Holiday rentals in Pearson

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 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.

Cozy lake front cottage, escape with amenities

Relax and play at this adorable cottage, on the water or on the trails. The Lake Effect on Lower Post Lake gives all the feels. It takes place before you arrive, the nature, the trees, the “up north” vibe. This beautiful lake home greets you with wonderful pine throughout. You can see the lake from the first steps in the door. It's modern and bright. The property sits higher up from the lake giving you an eye-level view of the peaceful surroundings. Plenty to do or not do, it's your call.

Sasquatch Shores: Cozy Lakeside Cabin on Star Lake

Resting on Star Lake and tucked into the north woods, this tiny home offers the tranquility you need to completely decompress. The Sasquatch Shores cabin is right on Star Lake, a quiet no wake lake that gives you the peace and quiet you want. Watch the sunset off of the dock or cast a line into the water! The cabin is also situated right on the ATV trail. The main offers a King sized bed and the guest room offers a Queen/Twin Loft bed. There is also sectional couch as a sleeping option!

Scenic, Serene Lakefront Cabin — Wood Stove

Nestled on the tranquil Grass Lake, your cozy cabin retreat awaits! Whether enjoying yard games, the crackling bonfire, or the snug embrace of the wood stove, this space is thoughtfully crafted for your next family getaway or peaceful solo escape. Bask in the breathtaking lakefront views from the dock, deck, or four-seasons room. Immerse yourself in a space designed to foster connections and spark creativity. We welcome you to join us and create your own beautiful memories at the cabin.

The Loft Above the Barn, Tamarack Moon,

Our place is a back-to-nature farm setting. . You’ll love our place because of the rustic location, the farm ambiance, and the beautiful outdoors. The Loft is comfortable and has one queen bed, one standard double bed and a couch. There is a bathroom with sink, toilet, and shower. Dogs are welcome with prior approval/notification and there is a $15 dollar cleaning fee. Dogs must be leashed at all times for their safety (See further information under Neighborhood description)

Stay in a piece of History! 1941 WWII Douglas DC-3

1941 WWII Douglas DC-3 Airliner. Flown by the United States Marines for military transport services between Guam, Midway, and Pearl Harbor. Retrofit for overnight comfort with A/C, heat, bathroom, shower, kitchen with outside deck and grilling area, and campfire pit set amongst the trees alongside a private lake with dock. Sleeps four comfortably. Sit in the fully restored, lit cockpit, and feel what it was like to fly one of the most iconic aircraft ever built!

Pelican Pines River Retreat•Log Cabin in the Woods

A beautiful log chalet, surrounded by pine trees on the pelican river. Our cabin sits at the end of a private drive where the only sounds are those of the pelican river rushing by! Incredibly peaceful and cozy! Enjoy a cocktail on our private river side dock, roast marshmallows in the fire pit, or play games and catch a movie inside! Kayak down the river, lounge on the deck, or play bag toss in the backyard! Many ATV/UTV/Biking/hiking trails within a few miles

Comfortable 1 room house with private lake access.

Newer one room cabin on quiet, sparsely populated, 23 acre lake is your base for a long list of adventurous possibilities in the great north woods! Stay here & relax or enjoy the Nicolet Nat'l Forest, Spread Eagle Chain of Lakes or ski nearby! Plenty of hunting, fishing, hiking, mountain biking, opportunities in surrounding area. ATV and snowmobile trails right out the door. More than 4 in your party? Please message host, as exceptions are possible.

Fish • Hike • Relax | Northwoods Getaway!

Escape to your private Northwoods retreat across from Summit Lake! Where mornings start on the water and nights end by the fire under the stars. Set on a peaceful, tree-lined lot, this cozy getaway blends comfort, privacy, and adventure. Fish, boat, hike nearby trails, or simply unwind in nature. With easy lake access and plenty of FREE space for trucks and trailers, it’s the perfect basecamp for a relaxing escape or outdoor getaway!

Lakefront Cottage on Upper Post Lake

NO PETS! Enjoy beautiful sunsets from this year-round lakefront cottage on Upper Post Lake in the Wisconsin north woods. Fish, swim, and water ski from the private dock. Relax by the fire and watch the eagles and listen to the loons. Located on the ATV and snowmobile trails. Walking distance to the local bar and grill. Updated two-bedroom house with full kitchen. Lovely getaway for a weekend or longer! No pets allowed!

Grass Creek Getaway: Private, romantic, cozy cabin

Words that past guests have used to describe their stay at Grass Creek Getaway and why I think they chose these words. PRIVATE: located a 1/4 mile off a country road. AMAZING CRAFTSMANSHIP: interior is tediously handcrafted from top to bottom. TRANQUIL: located in wooded area your amongst nature. If you want to get away from the hustle and bustle of everyday life this is the place for you.

The Peshtigo Pines Treehouse

Welcome to Peshtigo Pines Treehouse, a tranquil, elevated retreat nestled in the pine woods of Northern Wisconsin — where comfort meets wilderness and modern touches blend with nature’s raw beauty. Our handcrafted treehouse features warm wood interiors, large windows that bring the outside in, and cozy furnishings that invite you to slow down and reconnect to the earth and yourself.