Holiday houses in Town of Hiles

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Top-rated holiday rentals in Town of Hiles

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in Town of Phelps
4.99 out of 5 average rating, 145 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 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.

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Guest favourite
Cabin in Tomahawk
4.78 out of 5 average rating, 9 reviews

Lake Alice Lodging -The Musky Lodge

Kick back and relax in this beautiful lake front cabin. The Musky Lodge is a newly remodeled cabin, located on a quiet dead end road on Lake Alice in Tomahawk, WI. Enjoy the spectacular views and excellent fishing, including a heated fish cleaning house! Like snowmobiling? We have a snowmobile trail running directly out in front of the resort. There's no shortage of activities year-round! There's even free use of kayaks, canoe, & non-motorized boats. Pontoon rental is now available on premises!

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Guest favourite
Cottage in Elcho
4.94 out of 5 average rating, 124 reviews

Cozy lake front cottage, escape with amenities

Relax and play at this adorable cottage, on the water or on the trails. The Lake Effect on Lower Post Lake gives all the feels. It takes place before you arrive, the nature, the trees, the “up north” vibe. This beautiful lake home greets you with wonderful pine throughout. You can see the lake from the first steps in the door. It's modern and bright. The property sits higher up from the lake giving you an eye-level view of the peaceful surroundings. Plenty to do or not do, it's your call.

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Guest favourite
A lakeside deck features a wooden table surrounded by four chairs, with views of the water and trees in the background. The serene setting invites relaxation and offers a peaceful spot to enjoy the natural surroundings.
Guesthouse in Land O' Lakes
4.93 out of 5 average rating, 94 reviews

North Woods Pristine Lake Paradise!

** Note - This wonderful northwoods cabin rents for a minimum of 3 consecutive nights. ** Your own private guest cabin on 6 private acres overlooking crystal clear Big Portage Lake. Sand beach, canoes, kayak, great lake views! Refrig, coffee maker, microwave and toaster, but no kitchen (great restaurants nearby). Come and go as you please. Host is usually on property, residing in main house. Kids over 8 years welcome. NO pets, jet-skis, ATVs, fireworks, loud music or powerboats, please.

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Top Guest favourite
A spacious loft is presented with wooden flooring and sloped ceilings. A queen bed and a standard double bed are placed comfortably within. A rustic couch and a small table are included, alongside a colorful area rug. Natural light enters through a window, enhancing the cozy ambiance.
Barn in Crandon
4.96 out of 5 average rating, 272 reviews

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)

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Guest favourite
Home in Argonne
5.0 out of 5 average rating, 8 reviews

The Lodge at Pine Lake, Sleeps 5

Escape to The Lodge at Pine Lake, a unique retreat in Wisconsin’s serene Northwoods. Perfect for up to 5 guests, it offers a full kitchen, two bedrooms, one full bath & a laundry area. 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!

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Top Guest favourite
A spacious bedroom features a king-size bed with neutral linens and decorative pillows. A cozy lounge area is created with an armchair and a small side table. Natural light floods the room through a large window, enhancing the warm wooden beams on the ceiling.
Home in Rhinelander
5.0 out of 5 average rating, 48 reviews

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!

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Guest favourite
The 1941 WWII Douglas DC-3 Airliner is positioned among trees, elevated on stilts. Soft lights illuminate the wings and tail. The surroundings feature a natural landscape with ferns and foliage, enhancing the setting. The sky shows a gradient of dusk colors, creating a serene ambiance.
Plane in Deerbrook
4.86 out of 5 average rating, 113 reviews

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!

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Top Guest favourite
A kitchen area features dark cabinetry and a marble countertop, complementing a stainless steel sink. Open shelves display dishes and decorative items. A window allows natural light to brighten the space, while a striped rug adds a cozy touch underfoot.
Cabin in Eagle River
4.96 out of 5 average rating, 119 reviews

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.

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Guest favourite
The exterior of the timber frame cabin is showcased, featuring a rustic wood facade and a welcoming front porch. Bicycles are parked nearby, and a canoe is visible on the lawn. Surrounding trees provide a natural backdrop, with clear blue skies overhead.
Cabin in Eagle River
4.85 out of 5 average rating, 55 reviews

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!

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Top Guest favourite
The exterior of a modern A-frame cabin is presented, featuring a dark-colored metal roof and large windows. A concrete pathway leads to the entrance, flanked by a neatly arranged stone border. Surrounding greenery provides a natural, secluded atmosphere.
Cabin in Three Lakes
5.0 out of 5 average rating, 27 reviews

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!

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Guest favourite
A rustic tiny cabin is showcased, featuring a wooden exterior with logs and a green roof. The entrance is framed by a wooden porch with railings and steps leading up. Surrounding greenery adds a natural backdrop to the cabin.
Cabin in Pickerel
5.0 out of 5 average rating, 13 reviews

NEW Pickerel Retreat - Cabin 2

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!

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Popular amenities for Town of Hiles holiday rentals