Holiday rentals with outdoor seating in Town of Land O' Lakes

Comfy Homebase for your Upper Peninsula Getaway

Centrally located 2 bed, 1.5 bath single family home all to yourself. Terrific floorplan with eat-in kitchen, large living + dining room with fireplace, 2 bedrooms and newly remodeled full bath. Powder Room on lower level. Just a few blocks to charming downtown Ironwood, Iron Belle Trail + close to Miners Park with trails for walking, mountain biking, snowshoeing, x-skiing. Quick access to all that’s amazing about the U.P.! If you love outdoor fun, this is the place to stay, relax + rejuvenate!

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.

Peace Pinely at the Loft-Lands End at the Edge

PRIVATE zenny retreat, upper screened-in deck above NHAL wilderness. A cozy sanctuary. Ponder a pine skyline & stars. Even rainy days, you'll find peace on the covered deck, listening to raindrops on a tin roof. Howling wolves, a floodlight to gaze out into the evening forest. Gas grill, firetable, rustic SAUNA. WIFI, elect FP, kitch, full fridge. LostCanoe Lk, WhiteSand Lk, Escanaba & Lumberjack St Trls in 5min. Paved HeartofVilas Trl in 10min. Semi-secluded yet 8mi to BJ restaurants!

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!