House holiday rentals in Bayfield

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.

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.

The MacArthur House

Four generations of our family have resided at The MacArthur House. Formally a farm house it is a quaint & charming home with many of its original features. The kitchen has a chalkboard that came from one of the local schools. The house is located in a quiet residential neighborhood in close proximity to the local schools,colleges & hospital. We are licensed. We love animals, but we do not invite pets to stay on our property. We also do not allow smoking, or tobacco anywhere on our property.

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!

South Shore Chalet | Hot Tub and Game Room

South Shore Chalet is your family fun destination on Bark Point: three bedrooms, a gorgeous loft (with more sleeping space if you need it), indoor and outdoor hangouts galore, plus a game room. The Chalet is packed with creature comforts: a dream kitchen, a hot tub on the back deck, a dedicated workspace, and laundry on site. It's all in a woodsy setting with plenty of room for outdoor frolicking, minutes from Lake Superior beaches and close to Cornucopia and Bayfield and the Apostle Islands.

Entire Home Near Lake Superior

Beautiful modern family home located in the quiet, little Town of Port Wing only 1.4 miles from the Lake Superior public beach and boat landing, and 2 blocks from National Scenic Byway Highway 13 (Lake Superior Circle Tour). Located centrally only 46 miles from Duluth and 35 miles from Bayfield. While staying here, you'll be able to enjoy the entire place to yourself, a specious backyard, large patio, off-street parking for 4 vehicles, outdoor dining, and a BBQ grille for your convenience.

Vacation home! Single or mutiple nyts-1419

2026-Small garage being built behind home- will not effect stay. During daytime hours. *0.50 miles to Lake Superior *Fire pitt (when safe fire conditions) * 5 blocks to EV charger * Blocks to Castle Danger Brewery * Seasonal Grill Blocks to Lake Superior, Shops & Restaurants. We are nestled between Duluth & Gooseberry Falls A hammock available to use while hiking Work remotely in fast WIFI..take your lunch break on the shores of the lake. play games… grill, or just relax

Bungalow (House) on Chequamegon Bay.

This newly renovated fully furnished home is located within one block from beautiful Chequamegon Bay, Ashland's Oredock Pier, walking and bike trail, boat ramp, and beach. Grab a pole and head down to fish off the Ashland Oredock pier, or pack up for picnic at the beach, launch your boat, kayak or canoe. Take a walk, bike, or run on the walking trails. It is short walk to a few local restaurants and the downtown area. Access snowmobile trails. No pets are allowed.

Sunset Sands on Lake Nebagamon

🌅 Welcome to Sunset Sands on Lake Nebagamon Sunset Sands sits feet from Lake Nebagamon with private shore access, canoes, kayaks, and paddleboards in the months of June to October. Warm up by the wood-burning fireplace inside or gather around the outdoor fire pit under the stars. The outdoor fire pit is only accessible from May-November. Summer is for the lake. Fall brings the colors. Winter is fireplace season. A four-season escape built for slowing down.

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.

The Farmhouse No cleaning fees! Access to Trails!

Welcome to our 1880s Finnish Farmhouse. This home has been extensively renovated to offer all the modern amenities needed for a comfortable stay. Whether you are here for fishing, canoeing, snowmobiling, or simply relaxing in the peaceful North Woods, we are glad to have you. We strive to provide a five-star experience. Please let us know immediately if anything needs improvement so we can address it promptly.

Sunny 2BR Retreat Walkable to Beach & Dining

The Corny Pad is just one block from the heart of Cornucopia—an easy walk to the beach, restaurants, and coffee. This bright 2-bedroom, 2-bath home with central air conditioning offers a simple, comfortable place to unwind after a day exploring the Apostle Islands and "Corny". Enjoy your private yard with a hammock and fire pit, and outdoor dining on the patio, perfect for slow mornings and relaxed evenings.