Holiday rentals in Little Chicago

Wooded waterfront retreat with hot tub & fire pit

Pine Island Retreat: Waterfront Whispering Woods Nestled on a serene Lake Wausau inlet, experience a fusion of relaxation and adventure. Towering trees lead you to nature's embrace. Slide into soothing moments in the 2-person hot tub and deck evenings shine with a fire table, while the patio invites alfresco dining for 6. A fire pit awaits ghost tales, and the pier promises water adventures. Enjoy indoor gaming on our X-Box, witness wildlife's magic, and create timeless memories at our retreat.

Lake Front! Luxury 5 bedroom House with large yard

Enjoy a relaxing family and friends get-a-away in this private luxury 5 bedroom home on Lake Arbutus! Watch the sunset from one of two balconies or on the outdoor patio while making s’mores in the fire pit or toasting a glass of wine by the outdoor fireplace. This spacious home is perfect for all occasions with plenty of room for all your guests with a layout that also allows privacy for quiet retreats. Includes: access to 235 miles of ATV trails, a soft sandy beach & large floating dock.

Cozy Cabin on Old Taylor Lake

Relish your time at the Cozy Cabin nestled on Old Taylor Lake in Waupaca, WI. Just 5 minutes from the Chain O' Lakes and 30 minutes from Nordic Mountain, this serene cabin offers a tranquil retreat in the woods, right by the lake. It's a family and pet-friendly haven. The game room features ping pong, basketball, among other activities. Take pleasure in lounging on the deck, unwinding by the fire pit, or relaxing in the hot tub. It's an ideal getaway for families seeking a slice of tranquility.

One-of-a-kind contemporary ski lodge

Welcome to Trehytte Cabin! Great location on Granite Peak ski hill, one of a few homes located within the state park. Amazing scenic views, mature tree privacy and tons of windows make this spacious home the perfect Northwoods retreat for friends or family. Minutes away from Rib Mountain stores and restaurants while being located on Granite Peak. Enjoy a fire in the outdoor firepit, cozy up to the pellet stove fireplace, or relax in the large 8-person outdoor hot tub and enjoy the stars!

*Stunning Remodel * Hot Tub 4 -BR home, Sleeps 10

HOT TUB RETREAT 4 -BR home, Sleeps 10. Cozy Charm meets Modern Comfort. Discover the ultimate Tomahawk, Wisconsin retreat in our meticulously remodeled 4-bedroom home. Centrally located in town, this inviting haven seamlessly combines modern luxury with the charm of Northwoods living. Step into a thoughtfully designed interior featuring spacious living areas adorned with stylish decor. The cozy bedrooms provide a restful escape, ensuring a comfortable stay for you and your guests.

Central Wausau Comfort

Central to everything in Wausau, this location cannot be beat! 7 minutes from Granite Peak Ski Hill 6 minutes from the 400 block 2 minutes to Marathon park 1 minute from Kwik Trip This fully remodeled private home has everything you need for a family gathering, or weekend on the slopes. 3 Bedrooms 1 bath and a fully equipped kitchen for you to cook in. Driveway parking, wifi and plenty of room to relax, dine, or play games. Let us help you feel right at home in Central Wisconsin!

Hilltop Views & water access-20 acres!

Enjoy the amazing views from inside and outside. Includes access to kayaks, a golf cart, HOT TUB and game room! Outside fire ring and spacious deck. Trails to enjoy the outdoors & hiking. With 4 comfortable bedrooms, 3 with a queen size bed, and plenty of bunks this property easily sleeps 14 guests. The home is newly renovated with open concept floor plan & game room on the lower walk out. A full sized dining table can seat everyone. Wi-fi included with two smart TVs.

Luxury Waterfront 2BR w/King Suite

Stunning North West water front view of Rib Mountain. Located 7.2 miles from Granite Peak. Luxury two bedroom apartment with a water view of the Eau Clare River Flowage. Balcony, spectacular views, great living area with natural lighting, kitchen island with workspace and seating with in unit laundry. Carpet in bedrooms and in walk-in closets. Fitness center open 24-7 Club room also able to rent for private events!

Lana's Lodge

Fishermans dream. Located in the heart of Fremont. Fish off your pier, bring your boat and explore the wolf river chain where you can travel for hours each direction. Your family will be close to everything when you stay at this centrally-located place. It's a 2 min walk to town with restaurants, taverns and ice cream shop.