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 Town of Phelps
4.99 out of 5 average rating, 150 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, 222 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 favorite
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
4.98 out of 5 average rating, 40 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.

Guest favorite
A serene fire pit area is surrounded by ten white Adirondack chairs arranged in a circular pattern. The grassy space leads to a calm lake, framed by trees and lush greenery, providing a perfect setting for gatherings or relaxation by the water.
Cottage in Gleason
4.87 out of 5 average rating, 15 reviews

Northwood's Retreat on Pine Lake! W/Hot Tub!

Welcome to our serene lake house retreat on Pine Lake with a hot tub! This spacious getaway features 3 cozy bedrooms, 2.5 baths, WiFi, and nearly two acres of peaceful lakefront property. Relax in the hot tub overlooking the water or enjoy the enclosed porch with stunning lake views. Located near thousands of acres of public woods, for all outdoor needs, it's the perfect spot for outdoor enthusiasts. Just a short drive to Tomahawk and Rhinelander. The ideal blend of adventure and relaxation!

Top guest favorite
A two-story cabin-style home is surrounded by lush greenery, featuring a tan exterior with a welcoming entrance. A spacious driveway leads to a three-car garage, while a sign indicating the property name is visible near the edge of the driveway.
Home in Tomahawk
4.98 out of 5 average rating, 109 reviews

All-seasons lake retreat. Northwoods in comfort.

Muskellunge Lake. Great location to enjoy all the Northwoods has to offer. Only minutes to Tomahawk (<5), Rhinelander (15) and Minocqua (20). 150' frontage w/ private pier. If you love the idea of a cabin but don't want to rough it, this is the place for you! 3 large comfortable bedrooms, spa-like master bath, two gas fireplaces, and central air. Step onto the large screened-in porch overlooking the lake to listen to the loons, but without bugs. House is on Snowmobile/ATV route.

Top guest favorite
Home in Tomahawk
4.87 out of 5 average rating, 117 reviews

Northwoods Secluded Lakefront Retreat

Northwoods Secluded Lakefront Retreat in a private bay surrounded by tall pines. Expansive 5,000 sqft home with large common areas, walkout first floor with large game room. Deck, screened in patio & fire pit with views of lake & sky. Walk down to over 1000ft of private lakefront. Explore the hidden waterways of the bay, private island, fishing, swimming & boating. Close to skiing, off snowmobile & ATV trails. Close to downtown, restaurants & bars. A great home to enjoy the Northwoods!

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, 108 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.

Guest favorite
Cabin in Irma
4.94 out of 5 average rating, 17 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 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, 105 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.

Top guest favorite
Home in Deerbrook
4.97 out of 5 average rating, 38 reviews

On Snow, ATV/UTV, & Ice Age Trail - Summit Lake WI

Surrounded by lakes, recreation trails, golf courses, public hunting land, and great bars/restaurants. Leave right from the driveway on your snowmobile, ATV, or UTV. Golfers will enjoy the nearby courses including Bass Lake Golf Course which is less than 2 miles away. Public boat launches for Summit Lake and Greater Bass Lake are also less than 2 miles away. Additional popular lakes are just a short drive away as well. Hundreds of acres of public hunting land is also nearby.

Top guest favorite
A spacious living room is characterized by vaulted ceilings and large windows that provide ample natural light. A stone fireplace serves as a focal point, complemented by comfortable seating arranged around a decorative area rug. Wood paneling enhances the cozy atmosphere.
Home in Tomahawk
4.96 out of 5 average rating, 118 reviews

Spacious Lakefront Lodge, Kayaks/Canoes Included!

Escape to your own piece of the serene Tomahawk Northwoods at the Eagle Waters Lodge! Nestled on the tranquil Spirit River Flowage, this stretch of water has almost nine miles of premier fishing, boating, and kayaking (kayaks and canoes included with your stay). Endless family memories are waiting right out the back door! If relaxing is in your itinerary, unwind in the 3400 sqft. lodge in our theater room or our screened-in porch. Enjoy the best of Tomahawk in comfort!

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
4.87 out of 5 average rating, 120 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!

Popular amenities for Gleason vacation rentals