House vacation 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.

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.

Classic Vintage Log Cabin on Lake Superior

An update: we’ve made a decision to sell this beloved cabin & move closer to our grandkids. September of 2026 is the last month to reserve. Classic, Vintage Log Cabin on 2.5 acres right on Lake Superior - a cozy step back in time! 250 ft. of bedrock shoreline. 3 Bedrooms: 2 Queen, 1 Dbl. 3/4 bath, kitchen, and indoor fireplace. Outdoors: both gas & charcoal grills, firepit, firewood, a swing & picnic table. The nightly fee is for 2 adults. There's a $10 fee/night/each additional guest.

Driftwood/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.

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.

Cabin in the Pines

As you head north to Wisconsin and Lake Superior you are surrounded by the silence of the forest. You can relax , away from the bustle of everyday life. The famous Bois Brule River is a short walk down the hill. We are just an hour from the Apostle Islands, Bayfield, Hayward, Ashland, Wi or Duluth, Mn. Our cabin is very quiet. We are on 3 wooded acres. Our place is a cabin. Not a house. We aren't fancy but comfortable. Get set for a beautiful peaceful time in the pines.

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.

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.

Henny Penny-Quiet and Close to Town

This home is located on beautiful Madeline Island! It is less than a mile from the ferry dock and all that the town of La Pointe has to offer including beaches, shops, restaurants/ bars, galleries, kayak rental, the marina, the golf course and more! You can easily bike or walk to town. A nice and quiet location for low key evenings on the deck. The home is not visible from the road adding extra privacy.