Holiday 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.

Lake Lucerne - Cottage 1" on Snowmobile/UTV trails

Beautiful cottages that are adjacent to the Forest County snowmobile and UTV trail. Cottage has three bedrooms and two bathrooms, with over 1,000 square foot living space. The property is adjacent to the Wolf River. Year round cottage rentals - enjoy making your own meals in the full kitchen. UTV/ATV/Snowmobile rentals within 5 miles of the cottage property. Event Hall/Bar on the property - hosting weddings, graduation parties, etc. Serving pizza and garlic bread. Catering service available.

Spacious Three Story w/ Huge Decks on Clear Lake

Relax or recreate with the best that Northern Wisconsin has to offer! Take in every sunset from 3 different decks with this brand new Gulf Coast inspired lake home on private, full recreation Clear Lake in the Nicolet National Forest! Whether you come to swim, snowmobile, race or relax, this home has you covered. The home is 3 levels and houses over 3500 square feet with 4 large bedrooms (3 w/ access to the decks and lake views) and 4 full bathrooms. 12 beds that sleep a total of 19 occupants.

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.

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.

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!

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!

NEW Pickerel Retreat - Cabin 2

Welcome to Pickerel Retreat, your basecamp for adventure in Pickerel, WI! We're located behind Northwoods Inn, with access to snowmobile and UTV/ATV trails. There are currently two fully furnished tiny cabins on the property. Each cabin includes a fully stocked kitchen, full bathroom, and comfortable linens and towels. There is also a large parking area for trailers, boats, and more. Come enjoy today!

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.