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Siskiwit Suite Siskiwit Bay Lodge

18 and older are welcome. No pets, due to Innkeeper's allergies. Please note, no early check-in. The Siskiwit Suite has a Calif. King bedroom with a private bathroom, and a bubble tub. There is a full kitchen including coffee maker and living room with balcony deck that also faces west looking out to the lake. Amenities include: a fireplace, and WiFi. An optional lite breakfast offered is fresh fruit daily with either muffins, danish, fruit parfait, or quick bread. Coffee or tea is included.

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.

Bayfield Condo on the shore of Lake Superior

With stunning Lake Superior views right in the heart of town, Boatworks 203 is a fantastic spot to experience Bayfield! Walk to the many unique local dining & shopping options as well as the wide array of natural attractions Bayfield has to offer. Lake Superior is within walking distance, along with Bayfield City Dock & Marina, the Madeline Island Ferry Line, fishing, kayaking & boat tours to explore the 22 Apostle Islands. Great golfing, hiking, biking, skiing and orchards are also nearby.

The Bear Den at Second Wind

Come hibernate at Second Wind. Enjoy the inviting log canopy bed, a two person Jacuzzi, private bath, and engulfing comfy chairs. Venture out to The Gathering Room (lounge) and feel free to use hospitality center, which has a small kitchenette with microwave, fridge and sink. Enjoy our rustic elegance, so close to town, (Ashland) but in the country. Take in a sunset on the front porch or roam our 60 country acres and meet our adorable farm animals. Great for couples, and business travelers.

One Minute Walk to Lake Superior. Brookside #10

Amazing location! New improved cleaning crew. Strong Wifi updated in May 2026. This Comfy Studio Condo sleeps 4, King bed & Queen sofa sleeper. kitchenette, balcony, AC, CableTV, BBQ, fire pit, jet-tub/shower. Walk to the restaurant, bar, marina and pool, open in July, August and Sept. 2.3 miles from Bayfield. Hike or bike the Brownstone trail along the lake. Ride the ferry to Madeline or cruise the Apostles. Sail, fish, kayak, golf, orchards, ski, Big top, Bayview Beach within minutes.

Telemark Northwoods Studio - Birkie Basecamp

Perfect for couples or solo travelers, this cozy studio sits just north of Mt. Telemark and a few miles outside of Cable, WI. Compact yet comfortable, it features a warm fireplace, full kitchenette, smart TV, Wi-Fi, and pleasant balcony views. This year-round Northwoods escape, the studio offers easy access to snowmobile trails, pontoon rentals, and is minutes from the Birkie and XC ski trails for great outdoor adventures. It sleeps 2 comfortably and includes an in-unit washer/dryer

One Minute Walk to Lake Superior. Brookside #11

Amazing location! Strong Wifi updated in May 2026. This Comfy Studio Condo sleeps 4, Whirlpool tub/shower,King bed & Queen sofa sleeper. AC, CableTV and fire pit wood provided. 1 minute walk to the marina. Bayfield is 2.3 mi from Brookside. Hike or bike the Brownstone trail along the lake. Take the ferry to Madeline, cruise the apostles,sail, fish, kayak, golf, orchards. The pool an restraunt opens July 1st. 5 minutes to Bayview beach, Mt Ashwabay, Big top and Adventure Brewery.

Telemark Northwoods Condo - 1br/1ba with Jacuzzi

This comfortable 1BR/1BA condo sits just north of Mt. Telemark and a few miles outside of Cable, WI. It features a private jacuzzi in a dedicated spa room! This perfect year-round retreat offers access to snowmobile trails, pontoon rentals, a cozy fireplace, a full kitchen, a smart TV, Wi-Fi, and beautiful balcony views. It’s minutes from the Birkie and XC ski trails for endless outdoor adventures. The unit sleeps 4 and includes an in-unit washer/dryer

Hendrickson House - Downtown Bayfield, WI

Welcome to your perfect Bayfield getaway! This charming home in the heart of downtown Bayfield, Wisconsin, offers comfort, style, and unbeatable convenience just steps from local shops, dining, and the Lake Superior waterfront. The property features 2 bedrooms, 3 bathrooms, and fully stocked kitchens, providing everything you need for a relaxing stay. With space to sleep up to 10 guests, it’s ideal for families, groups, or extended weekend escapes.

Telemark Woodland Escape | Cozy 1-Bedroom

Escape to the serene northwoods of Mount Telemark in this recently upgraded, cozy 1-bedroom unit. Enjoy a plush king bed, full bath, sleep sofa for extra guests (sleeps up to 4), efficient kitchenette, and private deck with lush forest views. Ideal for couples or small families craving tranquility, it's steps from world-class hiking and biking trails, pristine Lake Namakagon, and Telemark's amenities like hot tubs, firepits, and playgrounds.

Cozy cabin - perfect for you winter getaway!

Nestled deep into the beautiful cabin countryside of Douglas County, you’ll find your escape from the hustle and bustle of every day life when you arrive for your vacation at the Harvest Moon Cabin. This cabin sits deep in the woods on 5 acres of soaring pines. With tons of room to roam and 250’ of sugar sand beach and lakefront, this experience is sure to be one you’ll remember for ages.

Namakagon Lakehouse | Private Dock | Hot Tub

Modern Lakehouse Retreat on Lake Namakagon with a Private Hot Tub and two private docks. This modern vacation home blends rustic charm with luxurious amenities—perfect for couples, families, or friends looking for a relaxing retreat. Birkie Availability!