Holiday rentals in Pickerel Lake

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.

New Listing! Near Lakes & Trails, Hot Tub, Pets OK

Surrounded by forest and near some of the area’s beautiful lakes, Dawson’s Den blends rustic charm with the comforts of home. Whether you're exploring trails, relaxing in the hot tub, or unwinding in the cozy screen room, this cabin is the perfect escape. • Private hot tub • Outdoor firepit • Three-seasons screen room with cozy seating + helmet rack • Central A/C • Smart TVs + DVD library + Board games • Electric fireplace • Propane + Charcoal grill • Parking for two trailers • Kayaks included

Witt's End, a relaxing Northwoods Lakeside Retreat

Our property on Little Gillett Lake is a special place. The cottage is new, but exudes the charm and character of classic Northwoods Americana. The clear, beautiful lake allows access to Big Gillett Lake and a tributary of the Oconto River by paddle. The Nicolet National Forest offers trails while nearby larger lakes provide beaches and access for motor boats. Swim, paddle, fish, snowshoe, ATV, snowmobile, hike, eat, chill... come enjoy some worry free relaxation or step away for an adventure!

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.

Owl Ridge Cabin - WI Top Cabin

We invite you to relax, refresh and restore. Let the scenic beauty envelop you and let your senses be immersed in nature. Surrounded by thick woods, the sounds of nature and dappled sunlight, Owl Ridge is a place to rejuvenate your soul and indulge in spa-like amenities. Whether you like the quiet serenity of a cabin or the excitement of a small city, Owl Ridge offers the best of both worlds. With its open-concept and clean contemporary design, Owl Ridge is Wisconsin's top cabin getaway.

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!

Scenic, Serene Lakefront Cabin — Wood Stove

Nestled on the tranquil Grass Lake, your cozy cabin retreat awaits! Whether enjoying yard games, the crackling bonfire, or the snug embrace of the wood stove, this space is thoughtfully crafted for your next family getaway or peaceful solo escape. Bask in the breathtaking lakefront views from the dock, deck, or four-seasons room. Immerse yourself in a space designed to foster connections and spark creativity. We welcome you to join us and create your own beautiful memories at the cabin.

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!

Cozy cottage

Come enjoy some time away at this cozy cottage located on a wooded lot on the southwest side of Crane Lake in Pickerel WI. Crane Lake is a spring fed 355 acre lake and is connected to Pickerel Lake which is an additional 1272 acre lake. Both lakes have good fishing, including panfish, northern pike, bass, and walleye. Enjoy swimming off of two private docks, atving, snowmobiling, Sit by the firepit or sit next to woodstove (firewood included)

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!

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!