Holiday rentals with a patio in Madeline Island

Haven House on Madeline Island

Come and enjoy everything Madeline Island has to offer! Haven House is a well-maintained 2 bedroom cottage, less than 1 mile from from the beach in either direction! Living room hosts an electric fireplace, TV with cable, and an upright piano. Kitchen is fully equipped! Things to do on the island: - Rent scooters and tour the island - Hike Big Bay State Park - Bike into town and visit local art galleries - Kayak the lagoon at Big Bay Town Park - Gift shops, restaurants, and ice cream shop!

The Eclectic Apartment on Broad Street

Perfect for a rejuvenating week or weekend getaway! Rest and relax in this amazing space, one block from the public sauna and pool, where you will wake up to sunrises over Lake Superior and end your day on the deck with a glass of wine or a good book. The bedroom and living room have amazing natural lighting. Local coffee and a full kitchen, as well as laundry, free parking, Roku TV and a custom tile shower offer all of the comforts of home. The perfect romantic getaway, or a retreat for one!

Boho/MCM-5 Blocks to Lake Superior-Dog-Friendly

Hip Nautic is the perfect combination of boho meets mid-century modern. Kid & dog friendly. Whimsical decisions can be made from the moment you arrive. In the mood to chill? Refreshing coffee/tea bar & front porch will hit the spot! Backyard firepit, & dog runner cable. Attn: Outdoor enthusiasts-walking distance to Lake Superior. Short distance to Ski/snowboard/snowmobile trails, golf, Superior Hiking Trail, State Parks w/waterfalls, mountain biking, rock climbing. Walk to shop/dine/drink.

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.

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.

Bright Updated Lakefront Home As Your Retreat

Welcoming all to this light-filled renovated cottage with three decks overlooking Superior to relax, sun, eat, play. On the side, a wetland with turtles, rabbits, birds, deer. Inside, an inviting open living room, big tv, nice full kitchen, new lux bathroom, two comfortable bedrooms, and cozy gas fireplace. We're the lucky new owners of this sweet cottage that is our part-time home and writing retreat, set up with all you need to come share in a bit of lake island life.

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.

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.