Family-friendly holiday rentals in Hayward

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Top-rated family-friendly rentals in Hayward

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

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Top guest favourite
A rustic cabin is framed by lush greenery and vibrant foliage, with a winding path leading to the lake. Soft clouds drift across the sky, reflecting warm hues of sunset, creating a serene backdrop within a natural setting.
Cabin in Hayward
4.95 out of 5 average rating, 129 reviews

Glamping Cabin at Loon Lake Guesthouse

Rustic Elegance + Northwoods Flare + Island View Panorama + Fully Electric + Front Porch 10 minutes from Hayward, The Glamping Cabin's spacious semi-open floor-plan has 2 beds, full kitchen, dishes, utensils and a thoughtfully designed camp-style water system. Winter days are warm+cozy with the Row-0-Flames heater. Showers are outdoors when temperatures are above 32 degrees or next door at Loon Lake Guesthouse when its cold out. Your "toilet" is a colorful outdoor privy. Fully electric with WiFi

Guest favourite
A large fish is held by a person sitting on a boat. The fish features distinctive patterns and colors, showcasing its length. The background reveals a calm lake, with gentle waves and a soft sky, indicating an early evening atmosphere.
Cabin in Hayward
4.89 out of 5 average rating, 140 reviews

Cozy Cabin on Beautiful Grindstone Lake

Cozy cabin on Grindstone Lake with access to Lac Courte Oreilles lake as well. Both are considered pristine for musky and walleye. Sevenwinds Casino and Big Fish Golf Course are minutes away. Downtown Hayward is only 15 minutes. You have access to the community dock and shared frontage to crystal clear Grindstone Lake. The Snowmobile trail runs immediately in front of the cabin. Ice fishing right off our shore produces walleye, crappie and perch. We have a fisherman’s haven just waiting for you!

Top guest favourite
A wooden cabin with a rustic design features a front porch supported by beams. The prominent red double doors add a pop of color against the brown wood exterior. A light layer of snow covers the ground, setting a serene winter scene among surrounding trees.
Guest suite in Stone Lake
4.97 out of 5 average rating, 124 reviews

Stumble Inn

The Stumble Inn motel suite resides in the quaint little town of Stone Lake, WI. Stroll around town to enjoy our local shops, restaurants and parks. A short drive in any direction leads you to one of our many area lakes for your boating and fishing pleasure. Hiking, biking, snowmobile and ATV trails are just outside our door! Large blacktop parking lot with plenty of room for trucks and trailers. Located just steps away from the 5-Star rated Red Schoolhouse Wines. The North woods at its best!

Top guest favourite
Two hanging chairs are suspended from a rustic wooden frame adorned with string lights, creating a warm glow. A fire pit made of stones is positioned below the chairs, surrounded by a wooded setting. A cabin can be seen in the background, softly illuminated through its window.
Cabin in Hayward
4.94 out of 5 average rating, 322 reviews

The Timberjack

Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!

Guest favourite
The modern cabin features a covered deck with ample seating, including bright red Adirondack chairs positioned around a fire pit. Large windows display warm ambient lighting within, while smoke gently rises from the roof, blending with the surrounding woods.
Cabin in Hayward
4.98 out of 5 average rating, 231 reviews

Hayward Haus, Modern Design w/ Classic Experience

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind This cabin was built in 2021 and host is 13 year "superhost" This is a default "no pets" cabin, however exceptions can be made with permission and a fee. Inquire with host. NEMA 15-40R outlet provided for level 2 EV charging. You bring chord and adapter.

Top guest favourite
Cabin in Comstock
4.97 out of 5 average rating, 230 reviews

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental

We finished building this modern Scandinavian cabin in spring 2020. It’s been featured in Vogue and on Magnolia Network. The cabin sits at the end of the road on a private lot with a perfect view of sunsets over the nature side of the lake. Drive past farm fields, into the woods, and onto our private gravel road, arriving at the driveway. Watch loons, tundra swans, eagles, beavers and deer while you relax by the lake. Pontoon boat rental is available as an add on! Pets welcome for a $90 fee!

