
Holiday rentals in Sand Island
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Top-rated holiday rentals in Sand Island
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South Shore A-Frame | Steps from Lake Superior
A peaceful, feel good place. Renovated rustic modern A-frame on Lake Superior's scenic south shore. Surrounded by evergreen and birch trees in an idyllic woodland setting. Enjoy walks to the beach (1/4th mile down road), 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.
4.92 out of 5 average rating, 266 reviews
Cedar Ridge | Hand-Crafted Cabin with Lake Views
This newly built cabin will take your breath away. You’ll find the perfect blend of Northwoods rustic charm and creature comforts in this 3 bdrm cabin nestled in the woods overlooking Lake Superior’s Bark Bay. You’ll fall in love with all the care & attention its owners have put into every detail. From the stunning cedar beams that provide the backdrop to the incredible lake views to the hand-crafted interior woodwork and the beautiful kitchen, you will see how unique and special this cabin is.
4.97 out of 5 average rating, 187 reviews
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!
4.97 out of 5 average rating, 437 reviews
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
4.98 out of 5 average rating, 126 reviews
Superior Lakefront Cabin - Beach - Trail Access
Lakefront cabin located at the site of historic Captain's Cove Boat Tours. The interior has been newly renovated to include modern fixtures and finishes to an open floor plan that maximizes the breathtaking views of Lake Superior. For epic panoramas of the lake head out to the yard for a hot cocoa by the bonfire, or a glass of wine at the charming deck on the bluff's edge. Or take the path down to the private beach featuring 280' of pebble and sand shoreline. Access to bike and hiking trails.
4.95 out of 5 average rating, 214 reviews
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 (CAMBA single track & Mt Ashwabay nordic ski/ hiking trails). Enjoy panoramic views of Lake Superior including, Pike's Bay, four of the Apostle Islands (Madeline, Basswood, Stockton & Michigan) & the Upper Peninsula of Michigan. Come prepared to relax, unwind & explore the wonders of the north woods. Yurt access walk in only & is 3/4 mile uphill.
4.95 out of 5 average rating, 414 reviews
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.
4.99 out of 5 average rating, 232 reviews
Sky Fire | Lake Superior Waterfront Retreat
Relax with expansive views of Lake Superior as you bask in the glow of the wood burning fireplace's radiance. Waves echoing off the brownstone cliff upon which this special home is perched, absorb the splendor of bald eagles soaring only feet away. Minutes from your nest is Meyer's Beach, the common entry point to begin your kayak or hiking excursion to the sea and ice caves of this, the greatest of all lakes. Bike, hiking, motorsports and XC ski trails abound. Rest or play. It's all here.
4.9 out of 5 average rating, 372 reviews
Sölveig Stay: Shipping Container with Nordic SAUNA
Storage containers converted into a Nordic sauna and living space. Set in the woods half a mile from the sandy south shore of LAKE SUPERIOR. Our two-person occupancy and minimal design are curated to re-focus and re-fresh its inhabitants. Located on 80 acres of private land, you will fall in love with the peace and quiet. Whether you’re looking for a romantic couples getaway, spa weekend, or workspace as a digital nomad, Sölveig Stay was designed to spark creativity and relaxation.
4.98 out of 5 average rating, 238 reviews
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 A
4.88 out of 5 average rating, 205 reviews
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.
4.79 out of 5 average rating, 395 reviews
Superior Sunsets @ The West Slope (Steam Shower)
Our 3 bedroom, 2 bath home is located 1 mile out of Cornucopia and 20 miles from Bayfield. Nestled in a lush forest on a sandstone cliff overlooking Lake Superior, this home is a new build featuring a STEAM SHOWER , a fully equipped kitchen and cozy gas fireplace . Deck with grill and stunning sunset views. Large entertainment room w/ 65" Smart T.V. , POOL TABLE & DART BOARD. Outdoor firepit and picnic table. WE PRACTICE ENHANCED SANITIZING MEASURES WITH EVERY TURNOVER.
4.99 out of 5 average rating, 166 reviewsPopular amenities for Sand Island holiday rentals
Other great holiday rentals in Sand Island

Architect-designed, net zero home w/ stunning view
4.96 out of 5 average rating, 177 reviews
Summit A-Frame on Lake Superior with Sauna
4.9 out of 5 average rating, 92 reviews
Raspberry Overlook- LakeView,Birds,DarkSky: Cabin
4.94 out of 5 average rating, 47 reviews
Private Beach Haven with All of the Comforts
4.89 out of 5 average rating, 84 reviews
The Pumphouse on Lake Superior I 200’ Lakefront
5.0 out of 5 average rating, 47 reviews
Lake Superior/Sleeps 11/Dog-Friendly
4.94 out of 5 average rating, 51 reviews
The Flying Barn
4.98 out of 5 average rating, 58 reviews
Lakeshore Retreat on Lake Superior, Bayfield
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