Holiday rentals with a kayak in Watersmeet Township

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.

Outdoor spaces · Value · Comfort

Cottage on High Lake

Dog-Friendly Lakefront Cottage w/ Dock, Kayaks, Canoe, and Snowshoes Experience everything the Boulder Junction area has to offer at this cottage located on beautiful High Lake in Land O’ Lakes. This rental is ideally situated at the gateway to year-round outdoor adventures, whether you're looking to get out on the water, explore the woods, or race through the snow. This home features lakefront access with level fisherman frontage and a private dock. At night, enjoy the wood-burning fireplace.

Location · Outdoor spaces · Accuracy

Eagle’s Wings Cabin

Charming full log cabin nestled on 6 wooded acres with full recreation, private lake access. This beautiful property comes with 2 bedroom, one bath with a shower, fully stocked kitchen. Baseboard heat and pellet stove. Outside there is a wrap around deck, a gas grill, a fishing boat, canoe, 2 kayaks, and a fire pit. Supper clubs, grocery store, gas station, bowling alley, pub/restaurant only 3 miles away. Many trails, UTV, snowmobile, hiking near by. Snowmobiling trails are is top notch!

Outdoor spaces · Location · Beach

Private Lakefront Cabin Near Eagle River

Nestled on a private wooded 1+ acre lot, this cozy Northwoods cabin offers seclusion, comfort, and classic up-north charm. With 158 feet of private waterfront, enjoy lake views, morning coffee by the shore, and peaceful sunrises. Inside features a warm, inviting space with a refreshed kitchen. Outside, relax in the spacious yard or around the fire. Located on snowmobile trails and near great fishing and hiking. Just 5 minutes to Land O’ Lakes and 20 minutes to Eagle River. Private boat launch.

Outdoor spaces · Location · Kitchen

Carter Northwoods Escape Cabin

Super Quiet place in the Northwoods!This rustic cabin built in the 1950’s has it owns quirks and charm. The cabin is nestled on a private lake is exactly what you’re looking for. Privacy around cabin;untouched nature, bald eagles, deer, loons and hummingbirds. Complimentary row-boat, kayak, canoe, paddle boat and stand up paddle board for use. These 2 acres, surrounded only by trees, boasts a perfect experience of Northern Wisconsin vibes. Very quick access to the Heart of Vilas bike path.

Outdoor spaces · Location · Check-in

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.

Outdoor spaces · Value · Amenities

The Elkstone - Renovated Home - HOT TUB

Welcome to The Elkstone! Experience the Northwoods in comfort and style in a completely renovated, unique and spacious home with all the amenities. Enjoy a peaceful and private vacation nestled in the pines with river frontage and lake access. Bring your own boat to access the crystal clear waters of Pioneer Lake, just a 15 minute boat ride away. Make use of our pier, fire pit, 2 kayaks, 2 paddle boards, rowboat, canoe, covered porches and more. All this just a short drive from Eagle River.

Value · Location · Comfort

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.

Location · Outdoor spaces · Amenities

National Forest Lakeside Retreat

Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

Outdoor spaces · Value · TV

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!

Location · Value · Quiet

14 acres of seclusion, private lake, 5 kayaks

Relax with the whole family at this peaceful, secluded cabin right off the trails on 14 wooded acres with frontage on private Deer Lake. BBQ or grill out on the massive wooden deck and take a short hike down the sandy hill and through the wooded path to the clear, shallow lakefront, perfect for swimming or kayaking on Deer Lake. We have 4 adult kayaks and 1 youth kayak. Build a fire right by the house OR down at the lakefront in either of the two firepits, wood provided!

Outdoor spaces · Location · Indoor spaces

Cozy Lakeside Log Cabin on Private Sunset Lake

Relax with family and friends on private peaceful Sunset Lake. Spend your days swimming, fishing, napping, sunbathing on the beach, reading a good book, or simply enjoying the view from the spacious deck, lakeshore, or screened porch. Ask about renting our pontoon boat to explore the lake. In every season, the area offers something special—beautiful fall colors, biking, snowshoeing, hiking, cross country skiing, snowmobiling, and ATV trails are all nearby.

Value · Location · Bathroom