Vacation rentals in Gleason

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Top-rated vacation rentals in Gleason

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Cabin in Phelps
4.99 out of 5 average rating, 140 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 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.

Top guest favorite
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, 217 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!

Guest favorite
Cabin in Tomahawk
4.83 out of 5 average rating, 6 reviews

Lake Alice Lodging -The Musky Lodge

Kick back and relax in this beautiful lake front cabin. The Musky Lodge is a newly remodeled cabin, located on a quiet dead end road 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!

Guest favorite
An aerial view captures a lush landscape of dense greenery surrounding tranquil bodies of water. Several small inlets and curves are visible, showcasing the natural beauty of the area. The expanse of trees offers a serene and secluded feel, perfect for outdoor enthusiasts.
Cabin in Gleason
4.8 out of 5 average rating, 5 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.

Guest favorite
Cottage in Elcho
4.94 out of 5 average rating, 120 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 favorite
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, 193 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!

Top guest favorite
Cabin in Irma
5 out of 5 average rating, 10 reviews

Copper Lake Cabin - Relax, Play and Connect

This 2-3 bedroom, 1-2 bath cottage on Copper Lake offers a game room, hot tub, dock, kayaks, and fire pit. Let the kids fish, swim, and chase fireflies while adults relax by the lake! A separate bunkhouse adds 4 extra beds and, in warmer months, a 2nd bathroom and outdoor shower. Private, yet close to Tomahawk, Merrill, and Underdown Recreational Area for skiing, biking, snowmobiling, horseback riding and UTV/ATV. Formerly managed by Wild Rivers, now managed directly by owners.

Top guest favorite
A serene view of a small lake is framed by lush, green trees. Sunlight filters through the foliage, highlighting the calm water surface and the surrounding natural landscape. The scene captures a peaceful natural setting, inviting contemplation and appreciation of the outdoors.
Home in Gleason
4.97 out of 5 average rating, 104 reviews

MARO Hills

Direct access to ATV and snowmobile trails. Located close to 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 recreational activities closeby. **No Lake or waterfront access. Pond visible in pictures is for viewing only.

Top guest favorite
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
4.91 out of 5 average rating, 110 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.

Top guest favorite
A rustic cabin is framed by lush greenery, showcasing a red exterior with a metal roof. The structure includes a welcoming front door and multiple windows, allowing natural light to brighten the interior. A grassy yard surrounds the cabin, providing a serene, natural setting.
Cabin in Gleason
4.94 out of 5 average rating, 102 reviews

Northwoods Country Cabin

Unplug from it all at our Northwoods country cabin! This rustic, cozy cottage is tucked away on private acreage. Convenient location that's only 15 minutes from Rhinelander or Tomahawk. Access an extensive ATV trail right off the driveway. Or bring your horses and explore the Underdown trail system just 30 minutes away. Enjoy plenty of boating opportunities on many bodies of water in the area. Property has a huge parking area with plenty of room to navigate your trailers.

Guest favorite
The 1941 WWII Douglas DC-3 Airliner is positioned among trees, elevated on stilts. Soft lights illuminate the wings and tail. The surroundings feature a natural landscape with ferns and foliage, enhancing the setting. The sky shows a gradient of dusk colors, creating a serene ambiance.
Plane in Deerbrook
4.86 out of 5 average rating, 109 reviews

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!

Top guest favorite
A charming house with a warm wood exterior sits nestled among tall trees. An American flag is displayed at the front, and a well-maintained garden with colorful flowers enhances the inviting appearance. A gravel driveway leads up to the entrance, providing easy access.
Cabin in Eagle River
4.98 out of 5 average rating, 137 reviews

Cozy Northwoods Getaway

All the comforts of home away from home. Outdoor patio with grill and fire pit, just minutes away from historical downtown Eagle River, Minutes away from Eagle River Chain of Lakes. Property located on snowmobile/ATV trail. Plenty of room for parking vehicles/trailers/boats and whatever else you decide. Beautiful quite setting on 2.5 acres of wooded land. Perfect place to unwind and relax. Great house for family vacation, guys weekend or girls night out.

Popular amenities for Gleason vacation rentals

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