Holiday rentals in Gleason

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Top-rated holiday rentals in Gleason

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Top guest favourite
An aerial view of Wanderloft reveals its modern architectural design set against a lush green landscape. The cabin features large windows, a rooftop deck with seating, and a path leading down to the natural surroundings by Manuel Lake.
Cabin in Phelps
4.98 out of 5 average rating, 109 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
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!

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, 228 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.

Top guest favourite
The cabin sits adjacent to the water's edge, surrounded by trees. A calm shoreline is lined with smooth stones, and a wooden dock extends into the lake. A hammock is visible, providing a serene space for relaxation. The structure features a combination of wood and stone elements.
Cabin in Townsend
4.97 out of 5 average rating, 150 reviews

Creek Cide Cabin on Archibald lake

3 1/2 acre cabin/home property on Archibald lake a 450 acre pristine Northern Wisconsin lake tucked into the 600,000 acre Nicolet National Forest. The lake provides all recreation water activities such as swimming, skiing, fishing and kayaking. ATV and snowmobile trails pass through the property with plenty of parking for cars, pickup trucks and trailers. Wireless internet and satellite TV included. Special note: hot tub is available from May 1st to November 1st unless by special request.

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.

Guest favourite
The image displays a serene private pond surrounded by lush greenery. Several docks are visible near the water, with a rowboat anchored and grass gently sloping toward the pond's edge, offering a peaceful natural setting.
Flat in Birnamwood
4.88 out of 5 average rating, 439 reviews

Secluded apartment at Summerwynd farmette

My place is quiet, serene and private, and secluded. Hear the rooster crow or collect your own eggs for your breakfast. Head down to the private pond to try your luck at fishing (no license required) or paddle boarding. If you need to warm up, use the sauna or the outdoor hot tub year round. It is an easy drive to the interstate. My place is good for couples, solo adventurers, and furry friends (pets). ski Granite Peak. Hike the Ice Age Trail. Close to Q&Z Expo and Pike Lake Wedding Barn

Guest favourite
Home in Summit Lake
4.94 out of 5 average rating, 33 reviews

Full House + Adventure + Relaxation!

True Northwoods Winter Retreat! Large lot with FREE on-site parking for trucks and snowmobile trailers makes coming and going a breeze. Located Across from Summit Lake Beach, this cozy home is a haven for snowmobilers and outdoor enthusiasts. Enjoy quick access to Langlade County snowmobile trails, the Ice Age National Scenic Trail, and cross-country skiing near Elcho. Spend your day ice fishing, riding, or exploring, then unwind in peace. Cozy, quiet, and designed for your next adventure!

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, 168 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 cozy cottage is set amidst lush greenery, featuring a large wooden deck with a ramp for accessibility. Large windows allow natural light to fill the interior. Surrounding trees provide shade and enhance the tranquil atmosphere.
Cabin in Mountain
4.95 out of 5 average rating, 103 reviews

Cozy 2 bedroom cottage on lake!

Enjoy some time away in the north woods! Cozy cottage on Chute Pond to enjoy some swimming and water fun! ATV/snowmobile trails right out driveway. Pontoon available for rent with cabin. (Separate Contract) Cornhole boards, fishing rods, paddle boat, 2- kayaks, 2 adult size bikes. Fire pit is available, NO wood provided. Take a walk down to Slippery Rock! Then walk through the park a little further for some rock jumping! Our family enjoys Chute Pond and everything it has to offer.

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
A bright living area is viewed through an opening, featuring a ceiling fan and a large window. A comfortable seating arrangement includes a gray sofa, and a coffee table is centered on a plush rug. Green plants add natural elements to the space.
Flat in Wausau
4.98 out of 5 average rating, 272 reviews

Daniel’s Place

Cozy up in this private, one-bedroom, centrally located, upper apartment. (Must walk up a handful of outdoor stairs) Unique, peaceful, and affordable - Daniel’s Place is 3 blocks from the Riverlife walking path, leading directly to downtown, and 3 miles away from Granite Peak Ski Resort. Daniel’s Place is the perfect spot for weekend ski trips, city biking, trying local restaurants, farmers markets, kayaking, and exploring the city of Wausau. Come make yourself at home 🙂

Top guest favourite
Cabin in Tomahawk
5 out of 5 average rating, 23 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!

Popular amenities for Gleason holiday rentals

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