Vacation rentals in Woodruff

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.

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.

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.

Minocqua Retreat Home ...7 miles from downtown!!!

Newer home nestled on a wooded water front lot (limited views of Lake Shishibogama). Tastefully decorated with rustic antiques & nostalgia from the past, located 7 mi. from downtown Minocqua. 5 uniquely decorated bedrooms & 3 bathrooms makes a perfect place for large groups- Hot tub/bar/game room. Great for snowmobilers w/room to accommodate large trucks and trailers. The kitchen is fully stocked w/everything you'll need(2 fridges). 4 kayaks and a 2 person Pontoon paddle boat also avaible.

Retreat B on Little Spider Lake (Towering Pines)

Our property offers a Peaceful Getaway in a Resort Setting on a Quiet Lake. "Great Location", "Amazing Views", "Clean", "Cozy", "Perfect", "Peaceful", "Comfortable", and "Relaxing" are what we repeatedly hear from our guests after their stay. The Heart of Vilas County Bike Trails and numerous Hiking trails are just minutes away. The #5 Snowmobile/ATV trail runs across the front of the property along Hwy 51 and we are surrounded by many area lakes and the Northern Highland State Forest.

Knotty Pine Northwoods Retreat

Are you looking for all the Northwoods has to offer? This 3 bedroom home is within walking distance to restaurants and shopping. Want quick access to the snowmobile trails? You’re in luck. Connect to these amazing snowmobile trails which are mere feet away from this property. Are you looking to fish or boat the many lakes the Northwoods has to offer? Lake access and docking to Lake Minocqua is a few mins away. The Northwoods is also the home to over 2500 freshwater lakes.

Farmhouse Cottage on Lake Minocqua

Our cottage on Lake Minocqua is ideally located to enjoy the walkability and atmosphere of island life! Keep your boat at our pier during your stay and enjoy the chain of lakes, stroll around town, or simply sit on the deck and watch the boats go by. We made great efforts to restore the character of our cottage by salvaging and refinishing much or the original woodwork, while modernizing some features for a comfortable experience! We think you'll love this island gem!

Arrowhead Haven

Discover serenity at our lakefront retreat! This family-friendly apartment offers direct lake access, private sand frontage, and a short pier for your boat. Enjoy two charming play nooks for kids, a tranquil atmosphere for adults, and full access to both flat yards. Dog-friendly and completely private. Relax on the water-view deck, use the Keurig for morning coffee, and park in the garage. Perfect for peaceful getaways, lakeside adventures and winter exploration.

Arrowhead Island View- Includes 4 kayaks

Charming Up North waterfront cabin with stunning island views! Watch loon, deer, and eagles from the comfort of the kitchen and living room. Features 2 cozy bedrooms (queen & full), a new dock for swimming, fishing, or relaxing, and direct access to the water. Also includes 4 kayaks, 2 adult & 2 child-size. Within walking distance to restaurants, attractions, and bike paths. This cabin is the perfect year-round escape for nature lovers and adventure seekers!

The Escape at Brandy Lake (Unit 2) 1 BR/1 BA

Welcome to The Escape at Brandy Lake, a modern lakeside condo! This modern yet cozy condo offers the perfect balance of serenity and adventure — sitting on the Lake, you'll have plenty of time for water adventures. You'll also find yourself just minutes from the heart of downtown Minocqua. The unit has 1 bedroom and 1 bathroom and has a modern kitchen with new appliances. You can enjoy gorgeous views of the lake from both the living room and the back deck.

Bear Lodge

Experience the serene beauty of the Northwoods in spring and summer. Enjoy direct access to ATV trails, hiking through lush forests, and fishing or boating on nearby lakes. Relax in this fully renovated home near Minocqua, Tomahawk, and Rhinelander, featuring 5 Smart TVs, Starlink WiFi, and an expansive deck perfect for outdoor dining. Surrounded by nature, you may spot deer, turkeys, and other wildlife, making it the ideal warm-weather retreat.

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!