Holiday houses in Gleason

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Top-rated holiday rentals in Gleason

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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, 226 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, 29 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.

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

Lakefront Stay Near Harrison Hills Trails

Fishing/Swimming/ UTV/Snowmobile/Hiking/Boating. Harrison Hills Trailheads 2 miles down the road. This beautiful home offers a perfect blend of relaxation & outdoor adventure. 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.

Guest favourite
The cottage exterior is framed by lush greenery, displaying a covered porch with wooden steps leading to the entrance. A landscaped area with stones and flowering plants is visible, complementing the warm exterior of the house under a partly cloudy sky.
Cottage in Birnamwood
4.89 out of 5 average rating, 227 reviews

Shalom Retreat

Enjoy a stay in the cottage in the big woods! The lane leading to it winds a half mile back from the road. This place will be a highlight because of everything from the spacious yard surrounded with woods, kitchen fully stocked with dishes, open, cozy living room and cute bedrooms. It is a family friendly place including a Foosball table, board games and toys. Also has a picnic table and backyard fire pit (firewood included) or you can choose to grill your favorites on the covered back porch.

Guest favourite
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
4.89 out of 5 average rating, 9 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 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 lakeside deck features a table surrounded by four chairs, offering a tranquil view of the still water and tree-lined shoreline. The clear blue sky enhances the peaceful atmosphere, ideal for enjoying nature's beauty.
Home in Rhinelander
5 out of 5 average rating, 50 reviews

3000+ sq ft Rhinelander Lakehouse!

Experience the beauty of the Northwoods while enjoying the comforts of home at this updated Lakehouse 6 miles south of Rhinelander on crystal clear, full rec Hildebrand Lake. Enjoy your morning coffee or tea overlooking the lake from several different vantage points. The property is south facing so you can enjoy sun all day, but also has mature trees to stay cool, enjoying the breeze off the lake. 100' of lakefront includes 2 docks, so there is plenty of room for swimming and fishing.

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, 112 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
The living room features a brick fireplace as a focal point, surrounded by two comfortable armchairs and a spacious dark wood coffee table. Natural light enters through multiple windows, and a soft area rug is placed on the floor, adding warmth to the space.
Home in Deerbrook
5 out of 5 average rating, 27 reviews

ATV/UTV/Snow/Ice Age Trails - Lakes - Golf - WiFi

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.

Guest favourite
Home in Summit Lake
4.97 out of 5 average rating, 31 reviews

Adventure + Relaxation For Spring!

Escape to a true Northwoods winter retreat! Set on a private .82-acre lot across from Summit Lake Beach, this home is perfect for snowmobilers and outdoor lovers. Enjoy quick access to Langlade County snowmobile trails, the Ice Age National Scenic Trail, and cross-country skiing near Elcho. Ice fish, ride all day, then unwind in peace. FREE on-site parking for trucks and snowmobile trailers makes coming and going easy. Cozy, quiet, and built for winter adventure.

Guest favourite
A hot tub with soft blue and green lighting is seen under warm string lights. The surrounding area features trees and a view of the lake, creating a serene atmosphere. A table is visible nearby, enhancing the outdoor setting.
Cabin in Gresham
4.94 out of 5 average rating, 234 reviews

Adorable Lakefront Cabin with HOT TUB!

Experience Wisconsin summer at Pine & Pier Retreat! Fish from the dock, paddle the peaceful lake, or swim to the floating dock. Unwind in the hot tub and gather around the fire pit for s’mores. This private cabin blends rustic charm with modern comforts—new kitchen, indoor fireplace, and Wi-Fi. Enjoy kayaks, a paddleboard, and pet-friendly stays. With a sandy shoreline and stunning lake views, it’s the perfect getaway to relax and recharge!

Popular amenities for Gleason holiday rentals

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  4. Lincoln County
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