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, 129 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!

Top Guest favourite
Cabin in Hayward
4.96 out of 5 average rating, 102 reviews

Cozy Trailside Nordic Forest Cottage

Welcome to the Trailside Gökotta Forest Cottage: a modern, minimalist and serene nature cabin on the Birkie Trail system. Gökotta means 'to get up early to listen to sounds of birds and the forest'. Located right on Birkie Ridge Trailhead with close access to vast CAMBA trails, this is a nature escape for outdoor enthusiasts who love to bike, ski, hike, and bird watch. Enjoy ski-in ski-out to groomed trails, bike-in bike-out right onto trails, then cozy up by the woodstove or fire-pit at night.

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, 128 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
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, 75 reviews

Two bedroom cottage w/ access to 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 trailers and recreational vehicles. Ride Tuscobia trail system with endless trails to neighboring towns/villages such as Winter, Radisson, Birchwood SxS, UTV, WHLR 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 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, 238 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
The cabin is surrounded by vibrant autumn foliage, showcasing a rich brown exterior and a gabled roof. A large tree stands prominently in the foreground, casting gentle shadows on the ground, which is covered with fallen leaves.
Holiday home in Hayward
5 out of 5 average rating, 54 reviews

The Wolf Den - A Wooded Hideaway

Nestled in 5+ wooded acres on a private road, the Wolf Den is a secluded cabin just 13 miles from Hayward. 2500 sq ft with 3 Bedrooms and 2 full baths. Main Level has fully equipped Kitchen, Dining Room, Living Room, 2 Bedrooms, Full Bath, and 4 season Sun Porch. Upper Level features Master Bedroom /Bath and large Loft Area for games and entertainment. The Lower Level has Wash/Dry plus Game Room with Pool and Foosball and Electronic Dart Board. 3 car garage with opener- 2 stalls for your use.

Guest favourite
A spacious living room features a sectional and additional seating arranged around a glass coffee table. Natural light enters through large windows, highlighting wooden walls and ceiling. A flat-screen TV is mounted on the wall, and decorative curtains frame the windows.
Home in Hayward
4.94 out of 5 average rating, 139 reviews

Hayward House | Trailers Ok, King Bed, 1mi to Town

The Hayward House is your comfortable home retreat close to downtown Hayward on 2+acres with a spacious living room. ATV right from the house! Plenty of parking for anything - boats, snowmobile & atv trailers. 1 mile to Downtown Hayward. 5 miles from Hatchery Creek for the CAMBA singletrack and Birkie Trail. Less than 1 mile from the start of the Chequamegon 40 and the Birkie Finish Line! Wifi, Smart TV (YouTubeTV, Netflix, Disney+, Amazon), washer & dryer. New heating and central a/c system.

Top Guest favourite
A wooden dock extends into a calm lake, bordered by lush greenery on both sides. A bench is positioned at the end of the dock, providing a place to relax and enjoy the serene water views. Clear skies reflect gently on the lake's surface.
Cabin in Winter
4.94 out of 5 average rating, 48 reviews

Connor’s Lake, sleeps 6, Near UTV trails, WiFi

Take a break and unwind at this peaceful oasis on Connor’s Lake. 420 acre lake with excellent fishing. Quiet, beautiful lake front with gorgeous sunrises. Central air. 2 BR, one bath, fully stocked kitchen, washer/dryer, gas grill. 2 full bedrooms each with a queen size bed. 2 fold out futons in living room. Fire pit and firewood. 1/2 mile from UTV, snowmobile and hiking. Cocktail lounge on the lake. 2 restaurants nearby. No smoking/ pets. Newly remodeled guest house with bar, TV, futon.

Top Guest favourite
A charming log cabin is surrounded by tall trees, with a stone pathway leading to the front porch. The exterior features natural wood and a sloped roof, blending harmoniously with the wooded landscape.
Cabin in Hayward
4.97 out of 5 average rating, 222 reviews

Cozy 2 bedroom cabin on the water - must see!!

Enjoy a quiet, relaxing week in the north woods of Hayward, WI! Our 2 bedroom, 2 bath cabin sleeps six comfortably (2 queen beds and a futon). Cabin is two levels and 1500 square ft. The cabin is located on the Namekagon River with direct access to Hayward Lake and the public boat launch just a few hundred feet away. You really get the best of both worlds here as the cabin is tucked away in a private, wooded area but is also walking distance to downtown Hayward and other attractions!!

Top Guest favourite
A single-story cabin features a light blue exterior complemented by a red roof. Large windows provide natural light, and the front deck invites outdoor enjoyment. Surrounding greenery and autumn foliage add a touch of color, enhancing the tranquil lakeside setting.
Cabin in Hayward
4.98 out of 5 average rating, 102 reviews

Amy’s Cozy Lakeside Cottage

Relax with the whole family in this cozy lakeside cabin located on Nelson Lake in Hayward, WI. Just 7 minutes from town and the famous Main Street shops, and centrally located to all of the lakes' restaurants & bars. This is a space you can truly call a home away from home. Enjoy nightly bonfires, fishing, swimming, and backyard BBQs. Other amenities include: -Electric fireplace -Flat screen TV -WIFI -Fully stocked kitchen -Luxurious bedding & towels -Stereo -Private dock

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, 117 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!

Guest favourite
The living area features a plush gray sofa with a light throw draped over it, complemented by a wooden armchair. A small dining table with four chairs is visible, while natural light filters through sheer curtains covering a nearby window. A television is mounted on the wall opposite the sofa.
Home in Exeland
4.98 out of 5 average rating, 134 reviews

Cozy Northwoods Getaway

Our cozy, updated, one-bedroom cottage in Northwestern Wisconsin is the perfect place from which to launch your Northwoods adventures. It is located very close to several lakes and rivers which are great for boating, kayaking, and fishing. The home is within a few miles from several highways that lead to all the adventures that northwestern Wisconsin has to offer.

Popular amenities for Sawyer County family-friendly rentals