Top guest favourite
A log cabin situated amidst tall trees features a spacious deck equipped with a dining table and four red chairs. A propane grill is positioned nearby, allowing for outdoor cooking. The cabin's wooden exterior blends harmoniously with the natural surroundings.
Cabin in Hayward
4.95 out of 5 average rating, 422 reviews

"Das Blockhaus" - cozy, authentic German log cabin

Studio sized log cabin with direct access to Hayward Lake and located just 3.5 miles from the Hatchery Creek Trailhead (Birkie Trail and CAMBA mountain bike trail access at this trailhead). Or you could go hang out at the city beach just half a mile away or launch your boat at the public launch (same place). Also just a short walk to downtown for great coffee, food and drink. Great location! Perfect home base for your Hayward area adventure!! Welcome to the great northwoods - enjoy your stay!!

Top guest favourite
The kitchen features a modern design with a large island and four high-backed chairs. Stainless steel appliances are visible, alongside warm wood cabinetry. Natural light filters through the window, highlighting the rustic wooden floor and surrounding living area.
Cabin in Cable
4.98 out of 5 average rating, 319 reviews

Start Line Inn on Bike & XC Trails Powered by Sun

Silent Sport & outdoor enthusiasts. Rejuvenate in nature. Powered by Solar Energy. Couples getaway or fun with family/friends. Ski, Bike & Hike in/out. Trails for XC, mountain & fat biking & hiking. Scenic routes for road cyclists. 20% OFF at Start Line Services Bike & XC Shop, on property. Water access nearby. Located at American Birkebeiner Start. Cabin charm with modern comforts. Business grade WiFi Work & Play! Wish to reserve more than 6 months ahead? Please send message.

Top guest favourite
Cabin in Hayward
4.98 out of 5 average rating, 130 reviews

Seeley Oaks A-Frame | Couples Winter Getaway

This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Superhost
A rustic yurt is surrounded by trees, showcasing a wooden deck with railings. The exterior is covered in green fabric, and a wooden door with a window invites entry. Natural stones are positioned around the base, blending the structure with the forest environment.
Yurt in Cable
4.9 out of 5 average rating, 401 reviews

Cable Rustic Yurt

Explore thousands of acres of public forest land and enjoy endless miles of some of the best recreational trails Wisconsin has to offer. Step out of the yurt, located in the middle of Bayfield County Forest land, and right onto CAMBA mountain bike trails and the North End ski trails (which connect to the American Birkebeiner ski trails). This is a rustic, minimally maintained yurt so come prepared to relax, unwind and explore the wonders of the north woods.

Top guest favourite
A cozy interior features a sleeping loft accessed by a ladder, with a spacious couch in the foreground. The kitchenette showcases modern appliances and reclaimed wood accents, while natural light streams through large windows adorned with light-colored curtains.
Tiny home in Lake Nebagamon
4.98 out of 5 average rating, 388 reviews

Cozy Fireplace in a Northwoods Tiny House

Deer Haven is a tiny house (192 sq feet) located in my backyard, overlooking acres of woodland. The space is small and simple. Get to the queen bed in the sleeping loft by climbing the ladder. Bathroom has a toilet and stock tank shower. The kitchen has basic amenities - fridge, microwave, hot plate, griddle, dishes, etc. Best spot in the house is on the couch, where you can see the fireplace and the gorgeous woods out the patio door.

Guest favourite
A living area features a gray sofa positioned facing a stone fireplace. Light wood paneling complements the open layout, which includes a dining table of four and a staircase leading to the upper level. Natural light is welcomed through the doorway beyond.
Cabin in Hayward
4.89 out of 5 average rating, 112 reviews

Backyard trails and Lake Hayward!

Stay in one of the oldest structures in Sawyer County with private Lake Hayward frontage in your front yard and the Birkie trail, atv and snowmobile trails in the backyard! You can hike, bike, ski, or ride the trails directly from our yard. Plenty of parking-driveway is a loop. Cabin was completely renovated top to bottom in spring of 2021. Enjoy serenity and country feel but also close proximity to Hayward. (2 miles to main street)

Popular amenities for Hayward family-friendly rentals

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

  • Total holiday rentals

    Explore 20 holiday rentals in Hayward

  • Nightly prices starting at

    Hayward holiday rentals start at $129 SGD per night before taxes and fees

  • Verified guest reviews

    Over 920 verified reviews to help you choose

  • Wifi availability

    20 of Hayward holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hayward rentals

  • 4.9 Average rating

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