guest favourite

Home in Wausau

5.0 out of 5 average rating, 29 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 favourite

Home in Schofield

4.92 out of 5 average rating, 132 reviews

Wausau 2 bedroom home, 1 dog friendly

Master bedroom , queen bed Guest room, queen bed 1 small/medium non-shedding dog. Deck Fenced yard 6’ privacy fence. Fast internet TV streaming Living rm w/fireplace. Fully equipped kitchen Central AC Jetted tub Port-a crib with bedding High chair car seat Fully furnished basement laundry room washer & dryer, laundry soap, dryer sheets etc. Garage Parking Minutes from medical facilities Granite Peak Ski Hill Restaurants Shopping Museums

Guest favourite

Loft in Wausau

4.95 out of 5 average rating, 353 reviews

Spacious, private Loft with heated garage.

permit #: SBRN-BH7PQH Spacious loft, all to yourself, in a quiet, safe neighborhood. It is located Near Hwy 51. Walking distance to NTC and only 4.5 miles from the ski hill. Loft has everything you will need for a comfortable stay. Place is pet friendly. Backyard is fenced in with a patio, hot tub, gazebo, fire pit and grill. Heated, garage space below loft is available to park in. There is also a small gym that can be used by guests.