Vacation rentals in Town of Land O' Lakes

Cottage on High Lake

Dog-Friendly Lakefront Cottage w/ Dock, Kayaks, Canoe, and Snowshoes Experience everything the Boulder Junction area has to offer at this cottage located on beautiful High Lake in Land O’ Lakes. This rental is ideally situated at the gateway to year-round outdoor adventures, whether you're looking to get out on the water, explore the woods, or race through the snow. This home features lakefront access with level fisherman frontage and a private dock. At night, enjoy the wood-burning fireplace.

Cozy home located amidst area sights & activities

Our cottage is a base camp from which to enjoy the beauty of the north woods. Plan your winter to snowmobile, ice fish, downhill or cross-country ski and hike. In summer make it a get-a-way for fishing, kayaking, canoeing, or ATVing. Venture out to the numerous waterfalls, hike the Ottawa National Forest or Sylvania Wilderness, view the scenic Porcupine Mountains, drive through the Keweenaw peninsula. Autumn is the time to take fall color tours, ATV, & hunt. Slow internet - high speed coming

Sasquatch Sanctuary Log Cabin | Sauna | 10 Acres

A tiny home nestled in 10 peaceful acres of woodlands and meadows, half a mile from Pioneer Lake, this charming log cabin offers the perfect getaway to unwind and reconnect with nature. This beautiful log cabin provides a serene escape, with plenty of wildlife to observe and your own pond to enjoy. It’s the ideal retreat, combining rustic charm with modern comforts. Sit by the campfire, enjoy the Sauna, or have a coffee beside the fireplace. We want you to enjoy this place as much as we do!

Land O' Lakes Hideaway w/ Boat Dock & Lake Views!

A peaceful waterfront retreat awaits you at this cozy 2-bedroom, 1-bath Land O'Lakes vacation rental cabin. Situated in the heart of Vilas County, this property boasts a prime location where 15 lakes, 270 miles of shoreline, and 3,987 acres of water await nearby - all of which promise breathtaking views, outdoor recreation, and top-notch fishing in habitats that support 10 species of game fish! In addition to the dock and views, you'll enjoy brand new appliances and a slew of other amenities.

North Woods Pristine Lake Paradise!

** Note - This wonderful northwoods cabin rents for a minimum of 3 consecutive nights. ** Your own private guest cabin on 6 private acres overlooking crystal clear Big Portage Lake. Sand beach, canoes, kayak, great lake views! Refrig, coffee maker, microwave and toaster, but no kitchen (great restaurants nearby). Come and go as you please. Host is usually on property, residing in main house. Kids over 8 years welcome. NO pets, jet-skis, ATVs, fireworks, loud music or powerboats, please.

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Atop one of Vilas County's highest points, this cabin provides stunning 360-degree views from various levels overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet—where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

Fantastic Frontage on Buckatabon Lake - 5 Acres

Discover your lakeside retreat on Lower Buckatabon Lake in Conover, WI! This charming 3-bedroom, 2-bath lake home offers a slice of paradise on 5 acres with 153 feet of pristine sand water frontage. Enjoy the tranquility of the Northwoods while being just minutes away from great local spots like the Burnt Bridge, Buckatabon Lodge and Bauers Dam, perfect for dining. Adventure seekers will love the easy access to ATV and Snowmobile trails, and don’t forget about the great fishing!

Pristine 5-Acre Secluded Black Oak Lake Hideaway

"Serenity at the Top of Wisconsin!" This totally secluded 5-acre lakefront property on renowned Black Oak Lake features over 400 feet of lake frontage on Wisconsin's CLEAREST LAKE- incredible western-facing sunsets, great fishing, all located at the very end of the road and only 5 minutes driving to the cute town of Land O Lakes. 3 full bedrooms/2 full bathrooms sleeps a total of 8. Plenty of parking, garage storage with kayaks/paddle boards/lily pad for guest use!

Cozy Northwoods retreat

Take a break and unwind at this peaceful oasis. Located at the border of Wisconsin and Michigan, in the town of Land O' Lakes. You will find this to be the perfect starting point for outdoor adventures, or to simply diconnect. Explore the Sylvania Wilderness Area, or have the opportunity to check out the many lakes of Vilas and Gogebic Counties! Discover waterfalls in the UP or enjoy nearby alpine or x-county skiing in the winter. Snowmobiling trails close too!