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.

Location · Family · Hospitality

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!

Location · Family · Amenities

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.

Family · Location · Cleanliness

Luxury Lakefront - 4 BDR | 10 Beds | 4 Bath

Welcome to the Northwoods Experience lakeside luxury at our designer-built property, nestled in the stunning 377-acre Anvil Lake, surrounded by the pristine Chequamegon-Nicolet National Forest. Located 10 miles east of downtown Eagle River. Enjoy evenings by the wood-burning fireplace, or unwind on the large deck with BBQ, fire pit, and breathtaking views. Adventures await with boating, fishing, hiking, and winter sports right at your doorstep! We can't wait to share this place with you!

Location · Family · Nearby

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.

Location · Laundry · Access

Lakefront, near downtown and trails! Dog-approved

Our Breakfast at Tiffany House sits on Yellow Birch, has dock/water access for your toys, is a short walk from downtown shopping and events. You'll find everything you need, including tons of extras to make you feel at home, with lake home themes and pops of Tiffany Blue throughout. Room for parking trailers, close to snowmobile/ATV trails and snowmobile/boat rentals! We supply 2 adult kayaks, 1 children’s kayak, 2 inflatable paddle boards, and life jackets. Come Getaway With Us!

Family · Location · Checkout

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)

Location · Family · TV

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!

Family · Value · Hiking

Northwoods Nook

Escape to Northwoods Nook, a serene retreat nestled in nature’s embrace. Perfect for a peaceful getaway, family vacation, or friend gathering, this magical hideaway invites you to slow down and soak in its warm, welcoming energy. With easy access to 28 stunning lakes, you can set out by boat and explore the beauty of the Northwoods. Surrounded by nature, you’ll feel truly transported far from the hustle, yet right at home. Your perfect escape awaits!

Value · Location · Checkout

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!

Location · Family · Kitchen

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!

Family · Value · Nearby

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.

Location · Comfort · Cleanliness