Holiday houses in Stockton Island

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Top-rated holiday rentals in Stockton Island

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Guest favourite
A wooden pathway leads to the cottage, bordered by lush green grass and colorful flowers. The entrance is framed by wooden lattice, and a clear view of the lake can be seen through the trees in the background, highlighting the peaceful setting.
Cottage in La Pointe
4.95 out of 5 average rating, 55 reviews

Bright Updated Lakefront Home As Your Retreat

Welcoming all to this light-filled renovated cabin to relax, sun, eat, play. Outside, three decks and big yard overlook Superior right next to l ush wetland with turtles, rabbits, birds, deer. Inside, comfortable open living room and full kitchen, two cozy cool bedrooms, new lux bathroom. Big tv and gas fireplace, games and music, endless windows and views. We cherish this place and island as a part-time home and writing retreat and we love to have others come share in a bit of lake island life.

Top Guest favourite
Home in Herbster
4.97 out of 5 average rating, 426 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!

Top Guest favourite
A spacious outdoor deck with a cozy lounge area featuring a modern propane fireplace surrounded by plush seating. The deck is lined with trees, providing a serene, private setting. String lights are seen above, adding ambiance to the inviting space for relaxation.
Cottage in Bayfield
4.99 out of 5 average rating, 120 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

Top Guest favourite
Cottage in Bayfield
4.87 out of 5 average rating, 193 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 Available

Top Guest favourite
The cabin's exterior displays a modern A-frame design, surrounded by a lush forest. The patio area features blue adirondack chairs and a small table, inviting relaxation amidst nature. A circular window enhances the aesthetic, creating a connection between indoor and outdoor spaces.
Cabin in Bayfield
4.99 out of 5 average rating, 220 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.

Guest favourite
An aerial view captures the expansive a-frame cabin, showcasing its unique triangular architecture and stone chimney. Surrounded by lush greenery, large decks extend from the structure, providing outdoor space. The soft glow from the windows hints at a warm, inviting interior.
Cabin in Two Harbors
4.99 out of 5 average rating, 238 reviews

Wild Pines Cabin: A-frame w/ Lake Superior views

Enjoy off-grid vibes while being right in the heart of the North Shore. Located 5 minutes from Split Rock Lighthouse, Wild Pines Cabin is a completely renovated 1974 a-frame that sits atop 40 private acres overlooking Lake Superior. During your stay, hike through the property, catch glimpses of wildlife, sip coffee by the fire while taking in the sunrise over the lake, or step out to nearby Gooseberry, Black Beach, or Tettegouche. A beautifully private north woods retreat any time of year!

Top Guest favourite
A charming red cottage is nestled among tall trees, showcasing a welcoming front with two white Adirondack chairs placed on a natural surface. Decorative flower arrangements hang near the entrance, surrounded by lush greenery and plants.
Guesthouse in Ashland
4.99 out of 5 average rating, 408 reviews

Norrsken Scandinavian Cottage

The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Superhost
Cabin in La Pointe
5 out of 5 average rating, 3 reviews

North Channel Cabin on Madeline Island

Welcome to North Channel Cabin on Madeline Island, a small cabin with big views of Lake Superior and Apostle Islands National Lakeshore. Just a mile from Big Bay Beach, the cabin is thoughtfully finished to provide a comfortable place to relax while serving as the perfect basecamp for adventures in the area. Whether you’re exploring Madeline Island, visiting Bayfield, or discovering the Apostle Islands, North Channel Cabin is a welcoming spot to return to at the end of the day.

Guest favourite
A rustic A-frame cabin is set amidst tall trees, featuring a stone pathway leading to a fire pit with stacked logs. Outdoor seating is visible, and a patio umbrella provides shade, enhancing the inviting outdoor space.
Cabin in Herbster
4.94 out of 5 average rating, 254 reviews

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, 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.

Guest favourite
Home in Bayfield
4.92 out of 5 average rating, 26 reviews

Lakeshore Retreat on Lake Superior, Bayfield

Enjoy Lake Superior views for days from this beautifully appointed home just south of downtown Bayfield, complete with expansive wraparound deck. The main level features a full kitchen that overlooks a formal dining room and a sprawling living room. Second level features a king lakeside bedroom, full bedroom, full bathroom, office/den and a twin trundle bedroom. Third level for a lofted style king suite overlooking the lake and its own en suite bathroom with shower.

Guest favourite
A private outdoor patio is presented with a glass dining table surrounded by four chairs. Colorful flower pots with blooming plants add vibrancy to the space, complemented by natural stone and greenery. Steps lead up to the entrance of the home.
Farm stay in La Pointe
4.91 out of 5 average rating, 163 reviews

Hippophile Farm Get-a-way Garden Apartment

The space is a newly renovated apartment on the lower level of our home which is located at our private horse farm on Madeline Island. It is light, bright, with a modern and clean look. It has all the things you need to relax and rejuvenate after spending a day exploring Madeline Island. Enjoy the beautiful woods surrounding the apartment or take a walk to our beautiful stables on the property. Bring your horses if you wish, or just come to enjoy the scenery.

Guest favourite
A rustic red yurt is surrounded by a forest of trees. A large wooden deck offers a welcoming entrance and is equipped with a sturdy railing. Natural ground covers and underbrush can be seen nearby, creating a serene and natural setting.
Yurt in Bayfield
4.95 out of 5 average rating, 396 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 (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.

Popular amenities for Stockton Island holiday rentals