Holiday rentals in Lake Chippewa

"Hidden Oasis" Cabin the Woods (Near Hayward, WI)

Welcome to the "Hidden Oasis", your all-season Northwoods adventure getaway! Kick back &relax in this calm, stylish, newer construction 2 bed, 1 bath space tucked away in the tranquil, private wooded neighborhood of Devil’s Lake. Conveniently located just minutes from both Stone Lake & Hayward, within a short drive to lakes, renowned ski trails, & bike/hike/ATV/snowmobile trails. NO direct snowmobile access. Come & experience the peace & serenity. Well established rental w/lots of recent updates

Glamping Cabin at Loon Lake Guesthouse

Rustic Elegance + Northwoods Flare + Island View Panorama + Fully Electric + Front Porch 10 minutes from Hayward, The Glamping Cabin's spacious semi-open floor-plan has 2 beds, full kitchen, dishes, utensils and a thoughtfully designed camp-style water system. Winter days are warm+cozy with the Row-0-Flames heater. Showers are outdoors when temperatures are above 32 degrees or next door at Loon Lake Guesthouse when its cold out. Your "toilet" is a colorful outdoor privy. Fully electric with WiFi

Lakeside Cabin Retreat on Quiet Peninsula

Avoid crowded resorts and immerse yourself in nature at this private, secluded and peaceful lake cabin. Osprey Lake is quiet and clear and known for great fishing all year. This location offers the option to simply relax and watch for loons, otters, hummingbirds, and the occasional black bear, or to be adventurous and paddle through a beautiful channel to Little Round Lake and Round Lake. Nearby amenities include a variety of trails, restaurants, a casino, and all the charm Hayward has to offer.

Cozy Nordic Ski Cottage on Birkie Trails

Welcome to the Trailside Gökotta Forest Cottage: a modern, minimalist and serene nature cabin on the Birkie Trail system. Gökotta means 'to get up early to listen to sounds of birds and the forest'. Located right on Birkie Ridge Trailhead with close access to vast CAMBA trails, this is a nature escape for outdoor enthusiasts who love to bike, ski, hike, and bird watch. Enjoy ski-in ski-out to groomed trails, bike-in bike-out right onto trails, then cozy up by the woodstove or fire-pit at night.

Lake Front Cabin with Arcade, Connects with Trails

Escape to Callahan's Shore Thing, a rustic, modern, cozy cabin nestled on the water's edge of a gorgeous 2 acre lot with 100+ ft of lake frontage--minutes from downtown Hayward. You won't find a cabin this close to the water, we promise! Enjoy morning coffee on the spacious, multi-level deck, spend your days kayaking or fishing off our private pier, retreat to the seasonal bunkhouse to relax, or head out to our Musky Lounge to have a beer and play some cards with friends. This place has it all!

The Timberjack

Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!

Hayward Haus, Modern Design w/ Classic Experience

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind This cabin was built in 2021 and host is 13 year "superhost" This is a default "no pets" cabin, however exceptions can be made with permission and a fee. Inquire with host. NEMA 15-40R outlet provided for level 2 EV charging. You bring chord and adapter.

"Das Blockhaus" - cozy, authentic German log cabin

Studio sized log cabin with direct access to Hayward Lake and located just 3.5 miles from the Hatchery Creek Trailhead (Birkie Trail and CAMBA mountain bike trail access at this trailhead). Or you could go hang out at the city beach just half a mile away or launch your boat at the public launch (same place). Also just a short walk to downtown for great coffee, food and drink. Great location! Perfect home base for your Hayward area adventure!! Welcome to the great northwoods - enjoy your stay!!

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres

This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Trap N' Fish Motel Room 3

Welcome snowmobilers! We have plenty of trailer parking, ride snowmobile right up to your door, trail just seconds away, and hot food across the road! Ask us how you can rent the entire motel for large groups for a discounted rate! Sleeps 4. 1 bedroom with full kitchen, bathroom, and living room. Soap and towels included. 1 Bedroom includes 1 queen bed. Living Room includes a day bed that sleeps 1 and a futon that sleeps 1. Rollaway bed to sleep 5 upon request. Roku and Wifi included.

Luxurious Lakehouse | Snowmobiler's Paradise

** New listing on Airbnb..see photos for other reviews** * Spacious Modern Northwoods Cottage * Snowmobile and ATV directly from the house! * Flexible cancellation if no snow for snowmobiling * Unobstructed lake views * Swim | Fish | Lounge from the large Dock * Comfortable Beds & linens * Free Kayaks & Lily Pad * New outdoor firepit patio & gas fire table on deck * Nearby resorts for boat rentals, food & drink Please MESSAGE host for inquiries NOT Request to book

Timber Pines

Located near the beautiful Chippewa Flowage, it offers easy access to fishing, boating, and stunning Northwoods scenery. Snowmobile and UTV trails are accessible directly from the property, making it an excellent choice for adventure seekers year-round. The home provides a comfortable and spacious setting to relax after a day on the trails or the water. Whether you're planning a weekend retreat or a longer stay! Plenty of room for parking your boat, UTV and snowmobiles.