Holiday houses in Eileen

Entire- Cozy Chequamegon Home

Escape suburbia at our quaint farm style house about a mile from Lake Superior and about 1/2 mile from Northland College. Guests describe our home as cozy & reminiscent of visiting their favorite coffee shop. The house offers 4 bedrooms, 1 full bathroom on the second floor & a half bath on the main floor. A portable crib is available for infants (30 1b max). Please note that we are in the process of having baseboards milled by a local crafts person who is also installing them when we are closed.

Captain's Cabin

Centrally located in the heart of downtown Bayfield--this charming, ground-level condo is just steps away from restaurants, coffee shops, and a block from City Dock and the Lake. The 830 sq.ft condo sleeps 4. A spacious bedroom holds a king bed while the living room has queen sleeper sofa. Located in the historic George Crawford House on one of Bayfield's classic brick lined streets, private parking is provided at the rear of the building with a short walk to the best of everything in Bayfield.

Kinney Valley Farm

Welcome to Kinney Valley Farm, a rustic but modernized farmhouse retreat. Nestled on 110 private acres of serene woods and apple orchards, this is the perfect place to unplug and explore the peaceful beauty of Northern Wisconsin. The farmhouse is set back on a quiet country road, offering complete privacy. Just outside the doorstep, explore the property’s babbling creek, fields, and woods. We live on the adjoining property next door and are available if you need any assistance or directions.

Stunning Bark Point Home on Superior's South Shore

One of a kind, open/loft-concept (see pics: it really is open) artisan-crafted lake home on Superior's south shore: paddle in summer/ice hike in winter. Breathtaking sunsets. 300+ feet of private shoreline or short walk to public beach. Great kitchen. Up to 8 people and most dogs welcome - PET FEE: pets are an extra $25 (there is a place to leave this next to the house manual on the kitchen counter) Scenic huge patio with built-in fire pit (BYO firewood) We hope you love it as much as we do!

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, all appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King bed in loft and NEW king gel memory foam bed on main floor. Smart TV, wifi. Books, games Woodstove heats the cabin perfectly in the colder months. All wood provided. There is a minisplit heat/ac unit.

Adorable Northwoods cabin

Come enjoy the North woods in our beautiful little cabin. This cabin is a located in a perfect spot only 2 miles outside of Iron River. Close to tourist areas such as Duluth, Bayfield, Ashland and more. This cabin is the perfect get away. The Brule river is only 8 miles away and can make for the perfect day trip in a kayak or canoe. This cabin comfortably fits 2-4 people! You can enjoy the outdoors at the fire pit or the 3 season porch that gives you the perfect indoor/outdoor feeling!

Norrsken Scandinavian Cottage

The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

The Gordon Flowage Cabin

This beautiful, quaint cabin nestled in Gordon WI includes all the perks that Northern WI has to offer. Enjoy the views, sounds, and smells of the majestic St. Croix waters. Admire the various types of wildlife and relax on the patio with a fire pit feet away from a hightop table where you’ll sit and enjoy the summer sun or linger by a fire after dark. This property truly offers a unique opportunity to step away from your busy, everyday lifestyle and melt into a blissful vacation oasis.

Start Line Loft Bike and XC Trails Powered by Sun

Modern amenities in the woods & on the trails. Powered by the Sun. Perfect for couples, families/friends & clubs. Ski/bike/hike in/out. On mountain/fat bike, XC ski trails & road/gravel riding routes. Nature year round! @Birkie Start. Start Line Services, bike/ski shop, on site, 20% OFF for guests. Larger groups, rent both the Studio & Start Line Inn & have plenty of space for all. To book more than 6 months ahead, send a message. Business Grade Wi-Fi, work & play!

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.

The Red Onion House near Bayfield

Located 10 minutes s. of Bayfield, this is a casual, comfortable, and welcoming two-bedroom located across the highway from Lake Superior and the Apostle Islands and less than a mile from near the best beaches in the region. Named for the Onion River that flows nearby, this rental has a combo of pine floors & tile. Upstairs kitchen & dining area. Large lawn with easy, plentiful parking. Mt. Ashwabay, Big Top Chautauqua nearby. Outdoor patio + campfire area.

Corny's Hidden Gem: Luxe Cabin on the South Shore

Tucked away in the heart of town, this new-construction cabin is Corny’s best kept secret! You’ll be easy walking distance to all that Corny has to offer: the beach, restaurants, taverns & shops, but still have the peace & quiet that makes the South Shore such a restorative place to which to get away. This two-bedroom, one bath cabin marries the high-end conveniences a new construction build can offer with rustic Northwoods charm.