Family-friendly holiday rentals in Bayfield

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Bayfield

  • Total holiday rentals

    Explore 40 holiday rentals in Bayfield

  • Nightly prices starting at

    Bayfield holiday rentals start at $155 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,820 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Bayfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bayfield rentals

  • 4.9 Average rating

    Bayfield stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated family-friendly rentals in Bayfield

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

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Top guest favourite
A charming green house is framed by colorful gardens filled with various flowers. The inviting porch is adorned with seating, and large windows reflect natural light. The home showcases classic architectural elements under a clear blue sky, providing a welcoming appearance.
Flat in Bayfield
4.96 out of 5 average rating, 139 reviews

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!

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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

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Top guest favourite
Cottage in Bayfield
4.87 out of 5 average rating, 192 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

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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.

Indoor spacesFamilyLong stay

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.
Guest house 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.

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Top guest favourite
Cottage in Cornucopia
4.99 out of 5 average rating, 160 reviews

Borealis Cottage by Siskiwit Bay

Borealis Cottage sits on a 2-acre, private, wooded lot in the sustainably designed Sawgrass Community of Cornucopia. Light-filled cottage with open floor plan includes a sleeping loft, screened porch, gas fireplace, and fully-equipped kitchen. A quick, quiet walk from the cottage takes you to a private wooded path with access to Cornucopia Beach on Siskiwit Bay. Explore the Apostle Islands National Lakeshore--our cottage is located 4 miles from Meyers Beach and 20 miles from Bayfield.

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Top guest favourite
A newly constructed cabin sits nestled among trees, featuring large picture windows and a screened porch. Nearby, a barrel sauna adds a rustic touch to the serene forest setting, with soft sunlight filtering through the treetops.
Cabin in Cornucopia
5 out of 5 average rating, 147 reviews

Romantic Forest Cabin, Sauna, Trail to Beach

Treat yourself to a deluxe stay in this quiet, newly constructed cabin with picture windows, screened porch and barrel sauna. Enjoy long days and sunsets at Corny Beach, a 10 min walk from the cabin along a nature trail. Visit Bayfield 20 min away or take in the quirky, small-town of Cornucopia and then come home and take a sauna in this peaceful forest! The cabin has an occupancy limit of 2 adults and one dog ($50 pet fee). A SUP board is stored near the beach for guests in summer.

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Guest favourite
A geodesic dome is situated on a grassy clearing, surrounded by trees. The structure features large, clear panels that provide sweeping views of the outdoors. A chimney rises from the dome's top, suggesting a wood stove for warmth.
Dome in Bayfield
4.93 out of 5 average rating, 128 reviews

Twisting Twig Gardens and Orchard Geodesic Dome

Our rustic glamping dome 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!

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Guest favourite
A living area features a navy blue sofa paired with a rustic wooden coffee table. A television is mounted on the wall, and light streams in through a sliding glass door leading to a balcony. A dining area with a small table is also visible.
Apartment in Bayfield
4.81 out of 5 average rating, 304 reviews

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.

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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.

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Top guest favourite
A warm space is created with an orange bedspread covering a spacious bed, complemented by patterned pillows. A kitchenette with essential appliances and a small dining table is visible. Soft lighting highlights the natural wood beams of the yurt, enhancing the serene environment.
Yurt in Two Harbors
4.98 out of 5 average rating, 325 reviews

Hot Tub, Sauna, Glamping, Private, Wifi, Kayaks

* All are welcome here * Hot tub, sauna, shower * 4 miles to Superior Hiking Trail, 6 miles to Betty’s Pies, 9 miles to Two Harbors Lighthouse, 9 miles to Gooseberry Falls, 16 miles to Split Rock Lighthouse * Firewood provided * 2 folding kayaks (will fit in any vehicle) * 70 Mpbs Wifi * Pet friendly * 16.5 acres of secluded beauty * Sleeps up to 4 * Electricity * 1 mile of trails on site * Dark skies * Space heaters provided * See more @wildhavenmn on social media

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Guest favourite
Several yurts are nestled among lush green trees, featuring a blend of blue and tan exteriors. Each yurt is set on a wooden platform with stairs leading to the entrance, surrounded by natural forest floor and dappled sunlight filtering through the leaves.
Yurt in Bayfield
4.92 out of 5 average rating, 214 reviews

Yurt 1 - Turtle Yurts

1 Bedroom, 1 Bath, Sleeps 2 Nestled among the north woods, this yurt is a comfortable and unique getaway. The design is a contemporary twist on the traditional yurt, featuring classic yurt elements such as lattice walls and radial rafters, along with modern comforts. The yurt sleeps up to two guests with a queen-size bed sitting under a clear dome to watch the sky above. There is a sitting area, as well as a bathroom, complete with hot shower and flush toilet.

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Popular amenities for Bayfield family-friendly rentals

When is the best time to visit Bayfield?

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Avg. price$340 SGD$339 SGD$331 SGD$310 SGD$347 SGD$388 SGD$429 SGD$434 SGD$407 SGD$387 SGD$345 SGD$332 SGD
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