Vacation rentals in Town of Hiles

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.

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.

The Lodge at Pine Lake, Sleeps 10

Escape to The Lodge at Pine Lake, a unique retreat in Wisconsin’s serene Northwoods. Perfect for up to 10 guests, it offers five bedrooms & two full baths across two charming buildings. Ideal for large groups, enjoy the firepit, fishing, and stunning sunsets over all sports Pine Lake. With direct access to trails, other nearby lakes, and surrounded by the Nicolet National Forest, explore quaint towns, boating, jet skiing, ATV/UTV, snowmobiling, hiking, and more. Your year-round adventure awaits!

Serendipity North Three Lakes

Located just steps away from sand frontage on Big Fork Lake, this property features three bedrooms, a fully equipped kitchen, a relaxing living room, and enough space for everyone to play. Enjoy breathtaking views of the lake from the private dock, or explore the beautiful surrounding forests and spot wildlife such as deer and bald eagles. With amenities such as a fire pit, barbecue grill, and nearby hiking trails, this home is the perfect escape from the hustle and bustle of everyday life.

The Loft Above the Barn, Tamarack Moon,

Our place is a back-to-nature farm setting. . You’ll love our place because of the rustic location, the farm ambiance, and the beautiful outdoors. The Loft is comfortable and has one queen bed, one standard double bed and a couch. There is a bathroom with sink, toilet, and shower. Dogs are welcome with prior approval/notification and there is a $15 dollar cleaning fee. Dogs must be leashed at all times for their safety (See further information under Neighborhood description)

Tranquil Northwoods Escape

Charming & peaceful 2BR/1BA home a short walk to the lake! Perfect for family & friends, Northwoods outdoor enthusiasts, or remote workers. Sleeps 4 comfortably. Inside: warm & natural tones throughout, a fully equipped kitchen, & high-speed Wi-Fi. Outside: private backyard patio, concrete fire pit, & gas grill. Kayaks, paddles, & life jackets available near the dock. Relax, explore, and create unforgettable memories at your tranquil home-away-from-home retreat!

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!

Freshly renovated cabin on peaceful Finger Lake

Brand new listing! Freshly renovated guest house on peaceful Finger Lake. Cabin-feel makes your experience cozy and serene. Perfect for families, hunters and snowmobilers located only 5 miles from the Eagle River Chain and downtown. Don’t forget your fishing poles and your cameras to take full advantage of the unbelievable array of wildlife right out your door. Updated amenities, unlimited sunsets, and a sandy beach will make your stay one you won’t forget!

Tiny Cabin with Northwoods Charm

Wake up early and enjoy the sunrise or sleep in and savor the peace and quiet. This tiny cabin, approximately 600 square feet, is located within one mile of Eagle River, WI, is near snowmobile/ATV trails, lakes, restaurants, and downtown shopping. Fully equipped with all the amenities needed to settle in and enjoy the Northwoods. This newly built cabin, includes one bedroom with a queen size bed, one bathroom, a full-size kitchen, wifi, and laundry.

Sacred Place Hideaway Lake Columbus Water front

Experience refined comfort at Sacred Place Hideaway, where luxury meets nature. This private boutique retreat features elegant interiors, plush bedding, spa-style bath, fire pit lounge, scenic trails, and a fully equipped kitchen. With high-speed Wi-Fi, smart features, and peaceful surroundings, it’s perfect for rest, romance, or a quiet escape. Every detail is crafted to help you slow down, indulge, and recharge in style. Your Sacred Place Awaits!

Scenic A-Frame on 3 Lakes Chain

Escape to this newly built A-frame cabin nestled on a private, wooded lot along the Three Lakes chain. Just 5 minutes from town, this spacious and stylish retreat is perfect for families or groups, with room to relax, explore, and make memories. Enjoy lake access, cozy indoor & outdoor spaces, and plenty of privacy—whether you’re paddling, roasting s’mores, or simply unwinding in nature. The perfect blend of modern comfort and Northwoods charm!

The Peshtigo Pines Treehouse

Welcome to Peshtigo Pines Treehouse, a tranquil, elevated retreat nestled in the pine woods of Northern Wisconsin — where comfort meets wilderness and modern touches blend with nature’s raw beauty. Our handcrafted treehouse features warm wood interiors, large windows that bring the outside in, and cozy furnishings that invite you to slow down and reconnect to the earth and yourself.