Holiday rentals in Land O'Lakes

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on one of Vilas County's highest points, this cabin offers stunning 360-degree views from multiple 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.

Beautiful, newly renovated log lakefront home

Escape to our beautifully updated 3BR, 2BA lakefront log home on LITTLE OXBOW LAKE —perfect for families or friends. 3.6 miles from downtown Presque Isle WI! Enjoy stunning lake views, sunsets, private dock, kayaks, fire pit, fully stocked kitchen, large bedrooms, 2 living rooms, fast Wi-Fi. Relax on the deck, fish, swim, or explore nearby hiking and bike trails and quaint towns with amazing restaurants and shopping. Pontoon rentals available from local marina. Your perfect Northwoods place!!

New Listing! Near Lakes & Trails, Hot Tub, Pets OK

Surrounded by forest and near some of the area’s beautiful lakes, Dawson’s Den blends rustic charm with the comforts of home. Whether you're exploring trails, relaxing in the hot tub, or unwinding in the cozy screen room, this cabin is the perfect escape. • Private hot tub • Outdoor firepit • Three-seasons screen room with cozy seating + helmet rack • Central A/C • Smart TVs + DVD library + Board games • Electric fireplace • Propane + Charcoal grill • Parking for two trailers • Kayaks included

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.

Eagle’s Wings Cabin

Charming full log cabin nestled on 6 wooded acres with full recreation, private lake access. This beautiful property comes with 2 bedroom, one bath with a shower, fully stocked kitchen. Baseboard heat and pellet stove. Outside there is a wrap around deck, a gas grill, a fishing boat, canoe, 2 kayaks, and a fire pit. Supper clubs, grocery store, gas station, bowling alley, pub/restaurant only 3 miles away. Many trails, UTV, snowmobile, hiking near by. Snowmobiling trails are is top notch!

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.

'Driftwood' Cozy Luxury Yurt with Sauna & Wi-Fi

Our luxury yurts are fully insulated and equipped with heat, electricity, piping hot water, a full kitchen, bathroom, and a spacious living area. Relax in the 6–8 person sauna just steps away, enjoy the bonfire pit, s’mores, HBO Max, nearby trails, and free delivery for gear rentals. We’re happy to help with reservations, rentals, and personalized recommendations to make your Northwoods stay unforgettable. Furry Friends Allowed! - $40 per pet Inquire about seasonal or group discounts!

National Forest Lakeside Retreat

Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

3 BR l Lakefront Cabin l

Welcome to your very own slice of paradise at The Lighthouse! We know how important it is to find a space that feels both comfortable and inviting, and that’s exactly what we’ve crafted here just for you. As seasoned travelers ourselves, we’ve poured our hearts into every detail to ensure your stay is nothing short of amazing. So, what are you waiting for? Dive into the tranquility of this magical place and book your stay at The Lighthouse now – we can’t wait to host you!

3 BR | 7 bed | Trailside | Lake Haven escape

Nestled on the shores of a crystal-clear, non-motorized lake, this charming 3-bedroom 2 bath home is your perfect escape to peace and nature. Whether you’re seeking an adventurous weekend or a relaxing getaway, our spacious rental has everything you need for unforgettable moments with family and friends. Private dock great fishing and located on all the trails making this home your go to for adventure. Come make memories with us year-round. Your lakeside haven awaits—

Lively Lofts at Aqualand - Apt #1

A unique getaway experience awaits you. The lively Lofts of Aqualand are located above the Ale House overlooking the outdoor patio. These unique lofts feature an elegant bedroom with a full kitchen, living room, and bathroom with a jacuzzi tub for relaxation. Located in downtown Boulder Junction with a bike path and snowmobile trails outside your window for easy access. Shopping, art, and other restaurants are within walking distance. Good times await you!