Family-friendly vacation rentals in Bayfield County

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Top-rated family-friendly rentals in Bayfield County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost
A yurt is nestled among trees, featuring a circular white top and green walls. A small wooden deck extends from the entrance, providing a welcoming outdoor space. The surrounding area is landscaped with lush greenery and scattered underbrush.
Yurt in Bayfield
4.88 out of 5 average rating, 540 reviews

Bayfield Rustic Yurt 1 (Evergreen)

Explore thousands of acres of the Bayfield County Forest and enjoy endless miles of exceptionally maintained non-motorized recreational trails. The yurt has direct access to CAMBA mountain bike trails and Mt. Ashwabay ski trails. The landscape is also spectacular. Take in the panoramic views of Lake Superior and the Onion River valley. This is a rustic, minimally maintained yurt set in the middle of the county forest, so come prepared to relax, unwind and explore the wonders of the north woods.

Top guest favorite
The cabin's striking exterior features large cedar beams and expansive windows, blending seamlessly into the natural surroundings. A screened-in patio offers a view of the woods and lake, while a gas grill is positioned nearby for outdoor dining.
Cabin in Herbster
4.97 out of 5 average rating, 165 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.

Top guest favorite
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, 113 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

Guest favorite
A historic wooden house is surrounded by vibrant greenery, showcasing multiple levels and unique architectural features. The entrance pathway is lined with bushes, and large windows are visible, allowing natural light to fill the interior. The inviting setting offers a sense of tranquility.
Guest suite in Bayfield
4.8 out of 5 average rating, 107 reviews

Chez Delmain in Bayfield

Simple private 3 room suite on 1st floor of our century old historic Bayfield house (2 bedrooms, living/dining room and full bath). The living/dining room has comfy chairs, table and chairs, mini fridge, microwave, coffee maker, toaster, electric tea kettle, plates, cups, silverware etc. Your space is private with private entrance, but closets and dressers contain our belongings. Guests can also use the shared porch, a comfortable place to relax and enjoy beautiful views of the lake n islands.

Guest favorite
Cottage in Bayfield
4.86 out of 5 average rating, 185 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 favorite
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, 211 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 favorite
A charming log cabin is nestled among tall trees, showcasing a sloped roof and warm wooden exterior. The porch area features a small seating arrangement and decorative stone pathways. A cozy shed is located to the side, surrounded by lush greenery and natural landscaping.
Cabin in Iron River
4.93 out of 5 average rating, 109 reviews

Adorable Northwoods cabin

Come enjoy the North woods in our beautiful little cabin. This cabin is a located in a perfect spot only 2 miles outside of Iron River. Close to tourist areas such as Duluth, Bayfield, Ashland and more. This cabin is the perfect get away. The Brule river is only 8 miles away and can make for the perfect day trip in a kayak or canoe. This cabin comfortably fits 2-4 people! You can enjoy the outdoors at the fire pit or the 3 season porch that gives you the perfect indoor/outdoor feeling!

Guest favorite
A tranquil lake scene is captured at twilight, reflecting soft colors of the sky. A dock with multiple boat slips extends into the water amidst lush trees lining the shore. The stillness of the water enhances the serene atmosphere.
Cabin in Iron River
4.76 out of 5 average rating, 148 reviews

Iron River, WI. Deer Trail Cabin #2 (Lake Delta)

Enjoy the peace and quiet of northern Wisconsin in this cute, comfortable cabin overlooking beautiful Lake Delta near Iron River Wi. Nice deck with a picnic table, charcoal grill, lawn chairs, and a view of the lake. Enjoy the evening in front of the fire pit telling stories , enjoying a beverage, or roasting marshmallows with the kids. Perfect for families, atv riders, snowmobilers, fisherman and hunters. This is an old resort with 10 cabins, it can be busy during the peak summer season.

Top guest favorite
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, 401 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.

Top guest favorite
A modern two-story cabin is set amidst autumn foliage, featuring a wooden exterior with a green roof. A stone pathway leads to the front door, framed by multiple windows that allow natural light into the interior. A small wooden structure is visible to the right.
Cabin in Cable
4.99 out of 5 average rating, 106 reviews

Up North Gem on Diamond Lake in Bayfield County

Lakeside cabin on pristine Diamond Lake in the heart of the Chequamegon National Forest area just outside of Cable, Wisconsin. The Birkebeiner cross country ski trail and scores of other mountain biking, hiking, and snowmobiling trails are close by plus other public recreation opportunities (hunting, snowshoeing, bird watching, etc) abound in the nearby National Forest lands. Several other lakes, including Lake Namekagon and Lake Owen, are nearby for your boating and fishing pleasure.

Guest favorite
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, 247 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 favorite
The exterior of a red yurt is surrounded by lush greenery and autumn foliage. A wooden staircase leads up to the entrance, while a chimney indicates a wood stove inside. A cloudy sky is visible above, adding to the serene ambiance of the setting.
Yurt in Bayfield
4.94 out of 5 average rating, 462 reviews

Twisting Twig Gardens and Orchard Yurt

Our yurt offers a sweet retreat in the woods about 10 miles outside of Bayfield. We are located on a small working organic farm with vegetable gardens, apple trees, and rustic accommodations. We are close to great outdoor recreation 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 is very remote. We are on the edge of thousands of acres of county land. The perfect escape!

Popular amenities for Bayfield County family-friendly rentals