Holiday rentals in Red Cliff

The Eclectic Apartment on Broad Street

Your jumping off point to all things Apostle Islands National Lakeshore. Rest and relax , 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!

Bayfield Fruit Loop Retreat - Main Cottage

Welcome to the Bayfield Fruitloop Retreat, featuring a beautiful "Main Cottage" nestled in 7 acres of woods in Bayfield, Wisconsin. The property allows you to savor a peaceful & quiet northwoods experience but still minutes from several attractions & historic downtown Bayfield. The property is conveniently located just 5 minutes' drive or 2.5 miles from the center of downtown Bayfield. Located right on country Hwy J, a starting point for a self-guided tour around the city of Bayfield where a

Superior Sanctuary: Refined Rustic in the Woods

Escape to the tranquil shores of Lake Superior in our charming retreat! Nestled within the serene Brickyard Creek Community, this modern haven offers a perfect blend of rustic elegance and contemporary comforts.  Immerse yourself in nature's beauty, unwind on the spacious screened porch, and cozy up by the fireplace. Your peaceful escape awaits. • Screened Porch with Swing Chairs • Access to Beach and Hiking Trails • Smart TV & Streaming • Modern Kitchen  • Boat Slip Rental Available

Twisting Twig Gardens and Orchard Wall Tent

Our wall tent offers a sweet retreat in the woods about 10 miles outside of Bayfield. We are located on a small working organic farm with vegetable and perennial gardens, apple trees, and rustic accommodations. We are located near Lake Superior and are about 6 miles from Meyers Beach in the Apostle Islands National Lakeshore. Our property is located on 40 acres and has a distant, but beautiful view of Lake Superior. We are on the edge of thousands of acres of county land. The perfect escape!

The Acorn of Little Sand Bay Dog Friendly

Modern-rustic, Aframe on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, glass stove top, air-fryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King bed in loft and NEW king gel memory foam bed on main floor. Smart TV, wi-fi. Woodstove heats the cabin perfectly as the main heat source. All wood is provided for woodstove and firepit. There is a minisplit heat/ac unit.

Grandma’s Country Cottage/Sleeps 8/Dog-Friendly

Large home with 4 bedrooms and 1.5 baths! Enough space for everyone to spread out with a huge eat-in kitchen and dining space with a table for games, puzzles, or hanging out. Large living room with enough couches for everyone to relax. Front porch with rocking chairs to sit in the morning sun and drink coffee! Vintage feel with old school linoleum floors and ridiculous shag carpet. Halfway between Legendary Waters Casino and Little Sand Bay, and about a mile from Copper Crow Distillery.

One Minute Walk to Lake Superior. Brookside #3

Amazing location! Strong Wifi updated in May 2026. This Condo sleeps 4, King bed & Queen air matress. Full kitchen, balcony, AC, CableTV, fire pit wood povided. Restaurant, bar and pool in July, Aug, Sept. Bayfield is a 2.3 mile hike or bike on the Brownstone Trail. 5 minutes from Mt Ashwabay, Big Top, Bayview beach and multiple hiking trails. Ride a ferry ride to Madeline or cruise the Apostles. Sail, fish, kayak, golf, ski. $50 pet fee per stay. 🙂 No smoking allowed.

Bayfield Rustic Yurt 2 (Terra Cotta)

Nestled in the middle of the Bayfield County Forest, this rustic, minimally maintained yurt has direct access to miles of non-motorized rec trails (mountain bike, cross-country ski and hiking). Enjoy panoramic views of Lake Superior including; Pike's Bay, four of the Apostle Islands (Madeline, Basswood, Stockton and Michigan) and the Upper Peninsula of Michigan. Come prepared to relax, unwind and explore the wonders of the north woods.

Fox Hollow Hideaway Just minutes from the beach

Cozy North Shore Cabin – Bayfield, WI Escape to this charming two-bedroom, 2 Full bathroom cabin on Lake Superior’s north shore in Bayfield, WI. Surrounded by towering pines, this cozy retreat offers a warm living space, a fully equipped kitchen, and a peaceful deck. Just minutes from town, hiking trails, and the Lake Superior, it's the perfect spot for relaxation or adventure. Book your stay and experience the beauty of Bayfield!

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 acres of secluded woods. The cabin has an occupancy limit of 2 adults and one dog. There is a $40 pet fee.

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.

Modern Tiny House w/Lake Superior View

Enjoy the wonders of Bayfield, Wisconsin, in the comfort of your own modern tiny house overlooking Lake Superior. This award-winning tiny house is across the street from Pikes Bay Marina and popular Brownstone Trail. As featured in Dwell Magazine, The EDGE is perfect for relaxation, adventure, or a little of both! Tempus Wilde is the name for our social media and website presence!