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 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.

Escape on Brandy Lake-Water Toys-Great Fishing

Welcome to your perfect Northwoods getaway! This updated 3-bed 1.5-bath property sits on the shores of beautiful Brandy Lake in Arbor Vitae, WI. With 200+ ft of private shoreline, cozy log home charm, and modern updates, it’s the ideal spot for relaxation and adventure. Brandy Lake is a full recreation lake (110 acres, 44 ft max depth) known for excellent fishing—Musky, Panfish, Largemouth Bass, Northern Pike, and Walleye are all waiting. Located right on US-51 so getting anywhere is super easy.

Mitchell Retreat

Escape to a cozy, renovated 2-bedroom cabin on the serene shores of Mitchell Lake, perfect for a summer retreat. Enjoy sunsets from the spacious backyard, with direct lake access for kayaking, and fishing. Located near the Bearskin State Trail, this cabin is just minutes from Minocqua, Tomahawk, and Rhinelander, offering easy access to hiking, biking, and local attractions. Relax on the patio, take in the peaceful lake views, and enjoy the beauty of the Northwoods. Your perfect getaway awaits!

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.

'Cedarwood' Cozy Luxury Yurt with Sauna & Wi-Fi

Our luxury yurts are fully insulated and equipped with heat, electricity, piping hot water, a full kitchen, bathroom, and a spacious living area. Relax in the 6–8 person sauna just steps away, enjoy the bonfire pit, s’mores, HBO Max, nearby trails, and free delivery for gear rentals. We’re happy to help with reservations, rentals, and personalized recommendations to make your Northwoods stay unforgettable. Furry Friends Allowed! - $40 per pet Inquire about seasonal or group discounts!

Twin Pines Hideaway in Lake Tomahawk

Quaint, quiet get-away in beautiful Lake Tomahawk, WI offering endless hiking, biking, UTV/ATV'ing, and snowmobiling right from your door. Plus, countless lakes of all sizes, with boat landings, are a very short distance away, for fishing, swimming, and water sports. Located on a dead-end road in the village of Lake Tomahawk; far enough away from others to make it a peaceful get-away. Yet, close enough to downtown to walk to get dinner, a cup of morning coffee, or ice cream.

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!

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!

Northwoods Gem

If you're looking for a stress free getaway, look no further! This gem is located in the heart of iconic downtown Woodruff, WI. Situated in the center of the beautiful Northwoods, minutes from downtown Minocqua. The Raven Trail, Clear Lake and Brandy Lake are all within miles of the studio. Hosting some of the best outdoor Northwoods activities including mountain biking, hiking, walking paths, kayaking, canoeing and water sports.

Cozy Minocqua Lakefront Cabin - Close to It All!

Just 5 miles from Minocqua - our cozy lakefront cabin is a peaceful, private getaway with easy access to town! Our sweet lakefront retreat is a 2-bedroom, 1-bathroom, beautifully updated vacation rental with great outdoor space including a private dock, expansive deck with comfortable lounging furniture/table with 4 chairs, 2 oversized hammocks, gas grill and beautiful fire pit area . Direct access to Little Spider Lake!

Dragonfly Trail Retreat

Discover a year-round breathtaking lakefront retreat in the heart of Minocqua, Wisconsin! Our tranquil, pet-friendly property offers serene lake views, direct access to watersports, and proximity to local attractions! Perfect for nature lovers, families, and small groups. Capture unforgettable memories this upcoming season or holiday weekend!