Family-friendly vacation rentals in Hayward

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.

4.95 out of 5 average rating, 131 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

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.

4.94 out of 5 average rating, 128 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!

The cabin exterior features a rustic wooden design, complemented by a welcoming front porch. A picnic table and bench offer outdoor seating, while potted plants embellish the entryway. The entrance door includes a decorative bear motif, enhancing the natural surroundings.

4.89 out of 5 average rating, 381 reviews

Honey Bear Hideaway Cabin

Surrounded by trees, settled right on Lake Hayward sits this charming & cozy cabin in a little cabin community less than half a mile from downtown Hayward. Launch your canoe just steps from the cabin's entrance, bike into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the perfect location! This is a studio size cabin with one queen bed and a bunk bed with 2 twin mattresses, bathroom, kitchenette with a fridge, microwave, Keurig coffeemaker & outdoor grill.

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

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.

4.96 out of 5 average rating, 427 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!!

4.99 out of 5 average rating, 138 reviews

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres

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

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

4.99 out of 5 average rating, 106 reviews

A modern two-story cabin is set amidst autumn foliage, featuring a wooden exterior with a green roof. A stone pathway leads to the front door, framed by multiple windows that allow natural light into the interior. A small wooden structure is visible to the right.

Cabin in Cable

Up North Gem on Diamond Lake in Bayfield County

Lakeside cabin on pristine Diamond Lake in the heart of the Chequamegon National Forest area just outside of Cable, Wisconsin. The Birkebeiner cross country ski trail and scores of other mountain biking, hiking, and snowmobiling trails are close by plus other public recreation opportunities (hunting, snowshoeing, bird watching, etc) abound in the nearby National Forest lands. Several other lakes, including Lake Namekagon and Lake Owen, are nearby for your boating and fishing pleasure.

4.95 out of 5 average rating, 107 reviews

The spacious living area is characterized by high wooden ceilings and an open layout. Comfortable seating options include a sofa and armchairs, with a coffee table in the center. A large TV is positioned against one wall, while a dining area and kitchen are visible in the background.

Guesthouse in Spooner

Secluded Northwoods Cabin

Beautiful custom built guest cabin on 170 acres and private lake! This 2 bedroom, 2 bathroom home has a custom cedar sauna, jetted jacuzzi bathtub, gas grill, and a cooks kitchen. Enjoy the beauty and peacefulness of this one of a kind property! Experience nature by exploring the property's walking trails, or use the canoe, paddle boat and row boat to enjoy the lake. There is a dock and swimming raft on the pristine, spring fed lake. Please inquiry about bringing a dog.

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, 407 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.

4.92 out of 5 average rating, 236 reviews

A warm living area features a large leather sofa adorned with a yellow throw. A wooden coffee table sits at the center, surrounded by a soft rug. Sliding glass doors lead to an outdoor view, while natural wood walls enhance the rustic charm.

Cabin in Birchwood

Lakefront Sunset Cabin w/Boats, Spa, FirePit & BBQ

Extraordinary lakefront home, private lake access! Bring your own boat, or use one of ours! Relax on the screened-in patio while watching lake wildlife. BBQ on our charcoal grill, then enjoy a game of cornhole or SpikeBall near the lakeside firepit. Cast a line for great fishing right out front, or push the boats in the water and explore Birch Lake. After a full day, wind down in the hot tub - which is available for you to enjoy year round!

5 out of 5 average rating, 207 reviews

A view of the cabin exterior features a wooden structure with a sloped roof and large overhangs. The warm glow of interior lighting is visible through expansive glass windows. Surrounding trees create a natural backdrop, enhancing the serene setting.

Cabin in Frederic

Nordlys Lodging Co. - LongHouse

Perched high on a bluff over the hidden lake, LongHouse is the perfect getaway. This one-story, 1,200 sq.ft. cabin has one king bedroom, one queen bedroom, and two bathrooms. Floor to ceiling glass brings the outdoors inside, and each season brings its own unique perspective. Traverse the bridge over a dry creek bed and enjoy water views from a large screen porch. Staying in LongHouse is truly a one-of-a-kind experience.

Popular amenities for Hayward family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 124 reviews

Cabin in Spooner

Private Modern Cabin w/Hottub on 11 acres!

Apartment in Billings Park

A jetted tub is positioned in a wooden alcove, surrounded by beige tiles. Two towels hang above the tub, and a basket containing toiletries is placed nearby. Soft lighting highlights the tub's gentle curves, creating a relaxing atmosphere.

4.95 out of 5 average rating, 241 reviews

Sweet Jacuzzi Suite

4.98 out of 5 average rating, 168 reviews

An outdoor area is visible with a large circular firepit surrounded by gravel. A covered porch is seen with several seating options, including two rocking chairs. The cabin's green exterior and weathered stone accents provide a rustic setting against a backdrop of trees.

Cabin in Wheeler

Kamshire Valley (Main Cabin)

4.97 out of 5 average rating, 655 reviews

A new house with a modern design is set among lush greenery, featuring a metal roof and large windows. The surrounding area includes neatly arranged evergreen trees and natural stone accents. A gravel driveway leads to the entrance, blending harmoniously with the outdoor landscape.

