Holiday rentals with a kayak in Bayfield County

Kamer de Woude (Cabin in the Woods) on Lake Owen

Experience the great Northwoods on one of the most pristine lakes in Wisconsin. This home is on the north end of Lake Owen with steps to down to the water. Perfect for a family getaway or vacationing with friends with great fishing and hunting, snowmobile and ATV trails, bike trails, cross country skiing, canoeing and more. This four-season log home is the perfect location whether you are looking for a quiet weekend, or to fill your weekend with outdoor activities. Pet friendly-rules apply

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!

Cozy Lumberjack Cottage

Walk into the Lumberjack cottage, and the first word that comes to mind is "cozy". Located a block from Drummond Lake & Campground, you can take advantage of the beautiful lake, beach, boat launch, playground, library, and museum. Perhaps friends are camping nearby, and you prefer air conditioning, a comfortable bed, and being mosquito-free. Take the canoe out on the lake for the day or go out on our conveniently located snowmobile, ATV, ski, bike, and hiking trails. We are just off Trail 63.

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.

Island Lake Lodge + Sauna

Escape to Island Lake Lodge! Enjoy lake views, a sandy beach, & clear water. Take the canoe, kayaks or paddle boat for a peaceful ride around the lake! Great fishing with public boat access, UTV trails for miles, & great biking! Relax by the firepit, listen to loons, and end the day in the sauna with pine tree views. Don’t forget winter with XC ski and snowmobile trails nearby. Cabin is fully stocked for preparing meals after a day outside. All-season getaway perfect for adventure or stillness.

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.

Slate House/Trails End Lodging/Entire Home

Set in the Northwoods small-town of Iron River. *15 mins to Lake Superior *50 mins to Bayfield *50 mins to Duluth Spend time hiking, boating, kayaking, fishing, canoeing, bicycling, swimming and more. Iron River/Bayfield county is famous for its ATV/UTV and Snowmobile trails. Located at the heart of the trail system, with easy access to the corridor, and a large parking area for trucks and trailers. Walking distance from most shops, restaurants and the local brewery and winery.

Perry Pines Yurt | Unique Couple’s Stay - Lake

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!

Secluded lake cabin in Barnes on 38 acres

This property on Kelly Lake has been in the family for generations, and just shifted into our possession recently. We've spruced up the house, and will continue to make improvements, but it's more than ready for renters! This property is 38 acres on 810 feet of frontage. You'll be renting the house, but you'll also see there's a small cabin and barn that are both in the process of being restored. You can use the beach, and we won't be hammering while you're here:) 25 miles from Cable.

Beach Front Hideaway

Attention! G maps suggested route is incorrect. From Hwy 2 - left on 36th, right on Lake Park Rd. Private beach with spectacular views. Kayaks available for a paddle out in the bay or enjoy a sunset from the deck. Also deck heaters and gas grills and a fire pit w/wood. Or Curl up with a good book in front of the indoor fireplace. TV and Wifi too, and a complimentary bottle of wine. A great retreat for 2 couples or a small group of friends. Only 8 minutes from downtown Ashland.