Vacation rentals in Woodruff

Country Serenity Within Miles of Many Activities

This is a two-bedroom, two-bath home in a serene setting with close access to many local amenities. One bedroom has a king, one a queen, and there's a queen and twin sleeper sofa in the living room. Fully remodeled kitchen. Large deck facing the woods with a grill and fire pit. Located on the Bearskin Trail for walking, biking, and snowmobiling! Close to many lakes and attractions. Easy access from the highway, but on a quiet dead end road. Free WIFI/Smart TV. Ready to make memories!

Cozy Cottage on the Island, Walkable to everything

Our cottage in the heart of the "Island City" of Minocqua offers a fun lake house interior with views of Lake Minocqua. Backyard with cozy firepit and outdoor dining area. Super-convenient location easily walkable to everything the downtown island has to offer including many restaurants, shops, beach, and the famous Bearskin Trail. Private pier slip for your boat included! Cruise the Minocqua Chain of Lakes, enjoy miles of area trails or simply relax on the deck and watch the boats go by.

Adorable Old Timey Lakeside Log Cabin

Welcome to "LITTLE HOUSE on the BIG ARB". Inspired by Laura Ingalls Wilder's book 'Little House in the Big Woods' & the old sawmill that stood here way back when, Little House is located on the main snomobile trail on Big Arbor Vitae Lake, & is about as cozy and charming as it gets. Utilizing 19th to 21st century materials & antiques, plus modern treasures, our tiny cabin concept is perfect for 2 adults or a small 3 person family who want to fish, snowmobile or just enjoy the northwoods.

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.

Northwoods Sugar Shack

Come explore Minocqua from our peaceful waterfront cabin! Relax at this vacation rental in beautiful Northern Wisconsin. Hosting 2-bedrooms, 1-bath, and a cozy living space complete with a fireplace and all the comforts of home, this cabin offer’s the perfect spot for your next getaway! Whether it’s summer swimming, boating, biking, fishing or kayaking, beautiful northwoods fall colors, winter snowshoeing, ice fishing or snowmobiling. Come enjoy our peace of heaven on earth!

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 croquet cabin your year round romantic escape

Escape to The Croquet Cabin—a cozy 1-bed, 1-bath retreat nestled in Wisconsin’s Northwoods. Perfect for couples, this charming cabin features heated floors, a fireplace, full kitchen, Wi-Fi, and outdoor space for grilling or enjoying lake life. Just minutes from Trail 51 and local lakes, it’s ideal for year-round adventures or romantic getaways. Relax, recharge, and enjoy rustic charm with modern comforts.

The base camp for your Northwoods adventure!

Enjoy the Northwoods from this centrally located vantage point. On the Pioneer Creek, you are just moments away from hunting, fishing, kayaking, cross-country skiing, snowmobiling, snowshoeing, canoeing, ATV/UTV trails, bike trails, or just plain relaxing. This carriage-house apartment can sleep up to five in a bedroom, full size hide-a-bed in living room, and loft area. Canoe is available for use.