Vacation rentals in Town of Hiles

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Top-rated vacation rentals in Town of Hiles

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Top guest favorite

Cabin in Town of Phelps

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.

4.99 out of 5 average rating, 156 reviews

Guest favorite

Home in Argonne

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!

4.88 out of 5 average rating, 8 reviews

Guest favorite

A single-story cottage is displayed, featuring a modern exterior with horizontal grey siding. Three large windows are positioned on the front, providing natural light. A white door is centered, with minimal steps leading to a grassy yard that surrounds the property.

Cottage in Crandon

Lake Lucerne - Cottage 1" on Snowmobile/UTV trails

Beautiful cottages that are adjacent to the Forest County snowmobile and UTV trail. Cottage has three bedrooms and two bathrooms, with over 1,000 square foot living space. The property is adjacent to the Wolf River. Year round cottage rentals - enjoy making your own meals in the full kitchen. UTV/ATV/Snowmobile rentals within 5 miles of the cottage property. Event Hall/Bar on the property - hosting weddings, graduation parties, etc. Serving pizza and garlic bread. Catering service available.

4.94 out of 5 average rating, 79 reviews

Top guest favorite

The three-story lake house is illuminated at night, showcasing multiple decks with railings. A stone pathway leads to the home, while outdoor seating is visible beneath the decks. Large sliding glass doors provide access to the interior, framed by well-lit landscaping.

Villa in Crandon

Spacious Three Story w/ Huge Decks on Clear Lake

Relax or recreate with the best that Northern Wisconsin has to offer! Take in every sunset from 3 different decks with this brand new Gulf Coast inspired lake home on private, full recreation Clear Lake in the Nicolet National Forest! Whether you come to swim, snowmobile, race or relax, this home has you covered. The home is 3 levels and houses over 3500 square feet with 4 large bedrooms (3 w/ access to the decks and lake views) and 4 full bathrooms. 12 beds that sleep a total of 19 occupants.

5.0 out of 5 average rating, 31 reviews

Guest favorite

The exterior of a modern lake home is shown, featuring a dark wood facade with large windows that allow for ample natural light. A distinctive triangular roof design and a covered entrance enhance its charm. Lush greenery surrounds the property, contributing to a serene environment.

Home in Three Lakes

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.

5.0 out of 5 average rating, 8 reviews

Top guest favorite

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

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)

4.96 out of 5 average rating, 280 reviews

Top guest favorite

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

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!

5.0 out of 5 average rating, 58 reviews

Top guest favorite

A cozy log chalet is nestled among tall pine trees, featuring large windows that warmly glow in the evening light. A blue-and-white striped hammock hangs nearby, inviting relaxation in the peaceful surroundings of nature.

Cabin in Rhinelander

Pelican Pines River Retreat•Log Cabin in the Woods

A beautiful log chalet, surrounded by pine trees on the pelican river. Our cabin sits at the end of a private drive where the only sounds are those of the pelican river rushing by! Incredibly peaceful and cozy! Enjoy a cocktail on our private river side dock, roast marshmallows in the fire pit, or play games and catch a movie inside! Kayak down the river, lounge on the deck, or play bag toss in the backyard! Many ATV/UTV/Biking/hiking trails within a few miles

4.99 out of 5 average rating, 112 reviews

Top guest favorite

A charming cabin is nestled among trees, featuring a pathway leading to a cozy outdoor seating area. Bright red chairs surround a fire pit, and an umbrella provides shade. The rustic exterior blends with the natural surroundings, enhancing the serene setting.

Cabin in Eagle River

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!

4.98 out of 5 average rating, 302 reviews

Guest favorite

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

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!

4.87 out of 5 average rating, 61 reviews

Top guest favorite

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

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!

5.0 out of 5 average rating, 31 reviews

Top guest favorite

A spacious cabin is nestled among the trees, featuring a sturdy gray exterior and a green metal roof. Firewood is stacked neatly near the entrance, and a gravel pathway leads to the front door. A vehicle is parked nearby, indicating easy access.

Home in Town of Phelps

Phelps Seclusion

Private setting in the woods close to Phelps. Great for hunting, fishing, snowmobiling, ice fishing, skiing, and snow shoeing or just hanging out with friends and family. A full bathroom with shower. 2 bedrooms with 2 queen size bunk beds sleeps 8. Pets welcome, especially hunting dogs. A circle driveway that accommodates 2 or more boat or snowmobile trailers. We even had a trucker with a 53 foot trailer park here.

4.96 out of 5 average rating, 177 reviews