House holiday rentals in Hayward

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.

4.94 out of 5 average rating, 148 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.

FamilyLocationQuiet

4.96 out of 5 average rating, 47 reviews

Cabin on Pine Cone Pond

Welcome to our Cabin, your year-round Northwoods retreat! Relax with the whole family in this newly built cabin that is nestled within a peaceful & private wooded community; a tranquil pond surrounded by 28 acres of woodlands. Minutes from Hayward, with convenient access to fishing, ski trails, & biking, hiking, ATV, & snowmobiling trails. Designed with guest comfort in mind, the cabin features a perfect blend of boho-chic furnishings creating a tranquil, cozy & natural yet stylish retreat.

FamilyValueSleep quality

A two-story cabin features a warm wood exterior and a welcoming entrance. Large windows allow natural light to fill the interior. Surrounded by lush greenery, the property provides a serene retreat in a wooded setting.

5 out of 5 average rating, 67 reviews

Haakon House

Relax with family and friends at a Northwoods retreat. The cabin is a newer build at the end of a quiet road near the start line for the Prince Haakon cross country ski race. It can accommodate large groups with as many as 12 in the cabin on beds and pull out furniture (plus a bunkhouse). Connect to CAMBA mountain bike and American Birkebeiner Nordic ski trails from the front door, through private trails and the Mosquito Brook trailhead. Enjoy the screen porch and comfortable accommodations!

LocationValueSleep quality

5 out of 5 average rating, 5 reviews

BRAND NEW Luxury Riverfront Home-5 min to downtown

Escape to Knotty by Nature, a luxury Northwoods riverside retreat nestled along the scenic Namekagon River. This spacious three-bedroom, two-bath home offers the perfect blend of rustic charm and modern comfort, creating an unforgettable getaway. Wake up to peaceful river views, spend your days exploring the crystal-clear waters of the Namekagon and relax around the fire table under the stars. Some places just feel like a getaway the moment you arrive—and Knotty by Nature is one of them.

LocationFamilyCleanliness

4.96 out of 5 average rating, 111 reviews

A modern lake house is nestled among tall pine trees, featuring large windows that invite natural light. A pair of outdoor chairs is positioned on a gravel area, offering a tranquil setting surrounded by lush greenery.

Home in Gordon

Modern Lake House | Water, Woods, Relaxation

Scandi-style lake house is all set for your private relaxation. Completely painted and refreshed - now open for summer lakeside bookings! Nestled in bucolic, expansive woods and waters just 3 hrs from Twin Cities/4 from Madison. Barnes, Wis., swim off our dock (390 of private water frontage), boat on beautiful Middle Eau Claire Lake, wander the country lanes, relax in modern comfort. Bike the miles of trails. Blazing fast wifi (500+ Mbps). Modern, hygge space. 2.4 acres all yours.

LocationValueBeach

A stone fire pit area is surrounded by Adirondack chairs and bordered by lush greenery. The view overlooks Spider Lake, with gentle ripples reflecting the trees lining the shore. Steps lead down from a wooden deck, enhancing the connection to the natural setting.

4.99 out of 5 average rating, 98 reviews

Kayak/SUP/Fish at Hemlock Lodge on Spider Lake!

Experience quiet peacefulness at Hemlock Lodge on the shore of Spider Lake! 25 minutes out of Hayward, this property offers the best of all worlds. If you want the feel of a true Northwoods getaway, you can get it here! Bring your snow shoes or XC Skis to enjoy the world class American Birkebiener trails or your road or mountain bike to enjoy the CAMBA trails, or quiet meandering roads. Snowmobile friendly! With room for trailers, you can access the lake from the driveway.

LocationFamilyOutdoor spaces

5 out of 5 average rating, 9 reviews

Welcome to Bear's Den Lodge

Bear's Den Lodge has a great view from the dock of Osprey Lake. Which is located about 15 minutes from downtown Hayward. This amazing cabin is private, with a beautiful deck to enjoy the scenery. There is plenty of room for the whole family to enjoy your vacation to make special memories. You can enjoy fishing and kayaking on Osprey Lake. Great trails for Snowmobile/ATV access located within 2 miles of the property. Trails are well groomed for many miles of riding.

LocationFamilyComfort

A two-story house painted in a vibrant blue hue features a welcoming front porch with white railings. Greenery adorns hanging planters, and a seating area with red cushions invites relaxation. Steps lead up to the porch, and a grassy lawn completes the inviting entry.

4.87 out of 5 average rating, 46 reviews

Home away from Home

Discover the charm of downtown Hayward with a stay in this serene retreat, nestled in the heart of historic Hayward. Just steps away from Main Street, explore an array of specialty shops, savor diverse dining options, or unwind at local bars. Make meals in the fully equipped kitchen and relax in the cozy living room. Start your morning with coffee on the spacious front porch. With four comfortable bedrooms and a shared bathroom, there’s ample room for your group.

FamilyLocationIndoor spaces

The exterior of a single-story home is shown, surrounded by a spacious yard with lush greenery. Tall trees provide shade, and a clear sky features scattered clouds. A set of steps leads to a welcoming front entrance with a porch.

5 out of 5 average rating, 41 reviews

Glover Lake House

Sleeps 8 and Dog Friendly. On a small private lake (Glover Lake) with great swimming, fishing, canoeing/kayaking and only 1/4 mile from the Chippewa Flowage CC North Public Boat Landing which is a separate lake than Glover Lake. Near UTV/ATV and Snowmobile trails. Glover Lake House is a 3 Bedroom 2.5 Bath Home with huge yard (9.75 acres) to enjoy the outdoors! Separate Screen House, one (1) Aluminum Boat and two (2) Canoes makes this the perfect outdoor space.

LocationFamilyLaundry

The game room features a ping-pong table positioned centrally, surrounded by several chairs. A basketball hoop is mounted on the wall, while a 43" smart TV with Roku is installed for entertainment. Concrete flooring and ample lighting create a spacious environment.

4.98 out of 5 average rating, 53 reviews

Trail Access | Heated Floors | Fire Pit +Game Room

Escape to the northwoods in this beautifully equipped 3-bedroom retreat on 2 private acres — just 1 mile from downtown Hayward. With direct access to the world-famous Birkie Trail (0.5 miles), snowmobile trails (1.0 mile), and ATV trails, this is your four-season basecamp for adventure. Heated floors throughout, a King en suite, fire pit, game room, and space for up to 8 guests make this the perfect family or group getaway year-round.

FamilyLocationLayout

4.96 out of 5 average rating, 140 reviews

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

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.

ValueLocationBackyard

All-terrain vehicles navigate a muddy trail surrounded by green foliage, with splashes of water being kicked up from the tires. The scene captures the essence of outdoor adventure in a wooded area, showcasing the natural beauty and recreational opportunities available.