Holiday houses in Little Chicago

Tiny home in Black River Falls

4.97 out of 5 average rating, 419 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

4.97 out of 5 average rating, 171 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

4.99 out of 5 average rating, 191 reviews

Home in Merrill

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!

4.94 out of 5 average rating, 35 reviews

Cabin in Merrill

Cozy Forest Cabin–Pooh’s Hideout @Friedenswald

Pooh’s Hideout is a unique, small cabin nestled beside Owl’s House. Fully insulated & heated, it stays cozy in winter & cool in summer (no A/C). Inside, you'll find a handcrafted futon that converts into a full-size bed with storage. The shared full bathroom with a shower is just 50 yards away in the barn. Relax indoors or unwind in the shared open-air pavilion. Enjoy evenings by one of our firepits or cook on the gas grill. A peaceful place with rustic charm—perfect for nature lovers!

4.89 out of 5 average rating, 414 reviews

Apartment in Birnamwood

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

4.92 out of 5 average rating, 181 reviews

Home in Wausau

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!

4.97 out of 5 average rating, 187 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 🙂

5 out of 5 average rating, 85 reviews

Guest suite in Wausau

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.

4.94 out of 5 average rating, 417 reviews

Loft in Wausau

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.

4.93 out of 5 average rating, 180 reviews

Home in Wausau

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.

4.95 out of 5 average rating, 155 reviews

Cabin in Neillsville

Secluded Cabin near the East Fork!

Cozy log cabin on 40 private wooded acres with a south facing wall of windows to enjoy looking at the outdoors. Its off the beaten path, but five miles from the recreational hub of Hatfield, WI and the Black River Forest. We offer a private cabin for up to 4 guests. South Enjoy the outdoors: hiking, canoe/kayaking, AtVing, XC and downhill skiing, hunting, fishing, mountain biking etc.

5 out of 5 average rating, 51 reviews

Cabin in Athens

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.

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Other great holiday rentals in Little Chicago

Superhost

Cottage in Wausau

4.86 out of 5 average rating, 59 reviews

Cottage on Wis River near granite Peak. Wausau wis

GregRating, 5 stars2 weeks ago

We had a great time here! Charisse was very accommodating and responsive. The river front view was awesome and great fishing right off the dock. I actually caught a Musky for the first time in my life here which made my whole trip! The Kayaks were so much fun as well. Cozy and clean inside, would highly recommend.

5 out of 5 average rating, 61 reviews

Tent in Scandinavia

Scandyland Bell Tent Retreat with Lake Access

ShantelleRating, 5 stars1 week ago

We had an absolutely wonderful stay at Bobby’s! We were able to go kayaking and caught some fish we ate for dinner! The locals were very helpful and friendly with us. There were baby deer and a lot of wildlife to be seen. The tent itself had everything you’d need for a glamping experience! Toilet was in a perfect area! All around I loved our stay here and would love to come back!

4.97 out of 5 average rating, 60 reviews

Cabin in Birnamwood

Lake Front Cabin-West

DenverRating, 5 stars2 weeks ago

Beautiful view of the lake! Very efficient clean, cute little place! Will definitely be back :)

4.82 out of 5 average rating, 130 reviews

Cozy, Quiet & Sanitized

PiperRating, 5 stars4 months ago

Had to be in town for a few days of appointments. It's quite a drive for us, so I decided to book an AirBNB. I booked Kathleens place after learning that my go to BNB was occupied during the time that we needed. Kathleens place will just have to go on my list of BNB options in the area. The place was more than I even expected... I don't think the listing does the space justice. I will admit that if you are after brand new, squeaky clean, sterile conditions this might not be the place for you. It was absolutely clean in every way that mattered but had a vintage cabin charm that you just cannot get with "sterile" We felt right at home, and I would not have it any other way. I was able to DoorDash some groceries and make pancakes in the morning! I forgot a couple things but found that the things I needed had already been left in the kitchen. What hotel could we have done that at? Kathleens place is a great example of what I love about AirBNB. Would recommend this stay to anyone.

5 out of 5 average rating, 26 reviews

Cabin in Wausau

Owl Ridge Cabin - WI Top Cabin

ValeriaRating, 5 stars4 weeks ago

Our stay at Owl Ridge was great. It is so peaceful. If you are looking for a quiet getaway in a place that is private -or a “staycation” away from home- this is a great place to stay. There are also plenty of restaurants in Wausau if you want to get out of the house. The kitchen is stocked with all of the basics for cooking and grilling (bring your own food, seasonings, etc).

4.93 out of 5 average rating, 87 reviews

Fulton Place - Spacious 3 bedroom Upstairs

ConnieRating, 5 stars2 months ago

Holly cow! What a great flat! This apartment features everything you need for a pleasant and peaceful getaway. We'll maintained and super affordable for small groups. Would highly recommend this place to others! Super responsive host! Thanks for a wonderful stay.

Superhost

Home in Merrill

5 out of 5 average rating, 8 reviews

Ranch get away

JuliaRating, 5 stars1 month ago

Spectacular views of the horses grazing in the pastures and the surrounding forest! Our expectations were exceeded. Our host, Sheryl, was extremely kind and responsive, and Ace, the farm’s canine caretaker that overlooks the ranch, was the goodest boy! We can’t wait to stay again! Thank you Sheryl!