Holiday rentals with outdoor seating in 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.

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!

Peaceful 3 bedroom cabin on UTV/snowmobile trails

Watersmeet cabin on UTV/snowmobile trail L3. Property only a few hundred feet from WI/MI border and Land o Lakes WI. Open the gate and have direct access to trail system or only a short walk or bike ride to Land O Lakes. Home away from home, Spacious living, downstairs recreation room with TV, DVD player and games, extra sleeping space if needed, enclosed 3 season room, 2 outdoor patios, gas grill, 2 car attached garage for automobiles during inclement weather. Only minutes from many lakes.

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.

Carter Northwoods Escape Cabin

Looking for a quiet place in the Northwoods? This rustic cabin built in the 1950’s on a private lake is exactly what you’re looking for. Observe untouched nature; bald eagles, deer, loons and hummingbirds. Historic, no wake motor Lake found on Kasomo Lake. Complimentary row-boat, kayak, canoe, paddle boat and stand up paddle board for use. These 2 acres, surrounded only by trees, boasts a perfect experience of Northern Wisconsin vibes. Very quick access to the Heart of Vilas bike path.

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.

Retreat C on Little Spider Lake (Towering Pines)

Our property offers a Peaceful Getaway in a Resort Setting on a Quiet Lake. "Great Location", "Amazing Views", "Clean", "Cozy", "Perfect", "Peaceful", "Comfortable", and "Relaxing" are what we repeatedly hear from our guests after their stay. The Heart of Vilas County Bike Trails and numerous Hiking trails are just minutes away. The #5 Snowmobile/ATV trail runs across the front of the property along Hwy 51 and we are surrounded by many area lakes and the Northern Highland State Forest.

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!