Holiday rentals in Woodruff

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Top-rated holiday rentals in Woodruff

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Top guest favourite

An aerial view of Wanderloft reveals its modern architectural design set against a lush green landscape. The cabin features large windows, a rooftop deck with seating, and a path leading down to the natural surroundings by Manuel Lake.

Cabin in Phelps

4.98 out of 5 average rating, 113 reviews

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.

Top guest favourite

The exterior of the suite features a welcoming entrance adorned with flower planters overflowing with colorful blooms. A pathway leads to the door, surrounded by lush greenery and garden plants, providing a peaceful and inviting approach to the accommodation.

Guest suite in Rhinelander

4.98 out of 5 average rating, 214 reviews

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.

Top guest favourite

An aerial view captures the log cabin nestled among lush trees. The exterior features warm wood tones and a spacious deck with seating. A well-maintained gravel driveway leads to the entrance, with landscaped areas surrounding the home, enhancing the tranquil Northwoods setting.

Cabin in Harshaw

4.98 out of 5 average rating, 226 reviews

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.

Guest favourite

An elevated deck features four outdoor chairs arranged to overlook a serene natural setting. Sunlight filters through the trees, casting gentle shadows on the wooden surface. The sliding glass door provides access to the interior space, inviting the outdoors in.

Flat in Arbor Vitae

4.92 out of 5 average rating, 280 reviews

Retreat C 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.

Top guest favourite

A modern cabin is set among tall trees, featuring a spacious wooden deck with stairs leading up to it. Large windows offer views into the interior, while warm lighting creates a welcoming atmosphere as dusk approaches.

Cabin in Park Falls

4.9 out of 5 average rating, 101 reviews

National Forest Lakeside Retreat

Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

Top guest favourite

A cozy living area features warm wooden paneling and flooring. A light-colored sectional sofa with accent cushions is positioned near a wooden coffee table. A dining area with visible chairs and a table is accessible through an adjoining doorway, enhancing the inviting space.

Cabin in Minocqua

4.91 out of 5 average rating, 43 reviews

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.

Top guest favourite

A cozy yurt is nestled among tall trees, with sunlight filtering through the leaves. Vibrant flowers line the path leading to the entrance, creating a serene and inviting outdoor space. The blue sky above contrasts with the greenery, enhancing the tranquil forest setting.

Yurt in Boulder Junction

5 out of 5 average rating, 56 reviews

'Driftwood' 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. Inquire about deals, and booking another Yurt for larger groups!

Guest favourite

A charming cottage exterior showcases a bright front door and multiple large windows. A wooden deck features outdoor seating under a teal umbrella, surrounded by lush greenery and landscaping. Steps lead up to the entrance, enhancing accessibility.

Cottage in Minocqua

4.92 out of 5 average rating, 161 reviews

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!

Guest favourite

A serene view is captured from the deck, showcasing a tranquil lake surrounded by lush greenery. Sunlight filters through fluffy clouds, reflecting off the water's surface. A vibrant play structure is visible on the lawn, adding a touch of color to the natural setting.

Flat in Woodruff

5 out of 5 average rating, 20 reviews

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.

Guest favourite

A wooden dock extends into calm waters, surrounded by lush greenery and trees. The surface of the water reflects a bright blue sky dotted with white clouds, providing a serene backdrop to the natural landscape and inviting relaxation.

Cabin in Woodruff

4.95 out of 5 average rating, 55 reviews

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!

Top guest favourite

A comfortable living area features a rustic-style couch with a patterned throw, inviting relaxation. A wooden coffee table is positioned centrally, while a large flat-screen TV is mounted on the wall. Natural light enters through the sliding glass doors leading to a private deck with forest views.

Flat in Woodruff

5 out of 5 average rating, 10 reviews

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.

Guest favourite

The cabin's exterior features a sturdy stone facade adorned with bright red shutters. A covered porch with comfortable seating is framed by lush greenery and colorful flowers, creating a warm and inviting entrance.

Tiny home in Arbor Vitae

4.93 out of 5 average rating, 323 reviews

Your three-season 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. (Owners live on premise)