Family-friendly holiday rentals in Sawyer County

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Top-rated family-friendly rentals in Sawyer County

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

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Top Guest favourite
A tranquil lake scene features a long wooden dock extending into calm waters, reflecting the clear blue sky. Surrounding greenery and a sandy edge are visible, creating a serene atmosphere. The distant shoreline is edged with trees, highlighting the property's natural beauty.
Cabin in Hayward
4.94 out of 5 average rating, 126 reviews

Diamonds On The Water on Lac Courte Oreilles

If you’re looking for your next getaway this is it! You will be quite hard-pressed to find a place closer to the water! This gorgeous Northwoods property sits on almost a 1⁄2 acre lot on the beautiful Lac Courte Oreilles lake with 260 feet of frontage. Wake up to incredible lake views from your main living area and bedrooms. The four season home features hardwood floors, hickory cabinets, beautiful custom tiled shower and an amazing peninsula location! AND, it is right on ATV/Snowmobile trail!

Guest favourite
A custom-built log lodge is nestled among snow-covered trees, with a sloped roof and large windows. The surrounding landscape is blanketed in fresh snow, creating a serene winter scene. Tall evergreen trees stand majestically, enhancing the tranquil setting.
Cabin in Hayward
4.95 out of 5 average rating, 120 reviews

White Tail Lodge; Near Hayward and Snowy Trails!

White Tail Lodge is a custom-built log Lodge on the pristine shores of Windigo Lake. Located only 6 miles from all the activities in Hayward, WI, the Lodge was built for fun family adventures in mind; near ATV trails; with water toys, a golf cart (to get less mobile persons down to the lake), a shuffle board court, pickle ball court, basketball hoop, a pool table and a fire ring area *In the summer, turnover days are FRIDAYS; click on the BOLD Friday date to see availability.* Nice Winter skiing

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!

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, 320 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!

Top Guest favourite
A charming cabin, surrounded by vibrant green grass and shaded by tall trees, is depicted. The cabin features a dark exterior complemented by large windows, allowing natural light to fill the interior. A spacious deck is visible, enhancing the outdoor living space.
Cabin in Hayward
4.98 out of 5 average rating, 202 reviews

Vintage 1940's Hayward Cabin!

Gorgeous 1940's cabin renovated inside and out in 2018! Nestled in the Northwoods, this home has a full kitchen w/ all amenities, cable TV/Wifi, large deck w/ table & chairs, charcoal grill and fire pit! Surrounded by premier lakes with 4 nearby boat landings to both Lac Courte Oreilles and Grinstone. Seasonal view of Lac Courte Oreilles- but no water access granted with rental. Only 15 minutes to downtown Hayward or Stone Lake! Enjoy the pleasure of a home for the price of a hotel room!

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, 421 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
Cabin in Hayward
4.98 out of 5 average rating, 129 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

Top Guest favourite
An outdoor seating area showcases comfortable green adirondack chairs arranged around a stone firepit, with a fire actively burning. A wooden structure is visible in the background, surrounded by lush greenery and tall trees, creating a serene natural setting.
Chalet in Hayward
4.97 out of 5 average rating, 100 reviews

Sylvan Chalet, Modern, Lakefront, Close to Trails

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. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Guest favourite
A private cottage is nestled among trees, featuring a gravel driveway leading to a spacious front porch. Outdoor seating is arranged on the porch, providing a peaceful view of the surrounding wooded area under a clear blue sky.
Guesthouse in Ojibwa
4.96 out of 5 average rating, 72 reviews

Quaint 2 bedroom cottage with access to ATV trails

Welcome! Come stay at this quiet retreat or headquarters for your weekend of trail riding! Private cottage with plenty of parking space for your UTV/ATVs! Ride to the Tuscobia trail system with endless trails to neighboring towns/villages such as Winter, Radisson, Birchwood Hiking, fishing, ATV/SxS trl riding, great outdoors! Enjoy the outdoors and stay in the WI Northwoods. Several dining options with great fish fries. Hayward is just 30 miles west and Ladysmith is 23 miles south.

Top Guest favourite
The living area features large windows allowing ample natural light. A spacious sofa and a cozy armchair are arranged around a coffee table, while a dining table with chairs is visible in the background. Decorative accents include a lamp and artwork on the walls.
Apartment in Hayward
4.87 out of 5 average rating, 296 reviews

Sunset Lake View Apt Callahan Lake

You’ll love my place because of the outdoors space, the view, use of pier. Inside we have all the comforts of home, TV, dishwasher, refrigerator with ice-maker, fireplace (gas),there is also a queen size sofa bed in the living room. Sunset Apartment" has a north woods modern feel with large Sunny windows facing the lake. Enjoy sunset apartment stay on beautiful Callahan Lake with excellent fishing, amazing sunsets. Pets are very welcome,$15 per day per pet fee.

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, 111 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)

Guest favourite
A cozy living area features large windows that allow natural light to flood the space. A stone fireplace is complemented by wooden accents. Comfortable seating includes a blue armchair and a plush ottoman, creating an inviting spot to relax and enjoy the surrounding views.
Cottage in Hayward
4.92 out of 5 average rating, 114 reviews

Bayside Birch Cottage on Nelson Lake

Welcome to the Bayside Birch Cottage in the Northwoods of Hayward, Wisconsin! Our beautiful, cozy spot on Nelson Lake offers a perfect blend of year-round, family-friendly relaxation and adventure - there's truly something for everyone! We’re only 7 minutes from downtown Hayward, so you can also explore shops, restaurants, recreation rentals and trails, and even the giant Muskie statue!

Popular amenities for Sawyer County family-friendly rentals