Holiday rentals with a kayak in Bayfield County

Pontoon + EV + Swim/Kayak/Fish on the Lake

Snowmobile friendly! Plenty of room for parking trucks and trailers. Guests can snowmobile right from the driveway to enter the trail system. Getaway to this rustic 1930’s log-sided 2,255 square foot cabin with vintage charm and modern conveniences in beautiful Bayfield County, Wisconsin. Make some memories at this unique and family-friendly place! Guests also enjoy a 22 Foot Sweetwater Pontoon Boat that is included in guest stays from Memorial Day through September 30th each summer season!

Emerald Cottage on the Lake and on Trail Systems!

Kick back and relax in this calm, stylish space. This fully renovated 3 bedroom house is the perfect getaway. Summertime, this is the best place to sip coffee on the deck or dock overlooking the lake, enjoy a bonfire on the patio, bring your boat to fish the lake or use the 2 complimentary kayaks to enjoy the lake. The cottage is within a couple miles of the Brule River and many wedding venues are close by. 55 minutes from Duluth, 57 minutes from Bayfield and 35 minutes to Ashland for more.

Whispering Pines on Lake Siskiwit

Voted #1 as Northern Wisconsin's best airbnb vacation destination! Whispering Pines is located on the tranquil shores of Lake Siskiwit, just minutes from Cornucopia, Lake Superior, short drive to Bayfield, the gateway to the Apostle Islands, our road is part of the state off highway trail system. 1940's themed, 100 year old wood flooring throughout, modern furniture, new appliances, full-size bathroom, new stacked washer dryer, fast fiber optic internet, Roku TV. STRICT NO PET - ESA POLICY!

Willow North Cottage in Iron River, Wisconsin

Enjoy this newly renovated, cozy, two-bedroom cottage all on a no public access lake in the Northwoods! Sip on your morning coffee among the tall pines, or watch the sunset on the back deck overlooking the lake. The cottage feels very remote being on this private lake, but not far from many premier attractions. We are located just 5 minutes from the town of Iron River, in Bayfield County. Features a private keypad entry, queen-sized bed, bunk beds, kitchen, private deck with stairs & more!

Iron River, WI. Deer Trail Cabin #2 (Lake Delta)

Enjoy the peace and quiet of northern Wisconsin in this cute, comfortable cabin overlooking beautiful Lake Delta near Iron River Wi. Nice deck with a picnic table, charcoal grill, lawn chairs, and a view of the lake. Enjoy the evening in front of the fire pit telling stories , enjoying a beverage, or roasting marshmallows with the kids. Perfect for families, atv riders, snowmobilers, fisherman and hunters. This is an old resort with 10 cabins, it can be busy during the peak summer season.

Perry Pines Yurt | Lakefront - Near CAMBA & Birkie

The Perry Pines Yurt is a 4-season yurt on Perry Lake less than 2 miles from Cable. With quick access to CAMBA mountain bike trails (4 miles to the North End Trailhead), the Birkie Start Area (5 miles), and on an ATV route, it's a great basecamp for your outdoor activities. Sit on the deck and listen to the loons in the summer or warm up next to the woodstove or in the barrel sauna in the winter. Enjoy a full kitchen, bathroom w/shower, lake views, and a fun little unique cabin option!

Modern Lake House | Water, Woods, Relaxation

Scandi-style lake house is all set for your private relaxation. Completely painted and refreshed - now open for summer lakeside bookings! Nestled in bucolic, expansive woods and waters just 3 hrs from Twin Cities/4 from Madison. Barnes, Wis., swim off our dock (390 of private water frontage), boat on beautiful Middle Eau Claire Lake, wander the country lanes, relax in modern comfort. Bike the miles of trails. Blazing fast wifi (500+ Mbps). Modern, hygge space. 2.4 acres all yours.

Serene SpiderLake Retreat Lakefront Cabin w/dock

Enjoy a unique blend of rustic and modern when staying in this 5,000+sq ft home. Huge great room with stone fireplace, primary suite with a whirlpool. Chef Kitchen with 6 burner gas stove. Lower level has family room, media room/wet bar and full bath. Private dock perfect for fishing and enjoying lake scenery. Close access to snowmobile/ATV trails. Just a 15 minute drive to world famous Brule River. Centrally located near local attractions in Duluth, Madeline Island, and Bayfield

the Cottage on Long Lake

Whether you are looking for a quiet get-away or unlimited outdoor activities, our four bedroom cottage will meet your needs! It is located on Long Lake just east of Iron River, WI, in Bayfield County. Fishing, bird watching, biking, cross-country skiing and hiking are great "silent sports" but the cabin is also only a few blocks from the Tri-County Corridor (the start of the Whistlestop Marathon) for exceptional dirt biking, four-wheeling and snowmobiling.

Lakefront Stay w/ Direct ATV & Trail Access

Settle into this lakefront cabin on Deep Lake, where fresh snow sits just steps from your door for effortless snowmobile, ATV & UTV adventures. Enjoy exclusive lake access and a large yard with two firepits. Inside, relax in the living area or in the basement living room with air hockey. Perfect for families and friends, this spacious retreat now sits amid fresh snowfall, offering trail-ready thrills and cozy comfort for snowmobilers!

Beach Front Hideaway

Private beach with spectacular views. Kayaks available for a paddle out in the bay or enjoy a sunset from the deck. Also 2 bikes, fishingpoles, deck heaters, gas grills and a fire pit w/wood. Or Curl up with a good book in front of the indoor fireplace. 1 bed, 1 high end sofa sleeper. TV and Wifi, and a complimentary bottle of wine. A great retreat for 2 couples or a small group of friends. Only 8 minutes from downtown Ashland.

Coveside Cottage Waterside Pet Friendly Retreat

Your summer oasis awaits! Enjoy 8 private acres with sandy beach access on the quiet south shore of Lake Superior. Relax on the patio with a book or explore the lake with our kayaks and paddleboards. Minutes from Ashland, Washburn, and Bayfield, the cabin is an ideal home base for your group, featuring a well-appointed kitchen, Weber gas grill, covered patio, outdoor shower, and original charm with modern updates.