Tiny home in Grantsburg

Snowshoe Creek & Little Wood Lake Tiny House

4.86 out of 5 average rating, 153 reviews

A luxurious hot springs hot tub is illuminated in soft blue light, surrounded by snow-covered ground. In the background, a small shed and an outdoor pavilion with string lights are visible, enhancing the tranquil atmosphere of the evening.

Cabin in Holcombe

Piece of Paradise/Hot Tub/ATV trail/Kayaks

4.97 out of 5 average rating, 156 reviews

A cozy living area is highlighted by a stone fireplace, where a warm glow can be seen. A hand holds a glass of white wine in front of an open book, with a soft, orange blanket draped over the seating area. Two additional glasses of wine and a bottle are placed on a rustic wooden table.

Cabin in Danbury

Lulu’s Lodge | Hot Tub + Stone Fireplace

4.94 out of 5 average rating, 125 reviews

A wooden staircase leads down to a grassy area by the water's edge. The scene includes two kayaks in orange and blue, along with seating areas consisting of loungers and chairs. Tall trees provide partial shade, with the serene lake visible in the background.

Cabin in Luck

Family Escape On The Lake!

4.94 out of 5 average rating, 111 reviews

Cabin in Ojibwa

Secluded Cabin w/Fresh Snow-Hot Tub, WIFI, King

Family- and pet-friendly home rentals

5 out of 5 average rating, 169 reviews

Cabin in Amery

On River’s Bend | Apple River, Woodstove, Hiking

5 out of 5 average rating, 174 reviews

The cabin house is nestled among trees, featuring a spacious patio with an umbrella and outdoor seating. A custom stone fire pit is visible nearby, along with additional seating arranged on the lush green lawn, creating an inviting outdoor area.

Cabin in Minong

Pets Welcome - RV/EV Friendly - Minong Flowage

4.98 out of 5 average rating, 117 reviews

The cabin is set among lush greenery, featuring a sturdy wooden exterior and a welcoming front deck adorned with railings. A staircase leads to an inviting entrance, while a neatly stacked firewood pile is visible underneath. The large yard provides a spacious area for outdoor activities.

Cabin in Medford

Cozy two bedroom log cabin on a peaceful lake

4.94 out of 5 average rating, 141 reviews

The exterior of the townhouse is framed by lush green foliage and towering trees. The two-story structure, with a dark wood façade, features multiple windows and a red front door. A covered entrance leads to a staircase, while a pathway is lined with natural stones.

Townhouse in Cable

Great outdoor retreat in the North Woods.

4.87 out of 5 average rating, 130 reviews

The cabin exterior showcases rustic log construction complemented by flower beds filled with colorful blooms. A spacious deck wraps around the upper level, featuring white chairs and vibrant hanging planters. Large windows allow for ample natural light, enhancing the inviting atmosphere of the home.

Cabin in Exeland

Lakeside Northwoods Retreat

4.94 out of 5 average rating, 131 reviews

A spacious chalet is nestled among lush trees, featuring a wooden exterior and a sloped roof. The wraparound deck offers direct access to the scenery. A gravel path leads to the entrance, which is surrounded by natural greenery, creating a serene and private environment.

Chalet in Birchwood

Mia's Black Dog Lodge on beautiful Big Lake Chetac

4.9 out of 5 average rating, 200 reviews

A serene lake scene features calm waters reflecting the colors of the sunset, with hues of blue, orange, and purple blending together. The shoreline is bordered by trees, creating a peaceful atmosphere in this natural setting.

Cabin in Sarona

Cozy Cabins, Lake Views & Miles of Hike Trails!

4.98 out of 5 average rating, 327 reviews

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

Start Line Inn on Bike & XC Trails Powered by Sun

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 101 reviews

A spiral staircase provides access to the lofted area, featuring a seating arrangement with a wicker chair. The main level includes a well-equipped kitchen area with a sleek countertop and modern fixtures, framed by rustic wooden beams and a welcoming entry door.

Home in Danbury

Tall Moon Cabin

Superhost

Home in Danbury

Private Chalet, 3 Queen beds on Trails in Voyager

4.91 out of 5 average rating, 34 reviews

Cabin in Danbury

Voyager Cabin with Sauna & Game Room

An indoor pool area is highlighted by warm wooden ceilings and walls. Light filters through skylights, creating a serene atmosphere. A gentle curve of the pool is surrounded by a smooth deck, while seating is located nearby, offering a comfortable space for relaxation.

Home in Rice Lake

5 out of 5 average rating, 3 reviews

Castle on Lake Montanis - Indoor Pool & Game Room

4.95 out of 5 average rating, 43 reviews

The front exterior of the house is set against a twilight sky. A paved driveway leads to a two-car garage, while large trees and landscaped greenery surround the home. A welcoming porch features comfortable seating, inviting guests to enjoy the outdoors.

Home in Danbury

Hangar House-Near the Clubhouse and Airstrip