Vacation rentals with a patio in Bayfield County

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.

Fall Getaway | Lake Superior | Cozy Fire Pit

Located in Ashland, right on Lake Superior, our home is walking distance to the beach, walking trail, coffee shops, restaurants, and more. Dog-friendly with a private patio, firepit, and full kitchen, it’s perfect for both relaxing and exploring the Northwoods. Spend crisp fall nights outdoors with movies on our big inflatable screen by the fire, or stay in for a game night with the games provided. We also stock coffee, hot chocolate, and apple cider for the Keurig to make your stay extra cozy.

Charming private cabin on Superior

Where to go for that peaceful retreat? Look no further than our humble gîte! Sip coffee on the porch, feel the breeze and hear the wind among the trees. Adventures by day: hike, fish or day trip to Grand Marais! The bike trail puts much in reach, jog to Gooseberry, bike to Split Rock, or stroll to Thompson Beach. In the evening the full kitchen is a dream for a foodie, or head fifteen minutes to a brewery. Before bed put up your feet, play a game, read a book, or doze by the fireplace’s heat.

Lake Superior Cottage, Herbster "Raven"

Welcome to Kesa Pesa "Summer Nest" You can head to one of our charming cottages nestled near the south shores of scenic Lake Superior! This cozy retreat is the perfect place to unwind, recharge, and create unforgettable memories. Imagine waking up to the sound of ...nothing - Two beautifully appointed bedrooms and a sofa sleeper room offer a restful haven for a peaceful night's sleep. Book your escape to our Herbster cottage- "Raven" - today and experience the magic of nature and relaxation!

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.

South Shore A-Frame: Steps from Lake Superior

A peaceful, feel good place. Renovated rustic modern Aframe off Lake Superior's scenic south shore. Surrounded by evergreen and birch trees in an idyllic woodland setting. Enjoy walks to the beach, breathtaking sunsets and beach bonfires, kayaking the famous seacaves, biking, hiking to waterfalls, shopping for vintage treasures or just relaxing/stargazing in the beautiful private backyard. A perfect home base for exploring the Apostle islands, Bayfield and Madeline Island.

The Acorn of Little Sand Bay Dog Friendly

Modern, rustic, Aframe cabin in the woods with beautiful, simple décor, fully equipped kitchen, new appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, heated tile floor, walk-in shower, shampoo/conditioner/bodywash provided. King-size bed in the loft area. Smart TV, wifi. Books, games, bluetooth speaker The woodstove heats the cabin perfectly in the colder months. All wood provided. There is also a minisplit heat/ac unit.

Seclusion in the Pines - A Hidden Gem in Bayfield

Rittenhouse Pines Cottage is a one-of-kind rental! It's a secluded getaway overlooking a ravine surrounded by towering pines. And it's close enough (seven blocks) to all downtown Bayfield has to offer! Since it's the guest cottage adjacent to our home (although it's about 1/2 block away), our three friendly dogs are used to having the run of the place. We'll keep them close to home during your stay but if you aren't a fan of dogs, this may not be the cottage for you.

Applegate Cottage - South Shore of Lake Superior

Applegate cottage is an adorable cottage located just a short walk from the beautiful beach in Herbster, Wisconsin on the Lake Superior Scenic Byway. Whether you like hiking, biking, kayaking, skiing or just relaxing, there’s something nearby for everyone. Bayfield County has orchards, wineries, the Apostle Islands, sea caves, boutique shopping, waterfalls, great restaurants and so much more! Best of all…the sunsets! And, every season brings it’s own beauty!

Romantic Vineyard Cabin, Sauna, Plunge Pool

Come and celebrate all that Bayfield has to offer at this quiet vineyard and forest getaway, just 2 miles from downtown. Located in Bayfield's charming Fruit Loop, you'll be surrounded by vines, forest, orchards, and berry farms. The Scandinavian cabin, forest facing sauna with plunge pool, and vineyard sit within 5 acres of woods, secluded from roads and neighbors. The cabin has an occupancy limit of 2 adults and one dog.

A+ Amenities~ Fire Pit~ 2 Kings~ Pets~ EV Charger

Walkable ✔ Pet & Family Friendly ✔ 3 Living Rooms ✔ ★ "Beautiful, well decorated & well appointed home!" ☞ Private backyard w/ fire pit + seating ☞ Fully equipped + stocked kitchen ☞ Parking → driveway (3 cars) ☞ Onsite washer + dryer ☞ Indoor gas fireplace ☞ EV charger (level 2) ☞ 48” Smart TVs (3) ☞ 75 Mbps wifi 2 mins → DT Bayfield (cafes, dining, shopping) 3 mins → Lake Superior + Apple Hill Orchard

Wonderstate Bayfield Sunny 2-bedroom Apartment

Sunny and charming second-floor, two-bedroom apartment just steps away from Lake Superior above the Wonderstate Coffee cafe. The perfect home base for all your adventures while exploring the Apostle Islands National Lakeshore, this apartment is conveniently located in the bustling downtown of the picturesque town of Bayfield, WI. Enjoy freshly ground Wonderstate Coffee to brew yourself during your stay.