
Family-friendly holiday rentals in Bayfield
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Top-rated family-friendly rentals in Bayfield
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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

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.

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

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.

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.

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.

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

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!

Turtle Yurts - Yurt 1
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.

Applegate Cottage - South Shore of Lake Superior
Applegate cottage is an adorable cottage located just a short walk from the beautiful beach in Herbster, Wisconsin on the Lake Superior Scenic Byway. Whether you like hiking, biking, kayaking, skiing or just relaxing, there’s something nearby for everyone. Bayfield County has orchards, wineries, the Apostle Islands, sea caves, boutique shopping, waterfalls, great restaurants and so much more! Best of all…the sunsets! And, every season brings it’s own beauty!

Sunrise Lake View 2 • Walk to Downtown Bayfield
Relax in this peaceful hillside suite overlooking Lake Superior and Madeline Island. Wake to beautiful sunrise views and enjoy a short walk to downtown Bayfield’s restaurants, shops, marina, ferry, parks, and hiking trails. This cozy cottage-style apartment is the perfect home base for exploring the area while enjoying a quiet coastal retreat. 1 dog allowed (up to 60 lbs). Pets may not be left unattended in the suite. Please review house rules for details.

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 Bayfield family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside Condo - Sleeps 8

One Minute Walk to Lake Superior. Brookside #11

Lake Superior Condo With Waterfront Views + Access

The Madeline Escape

Bayfield Condo on the shore of Lake Superior

Cozy cabin - perfect for you winter getaway!

Brule River Secluded Getaway • Hot Tub • Pets

Rittenhouse Cottage (Sleeps 3)
Family- and pet-friendly home rentals

Stunning Bark Point Home on Superior's South Shore

The Red Onion House near Bayfield

Riverwood Hideaway

Start Line Inn on Bike & XC Trails Powered by Sun

The Black Spruce (No Cleaning Fee! Access Trails!)

Sky Fire | Lake Superior Waterfront Retreat

Parker Creek Tiny House

Superior Lakefront! June Weekdays Remain Open!
Family-friendly home rentals with a pool

Sunrise Suite on Lake Superior | Pool & Hot Tub

Brookside Hide-A-Way #2, Port Superior, Bayfield

Superior Hideaway

Lakefront 2 Queen Fireplace Studio~Pool/Hot Tub

Lakefront 2BR Retreat| Pool • Hot Tub • Sauna • EV

Majestic Lake Views | Studio, 2 Queen | Pools

Brookside Condo #4

Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed
When is the best time to visit Bayfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $440 NZD | $438 NZD | $428 NZD | $401 NZD | $448 NZD | $502 NZD | $555 NZD | $562 NZD | $527 NZD | $500 NZD | $446 NZD | $430 NZD |
| Avg. temp | -12°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 19°C | 14°C | 7°C | -1°C | -8°C |
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 $201 NZD 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

Wi-Fi availability
40 of Bayfield holiday rentals include Wi-Fi 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!
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- Family-friendly rentals Bayfield County
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