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.

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!

The Ice House - An UPscale U.P. lake home

The Ice House is a hygge-inspired vacation home with amenities of an upscale rental. Our home is newly renovated with 100 ft of private frontage on beautiful Ice Lake. Imagine your morning cup of coffee on the master bedroom deck with panoramic views of the lake. Upscale amenities include granite countertops, 4 smart TV’s, and spa-like finishes in 3 bathrooms. The Ice House is centrally located in Iron River close to Ski Brule and other outdoor activities enjoyed in scenic Iron County.

'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!

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)

Eagle River Family Cabin - Summer Vacation!

Escape to the Northwoods in this Eagle River cabin—just minutes from the Chain for boating, fishing, jet skiing, swimming, and summer fun. Perfect for family vacations, UTV adventures, and relaxing getaways. Sleeps up to 6 with 3 bedrooms, 2 bathrooms, full kitchen, living room, and lower-level family room. Eight units available—ideal for family vacations and large groups! Experience everything the Eagle River has to offer — your premier summer vacation destination awaits!

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!

Cozy Northwoods Getaway

All the comforts of home away from home. Outdoor patio with grill and fire pit, just minutes away from historical downtown Eagle River, Minutes away from Eagle River Chain of Lakes. Property located on snowmobile/ATV trail. Plenty of room for parking vehicles/trailers/boats and whatever else you decide. Beautiful quite setting on 2.5 acres of wooded land. Perfect place to unwind and relax. Great house for family vacation, guys weekend or girls night out.

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.

Loon Waterfront Cottage—Menominee River

20 acres to walk/hike/XC ski around. Cozy newly renovated 2 br cottage situated on 20 acres on the banks of the scenic Menominee River with beautiful views of the river. The tranquil isolated view of the totally undeveloped far bank of the Menominee River makes one feel hundreds of miles from civilization. <work from home/WiFi <2 minutes from airport <8-10 miles from hospitals, shopping <5 minutes from Pine Mountain Ski Area

NEW Pickerel Retreat - Cabin 1

Welcome to Pickerel Retreat, your basecamp for adventure in Pickerel, WI! We're located behind Northwoods Inn, with access to snowmobile and UTV/ATV trails. There are currently two fully furnished tiny cabins on the property. Each cabin includes a fully stocked kitchen, full bathroom, and comfortable linens and towels. There is also a large parking area for trailers, boats, and more. Come enjoy today!