Vacation rentals in Crandon

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.

Quiet Family Suite on River near Lakes and Trails

This family-size, fully-enclosed suite with a separate entrance from the host's attached house offers all the comforts of home within 15 min. of Minocqua, Rhinelander, and premier outdoor experiences- hiking, biking, fishing, boating. Inside find bright spaces, full log beams, and a hobbiton feel; open concept living area with fully stocked kitchen, table, bunk beds, large couch, TV and Wi-Fi; bedroom with queen bed and stowed air mattress; full bath; play room. The entire suite space is yours.

Sasquatch Hideaway A-Frame |Sauna| Lake-ATV Access

Tucked away in the woods, and steps away from the national forest, this tiny home offers the tranquility you need to completely decompress. The Sasquatch hideaway offers you direct access to the ATV trail, a 600ft walk to the crystal clear waters of Paya lake. New for 2025 is a Wood fired barrel sauna for to decompress. The main offers a queen sized bed and the guest room offers a Full/Twin Loft bed, as well as a twin Murphy bed. There is also a massive sectional couch as a sleeping option.

Northwoods Retreat

Memories are made here! Openings available year-round for this lakefront 3 bedroom, 1 bathroom vacation rental with wrap around deck on Silver Lake in Laona, WI (Forest County). Rental features modern kitchen and bathroom and all appliances are included (stove, refrigerator, microwave, toaster, coffee maker) along with everything for your cooking needs. Smart TVs included with your streaming logins. Downstairs game room includes pool table and foosball table. Access also to fire pit.

The Loft Above the Barn, Tamarack Moon,

Our place is a back-to-nature farm setting. . You’ll love our place because of the rustic location, the farm ambiance, and the beautiful outdoors. The Loft is comfortable and has one queen bed, one standard double bed and a couch. There is a bathroom with sink, toilet, and shower. Dogs are welcome with prior approval/notification and there is a $15 dollar cleaning fee. Dogs must be leashed at all times for their safety (See further information under Neighborhood description)

Private Cabin Getaway ATV Access | 5 Acres | WIFI

Experience true privacy on 5 acres of privately owned land with a shoreline on Horseshoe Lake. This home offers 360° views with huge windows designed to frame the forest and lake. Fish from your shore, gather at the private fire pit, and ride ATVs/snowmobiles straight from the driveway to 100+ miles of trails. Featuring a full kitchen and fast Starlink WiFi for remote work. The nearest neighbor is 200+ ft away tucked behind the trees, you won’t even notice them there.

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!

Freshly renovated cabin on peaceful Finger Lake

Brand new listing! Freshly renovated guest house on peaceful Finger Lake. Cabin-feel makes your experience cozy and serene. Perfect for families, hunters and snowmobilers located only 5 miles from the Eagle River Chain and downtown. Don’t forget your fishing poles and your cameras to take full advantage of the unbelievable array of wildlife right out your door. Updated amenities, unlimited sunsets, and a sandy beach will make your stay one you won’t forget!

Cozy Lakefront Cabin

Welcome to our newly remodeled cozy lake front cabin. This cabin may be small in square footage but it makes up for that with picturesque views and lake front charm. This cabin is located in a calm bay on Pickerel Lake. We have a large parking lot that is able to accommodate multiple vehicles and trailers. We are steps away from Pickerel Point Resort. We are located 15 minutes from Mole Lake Casino and 25 minutes to Crandon.

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!

The Peshtigo Pines Treehouse

Welcome to Peshtigo Pines Treehouse, a tranquil, elevated retreat nestled in the pine woods of Northern Wisconsin — where comfort meets wilderness and modern touches blend with nature’s raw beauty. Our handcrafted treehouse features warm wood interiors, large windows that bring the outside in, and cozy furnishings that invite you to slow down and reconnect to the earth and yourself.

Piacenza's on Wabikon UNO - Lakeside Cabin

Wake up to sunrise views over Wabikon Lake from this cozy, modern studio cabin — a peaceful, lakeside retreat surrounded by protected shoreline and forest. Family owned since 1947—a rare retreat for both quiet reflection and lakeside adventure. We list another cabin (Piacenza's on Wabikon DUÉ) that sleeps 4.