Vacation rentals in Gleason

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.

Big Bear’s Den - On Lake Alexander

This spacious home is located on beautiful Lake Alexander just west of Merrill, Wisconsin. Enjoy the tranquil view year-round as you plan the many activities that this location offers. You bring the boat, and we'll supply the dock. Throw in your ski's or wakeboard, and don't forget your fishing poles! Three pound small mouth bass are not uncommon and the monster's of fresh water fish, the musky, are plentiful. Add in walleyes, crappies, northern pike and this location is a fisherman's dream!

Entire Lake Cabin w/Hot Tub, close to UTV trails

Welcome to The Little Place on Pine, a charming log cabin with 5 cozy bedrooms, 2 bathrooms, and inviting gathering spaces perfect for family. Unwind by the campfire, gaze at the stars from the hot tub, or enjoy fishing off the pier. Equipped with essentials, washing/drying machines, AC, heating, Wi-Fi, spacious kitchen, and finished lower level with board games, it's the ideal retreat. Close to ATV/UTV/snowmobile trails, Ice Age Trail, 15 min to Rhinelander, it promises an unforgettable stay.

Cozy 3BR Northwoods Lakeside Cabin | Deck-Firepit

Welcome to your classic Northwoods escape—nestled in the heart of Wisconsin’s scenic Harrison Hills, where endless ATV and snowmobile trails await just outside your door. This cozy 3-bedroom, 1-bath cabin offers a warm, woodsy atmosphere with a spacious deck overlooking Pickerel Lake and a lakeside firepit perfect for starry nights. Whether you're hitting the trails, paddling the nearby lake, or simply unwinding by the fire, this is your basecamp for adventure and relaxation in every season.

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.

Unique Peaceful Spacious Upper Barn near WI River

Relax & unwind in this peaceful, one-of-a-kind upper barn (not handicap accessible) stay in the Northwoods of Wisconsin. Blending rustic charm with modern comfort, this kid-friendly retreat features an outdoor play area & a whimsical playhouse. The memorable architecture includes a stunning spiral stairway, crafted from trees harvested on our 4.5-acre property, leading up through a reclaimed silo. Every detail at Friedenswald tells a story. (The spiral stairway is not handicap accessible.)

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!

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!

MARO Hills

Direct access to ATV and snowmobile trails. Located a short distance from Rhinelander, Tomahawk and Merrill in the beautiful Harrison Hills. Home is fully furnished with all of the conveniences of your own home. Full kitchen, living room and dining area. 2 downstairs bedrooms and a third bedroom with its own bathroom located in the open loft area. Swim beach, fishing, hunting, hiking and unlimited recreational activities closeby. Garage available upon request.

Welcome to Bearadise

Welcome to Bearadise- a rustic humble cabin located on Pickerel Lake. Perfect for couples, friends, and families to unplug and unwind. Located down the road from Lincoln County ATV trails, paved blacktop roads up to the gravel driveway, boat landing on the lake to launch your boats, and near the Ice Age Trail perfect for hiking. Located on a no wake lake for peace and quiet. Fully stocked kitchen perfect for staying in and plenty of space to spread out.

Lakefront Near Harrison Hills Trails/Fire Pit/Boat

Book your stay today to the lake! Fishing/Swimming/ UTV/Snowmobile/Hiking/Boating. Harrison Hills Trailheads 2 miles down the road. The property features 150ft of prime waterfront for your very own private swimming area.. 7 Miles of shoreline with the combined Long & Bass Lakes. Spacious rooms for plenty of family & friends to gather. As the sun sets gather around the fire pit, where cherished memories are made & the beauty of nature is celebrated.

Gleason Lakefront House: Fire Pit, Fishing & Views

Escape to a serene lakeside retreat in Gleason, Wisconsin! This charming house offers direct lake access, perfect for swimming and fishing in crystal-clear waters. Explore nearby ATV trails and the scenic Ice Age Trail for hiking adventures. With a private entrance, two bedrooms, and a fully equipped kitchen, it's an ideal getaway for families and friends. Enjoy the tranquility and create lasting memories in this Northwoods paradise.