Holiday houses in Gleason

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Top-rated holiday rentals in Gleason

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Top Guest favourite
Cabin in Phelps
4.98 out of 5 average rating, 117 reviews

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.

Top Guest favourite
Home in Gleason
5 out of 5 average rating, 41 reviews

Lakefront Stay Near Harrison Hills Trails

This beautiful home offers a perfect blend of relaxation & outdoor adventure. 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.

Top Guest favourite
An aerial view captures the log cabin nestled among lush trees. The exterior features warm wood tones and a spacious deck with seating. A well-maintained gravel driveway leads to the entrance, with landscaped areas surrounding the home, enhancing the tranquil Northwoods setting.
Cabin in Harshaw
4.98 out of 5 average rating, 227 reviews

Cozy Cabin Secluded in the Woods-Abundant Nature!

Cozy home features warm lighting & paint colors and creative Northwoods decorating with a modern touch. Amenities include high speed internet, stainless appliances, coffee maker, front load washer and dryer, streaming services/Apple TV, 3 flat screen TV's, 2 fireplaces , central AC and a high efficiency furnace. The home is situated on 4 wooded acres (not lakefront) off a well maintained gravel road. Very private. No neighbors in sight. Wildlife is abundant. Dogs are OK w/approval & fee.

Top Guest favourite
A calm lake view is captured from the dock, featuring clear blue water reflecting the bright sky. Lush trees line the opposite shore, creating a serene backdrop for outdoor activities.
Home in Merrill
4.99 out of 5 average rating, 212 reviews

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!

Top Guest favourite
A charming log cabin is set amidst lush greenery, with a spacious lawn featuring large boulders and a fire pit surrounded by multiple wooden chairs. The cabin displays large windows and a welcoming entrance that blends with the natural landscape.
Cabin in Gleason
5 out of 5 average rating, 31 reviews

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.

Superhost
Cabin in Gleason
4.75 out of 5 average rating, 4 reviews

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.

Top Guest favourite
A rustic fire pit sits in the foreground, surrounded by a grassy area. In the background, a modern green cottage with large windows is visible, framed by trees, creating a serene outdoor setting.
Cottage in Elcho
4.96 out of 5 average rating, 113 reviews

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.

Top Guest favourite
A fire pit is surrounded by wooden chairs, creating a cozy gathering space outdoors. The cabin is visible in the background, softly illuminated from within, with a deck that features a patio umbrella. Trees provide a natural backdrop, adding to the serene atmosphere.
Cabin in Mountain
4.92 out of 5 average rating, 175 reviews

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!

Guest favourite
A modern cabin is set among tall trees, featuring a spacious wooden deck with stairs leading up to it. Large windows offer views into the interior, while warm lighting creates a welcoming atmosphere as dusk approaches.
Cabin in Park Falls
4.9 out of 5 average rating, 103 reviews

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.

Guest favourite
A serene view of the Jersey Flowage showcases calm waters reflecting autumn foliage. Trees in vibrant shades of orange and yellow line the shore, creating a peaceful natural setting. A dock with boats is visible along the water's edge, enhancing the tranquil atmosphere.
Home in Tomahawk
4.84 out of 5 average rating, 116 reviews

Cabin in the Northwoods (Jersey Flowage, WI)

If you are looking for a little getaway, check out this beautiful cabin. Located on the Jersey Flowage (Tomahawk River) Just mins from Downtown Tomahawk, Lake Nokomis, and Lake Mohawksin, across the street from Halfmoon Lake. All utilities are included in your rental price, even Wi-Fi. Completely furnished w/ 2 bedrooms, 1 bath, TV, charcoal or gas grill, spacious kitchen and living room, dock, v-haul boat lift, kayaks, paddle boat, fire pit. ATV and snowmobile trails nearby.

Top Guest favourite
Cabin in Tomahawk
5 out of 5 average rating, 24 reviews

Lake Alice Lodging - Bear Lodge

Kick back and relax in this beautiful lake front cabin. The Bear Lodge is a newly remodeled cabin, located on Lake Alice in Tomahawk, Wisconsin. Enjoy the spectacular views and excellent fishing, including a heated fish cleaning house! Like snowmobiling? We have a snowmobile trail running directly out in front of the resort. There's no shortage of activities to enjoy year-round! There's even free use of kayaks and non-motorized boats on premises in the summer months!

Top Guest favourite
The image captures a vibrant sunset over the lake, with a palette of deep oranges, purples, and pinks reflecting off the tranquil water. The silhouette of trees along the horizon enhances the serene ambiance of the natural landscape.
Cottage in Elcho
5 out of 5 average rating, 102 reviews

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!

Popular amenities for Gleason holiday rentals

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  4. Lincoln County
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