Holiday rentals in Hayward

White Tail Lodge; Near Hayward and Snowy Trails!

White Tail Lodge is a custom-built log Lodge on the pristine shores of Windigo Lake. Located only 6 miles from all the activities in Hayward, WI, the Lodge was built for fun family adventures in mind; near ATV trails; with water toys, a golf cart (to get less mobile persons down to the lake), a shuffle board court, pickle ball court, basketball hoop, a pool table and a fire ring area *In the summer, turnover days are FRIDAYS; click on the BOLD Friday date to see availability.* Nice Winter skiing

The Seeley Hills Chalet near iconic "OO" Trailhead

A Nordic-meets-Northwoods trail sports chalet on 3 wooded acres, just off the main path between Hayward + Cable in Seeley, WI. Only 2 miles from the iconic “OO” Trailhead with quick access to the Birkie ski trails, mountain and fat bike trails, gravel roads, UTV trails, & more. This charming chalet - with a wood-fired sauna, large game room, firepit & more - puts you among the pristine woods, water, and all the iconic events, restaurants, shopping, & nightlife of two key Northwoods communities.

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!

Vintage 1940's Hayward Cabin!

Gorgeous 1940's cabin renovated inside and out in 2018! Nestled in the Northwoods, this home has a full kitchen w/ all amenities, cable TV/Wifi, large deck w/ table & chairs, charcoal grill and fire pit! Surrounded by premier lakes with 4 nearby boat landings to both Lac Courte Oreilles and Grinstone. Seasonal view of Lac Courte Oreilles- but no water access granted with rental. Only 15 minutes to downtown Hayward or Stone Lake! Enjoy the pleasure of a home for the price of a hotel room!

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.

Sölveig Sentō: Private Forest Spa - Sauna & Plunge

Nordic soul meets Japanese ritual in a 100-year-old hunting shack, reborn. Cedar sauna, cold plunge, shower room, soaking tub and full, integrated living areas from a cohesive private retreat. Set on 55 secluded acres in South Range, Wisconsin—20 minutes from Duluth and 1.5 miles from the sandy shores of Lake Superior. More than accommodation, Sentō offers unhurried space for restoration: heat, cold, immersion, repeat. A deliberate pause. A private ritual. Zero time limits. Zero strangers.

Hayward House | Trailers Ok, King Bed, 1mi to Town

The Hayward House is your comfortable home retreat close to downtown Hayward on 2+acres with a spacious living room. ATV right from the house! Plenty of parking for anything - boats, snowmobile & atv trailers. 1 mile to Downtown Hayward. 5 miles from Hatchery Creek for the CAMBA singletrack and Birkie Trail. Less than 1 mile from the start of the Chequamegon 40 and the Birkie Finish Line! Wifi, Smart TV (YouTubeTV, Netflix, Disney+, Amazon), washer & dryer. New heating and central a/c system.

Cozy 2 bedroom cabin on the water - must see!!

Enjoy a quiet, relaxing week in the north woods of Hayward, WI! Our 2 bedroom, 2 bath cabin sleeps six comfortably (2 queen beds and a futon). Cabin is two levels and 1500 square ft. The cabin is located on the Namekagon River with direct access to Hayward Lake and the public boat launch just a few hundred feet away. You really get the best of both worlds here as the cabin is tucked away in a private, wooded area but is also walking distance to downtown Hayward and other attractions!!

Mysa: Modern Birkie Trailside Nature Oasis

Welcome to the Mysa Meadow House: A modern, minimalist and serene nature cabin right on the Birkie Trail system with wide open meadow and forest views to enjoy wildlife. True to its name, Mysa is the Swedish word for “cozy up" and contentedness. This is a quiet nature escape perfect for outdoor enthusiasts who love to bike, ski and hike the vast trail system of Birkie Ridge right outside the front door. The cabin is on its own 3-acre plot surrounded by forest with a meadow view.

The Blue Musky - Hayward, WI

Escape to the heart of Wisconsin’s Northwoods at this spacious 4-bedroom, 3-bath home in Hayward, perfectly located directly on ATV and snowmobile trails and overlooking the Big Fish Golf Course. Whether you’re here for trail riding, lake adventures, or downtown fun, this home puts you close to it all—just minutes from multiple lakes including the Chippewa Flowage and the shops, dining, and events of downtown Hayward.

Bayside Birch Cottage on Nelson Lake

Welcome to the Bayside Birch Cottage in the Northwoods of Hayward, Wisconsin! Our beautiful, cozy spot on Nelson Lake offers a perfect blend of year-round, family-friendly relaxation and adventure - there's truly something for everyone! We’re only 7 minutes from downtown Hayward, so you can also explore shops, restaurants, recreation rentals and trails, and even the giant Muskie statue!

Rustic Pines Lodge - Bike/Hike/ATV from Driveway!

Rustic Pines Lodge is your ideal woodland retreat, just 5 miles from downtown Hayward. Perfectly situated for outdoor enthusiasts, the property provides seamless access to a variety of activities. Enjoy direct entry to private trails leading to the Birkie (the trail system overlaps the driveway!), or explore nearby ATV and snowmobile routes, only half a mile from the property.