Vacation rentals in Hayward

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.

4.95 out of 5 average rating, 121 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

The outdoor space features a cozy fire pit surrounded by four chairs, with a wood-fired sauna nearby. Soft lighting from string lights enhances the ambiance, illuminating the wooden chalet in the background. A stack of firewood is conveniently placed nearby for easy access.

5 out of 5 average rating, 56 reviews

The Seeley Hills Chalet near iconic "OO" Trailhead

A Nordic-meets-Northwoods trail sports chalet on 3 wooded acres, just off the main path between Hayward + Cable in Seeley, WI. Only 2 miles from the iconic “OO” Trailhead with quick access to the Birkie ski trails, mountain and fat bike trails, gravel roads, UTV trails, & more. This charming chalet - with a wood-fired sauna, large game room, firepit & more - puts you among the pristine woods, water, and all the iconic events, restaurants, shopping, & nightlife of two key Northwoods communities.

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.

4.94 out of 5 average rating, 328 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!

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.

4.98 out of 5 average rating, 201 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!

4.94 out of 5 average rating, 136 reviews

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

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.

4.96 out of 5 average rating, 105 reviews

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

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

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.

4.97 out of 5 average rating, 212 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!!

4.93 out of 5 average rating, 250 reviews

The exterior of the guesthouse features vibrant orange siding complemented by blue trim and windows. A sturdy wooden staircase leads to the main entrance, flanked by lush green vegetation. The overall architecture showcases a blend of modern and rustic design elements, inviting guests to explore further.

Apartment in Hayward

THE SUNROOM SUITE @Loon Loon Lake Guesthouse

Only 10 minutes and a world away from Hayward, the stylishly appointed SUNROOM SUITE is part of Loon Lake Guesthouse. Take in the view of gardens, tall pines and glimmering Loon Lake through windows and skylights that overlook this picturesque setting. Summertime brings swimming, canoeing, bird watching and walking the loop. Venture out for some day tripping or work remotely with Starlink WiFi. And be sure to make time for luxuriating in the soaking tub. Life is sweet in The Sunroom.

A multi-level wooden deck is surrounded by tall pine trees, leading up to a cabin nestled among the foliage. The structure features large windows, enhancing its connection with the natural environment.

4.93 out of 5 average rating, 43 reviews

Updated, tranquil retreat on Round Lake

Welcome to our tranquil retreat on the pristine shores of Round Lake in Hayward, Wisconsin -In addition to the 3 bedrooms, there is a sleeping loft above the living area - Close to trails. Great fishing! -Newly renovated basement adds living space and a sauna. -The cabin is a private cabin, with 2 decks and large private dock for great swimming and docking boat. It is part of a small association with shared amenities. -Max 3 car parking spots, BOAT/SNOWMOBILE TRAILER PARKING OFFSIT

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.

4.98 out of 5 average rating, 100 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

A modern kitchen area features light wood cabinetry and sleek black appliances, complemented by large windows that provide ample natural light. A cozy seating nook is visible, with a soft green sofa and a view of the outdoors. The open layout emphasizes a minimalist design.

4.94 out of 5 average rating, 87 reviews

Mysa: Modern Birkie Trailside Nature Oasis

Welcome to the Mysa Meadow House: A modern, minimalist and serene nature cabin right on the Birkie Trail system with wide open meadow and forest views to enjoy wildlife. True to its name, Mysa is the Swedish word for “cozy up" and contentedness. This is a quiet nature escape perfect for outdoor enthusiasts who love to bike, ski and hike the vast trail system of Birkie Ridge right outside the front door. The cabin is on its own 3-acre plot surrounded by forest with a meadow view.

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.

4.9 out of 5 average rating, 118 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 vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Hayward

5 out of 5 average rating, 79 reviews

A charming cabin with a log exterior is nestled amidst tall trees, with steps leading to a screened-in porch. Lush greenery surrounds the property, enhancing the natural setting, while large windows offer views of the outdoors.

Cabin in Stone Lake

Serene Lakefront Cabin: ATV Trail, dock, fishing

5 out of 5 average rating, 10 reviews

Modern & Cozy Northwoods Cabin w Cedar Hot Tub

4.99 out of 5 average rating, 92 reviews

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.

Home in Hayward

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

The exterior of the lodge is framed by lush greenery, highlighting its charming wooden facade. A spacious porch and multiple windows provide a welcoming entrance. The surrounding yard features a manicured lawn, creating an inviting outdoor space for gatherings and activities.

4.91 out of 5 average rating, 35 reviews

Luxury Lakefront Lodge with amazing views

5 out of 5 average rating, 22 reviews

Lake Cabin w/Arcade, Kayaks, Multi-level Deck

4.97 out of 5 average rating, 30 reviews

A modern tiny cabin is nestled among tall trees, showcasing large windows that blend with the natural surroundings. A spacious deck features comfortable seating, inviting guests to relax in the serene landscape. The earthy tones of the cabin harmonize with the lush greenery of the forest.

Home in New Auburn

Open Air Outpost - Aldo Tiny Cabin

5 out of 5 average rating, 40 reviews

A cozy living area features a brown sofa paired with a matching recliner, set on a patterned rug. A small table holds a plant and decorative items, while large windows allow natural light to fill the space. A welcoming front door is visible in the background.

Home in Hayward

Hayward Home