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.

Guest favourite

Tiny home in Black River Falls

4.98 out of 5 average rating, 334 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

26 Nov – 3 Dec

€ 161 per night
Guest favourite

Flat in Wausau

4.97 out of 5 average rating, 147 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

6–13 Nov

€ 151 per night
Guest favourite

Home in Merrill

4.99 out of 5 average rating, 157 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!

23–30 Jun

€ 263 per night

Popular amenities for Little Chicago holiday rentals

Other great holiday rentals in Little Chicago

Superhost

Home in Rothschild

New place to stay

George St Getaway

15–22 Dec

€ 135 per night
Superhost

Cabin in Wausau

4.88 out of 5 average rating, 67 reviews

Mint Cabin-skiers stay here-LAST minute Openings!

22–29 Oct

€ 207 per night
Guest favourite

Home in Medford

5.0 out of 5 average rating, 19 reviews

Candy Red Country Home

18–25 Dec

€ 116 per night
Guest favourite

Home in Wausau

5.0 out of 5 average rating, 16 reviews

Fireplace-PetsFree-Minutes to Skiing

1–8 Apr

€ 87 per night
Guest favourite

Home in Wausau

4.97 out of 5 average rating, 96 reviews

Lg 1 bdrm apt in historic house -Granite Pk 12 min

9–16 May

€ 88 per night
Superhost

Home in Wausau

4.83 out of 5 average rating, 23 reviews

City Center | 2 Queen beds

23–30 Oct

€ 139 per night
Guest favourite

Cabin in New London

5.0 out of 5 average rating, 36 reviews

Secluded Cabin with Sauna

5–12 Sep

€ 142 per night
Guest favourite

Cabin in Merrill

5.0 out of 5 average rating, 8 reviews

Pooh's Hideout At Friedenswald

22–29 Oct

€ 76 per night
Guest favourite

Cabin in Birnamwood

5.0 out of 5 average rating, 23 reviews

Lake Front Cabin, Dock & Firepit - West

18–25 Dec

€ 135 per night
Guest favourite

Apartment in Wausau

5.0 out of 5 average rating, 71 reviews

"House on the Hill" - 1 Bedroom Condo

13–20 Jun

€ 144 per night
Guest favourite

Home in Wausau

4.91 out of 5 average rating, 47 reviews

Cozy home on a quiet street

11–18 Sep

€ 138 per night
Guest favourite

Home in Schofield

5.0 out of 5 average rating, 18 reviews

Lakeside w Kayaks & PaddleBoards

11–18 Oct

€ 244 per night

Destinations to explore