Family-friendly holiday rentals in Round Lake

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, 129 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, 127 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 is illuminated by string lights, creating a warm ambiance. A circular seating area with two chairs surrounds a communal firepit on a wooden deck. The cabin features rustic wood siding with a welcoming entrance, surrounded by trees and a gravel area for outdoor activities.

4.95 out of 5 average rating, 250 reviews

Lakeshore Lily Pad

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, sofa (with pull-out queen mattress), bathroom, kitchenette with a fridge, microwave, Keurig coffeemaker & outdoor grill.

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!

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, 425 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!!

The A-frame cabin features a distinct triangular shape with large windows that reflect the surrounding trees. A wooden deck is visible in the foreground, accompanied by a small table and chairs, creating a serene outdoor space for relaxation.

4.98 out of 5 average rating, 133 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

4.97 out of 5 average rating, 161 reviews

An open loft area showcases a high ceiling with skylights, allowing natural light to fill the space. Multiple sleeping areas feature colorful bedding, complemented by a cozy seating arrangement with a large sofa. A dining table with chairs is set beside a kitchenette for convenience.

Cabin in Cable

Start Line Loft Bike and XC Trails Powered by Sun

Modern amenities in the woods & on the trails. Powered by the Sun. Perfect for couples, families/friends & clubs. Ski/bike/hike in/out. On mountain/fat bike, XC ski trails & road/gravel riding routes. Nature year round! @Birkie Start. Start Line Services, bike/ski shop, on site, 20% OFF for guests. Larger groups, rent both the Studio & Start Line Inn & have plenty of space for all. To book more than 6 months ahead, send a message. Business Grade Wi-Fi, work & play!

4.9 out of 5 average rating, 401 reviews

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

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.

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, 116 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)

4.87 out of 5 average rating, 155 reviews

A warm and inviting bedroom features a wooden wall design with natural light streaming through multiple windows. A queen-size bed, adorned with a patterned quilt, sits prominently in the space. Nearby, a small dining table and chair complement the cozy decor.

Guest house in Cable

The Bear Den

The Bear Den is a beige/green trim home with a perfect location for all your outdoor ventures, located on the corner of Hwy 63 and Leonard School Rd between Seeley and Cable, WI. This 2- bedroom, 1 1/2 bath unit features Northwoods decor. Relax in private backyard with firepit, free firewood, a gas grill and outdoor furniture. Convenience cooking only with restaurants, gas and grocery shopping nearby Cable, WI, or Seeley, WI.

4.92 out of 5 average rating, 115 reviews

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

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 Round Lake 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, 122 reviews

Cabin in Spooner

Private Modern Cabin w/Hottub on 11 acres!

4.97 out of 5 average rating, 62 reviews

A tranquil chalet is illuminated under a clear night sky filled with stars. Tall trees surround the structure, enhancing the sense of seclusion. Warm light spills from the large windows, inviting exploration and relaxation.

Chalet in Spooner

NEW Spacious Goose Lake Chalet+Hot Tub

5 out of 5 average rating, 14 reviews

Cabin in South Range

Cozy Winter Wonderland - Northwoods Retreat

5 out of 5 average rating, 4 reviews

Cabin in Bruce

Chalet Blu-Hot Tub/SPA shower next to Christie Mt

Shipping container in Shell Lake

4.94 out of 5 average rating, 18 reviews

Långhus at Midgard Farms w/ Hot Tub!

4.86 out of 5 average rating, 147 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

5 out of 5 average rating, 78 reviews

The exterior of a cabin features wooden siding and a distinct gabled roof. Large windows and a screened porch are visible, enhancing the modern design. A patio area with seating is situated in front, surrounded by bare trees and a clear blue sky.

Cabin in Shell Lake

Cabin on Sawyer Creek Rd.

4.92 out of 5 average rating, 231 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

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 124 reviews

A two-story cabin is presented with a large front deck featuring shaded seating under umbrellas. Lush greenery surrounds the property, and large windows invite natural light into the interior. Simple outdoor decor complements the welcoming atmosphere of the home.

Cabin in Winter

Loons Nest Cabin on Private Lake

4.94 out of 5 average rating, 138 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.

4.92 out of 5 average rating, 158 reviews

The cabin, constructed of wooden logs, is set among lush greenery, with a patio area featuring a fire pit and a high-top table. The structure is complemented by a green metal roof and windows that provide views of the surrounding nature.

Cabin in Gordon

The Gordon Flowage Cabin

4.88 out of 5 average rating, 152 reviews

The cabin features a distinctive A-frame design, showcasing large windows that invite natural light. A spacious deck extends from the front, allowing for outdoor enjoyment, while a chimney suggests a cozy interior. Surrounded by lush greenery, the setting offers a serene atmosphere.

Cabin in Minong

Lakefront cabin, pet friendly!

4.9 out of 5 average rating, 366 reviews

A cozy bedroom features a quilted bedspread in red and black patterns atop a spacious bed. A nightstand with a lamp is positioned beside the bed. Natural light enters the room through a window adorned with blue curtains, and wood paneling adds warmth to the space.

Guest suite in Spooner

Black Dog Woodland Suite

4.97 out of 5 average rating, 357 reviews

A spacious interior features a high, circular wooden ceiling with exposed beams, providing a cozy atmosphere. The open layout includes a dining area with wooden chairs, a fireplace, and views of the loft area. The room is warmly lit by decorative light fixtures.

Cabin in Birchwood

Birchwood Blue Cabin- Come to the Wild Blue

4.95 out of 5 average rating, 110 reviews

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.

Home in Hayward

Serene Retreat In The Woods of Hayward

4.95 out of 5 average rating, 137 reviews

The entrance to the cozy efficiency apartment is framed by a wooden structure with natural siding. A potted plant with pink flowers rests on a tree stump next to the door, which features a glass panel that allows visibility into the interior.

Guest house in Cable

The Nest at Drumming Woods

Family-friendly home rentals with a pool

5 out of 5 average rating, 4 reviews

A comfortable living area is highlighted by a dark leather sofa adorned with red and white decorative pillows. A stone fireplace is featured in the corner, with a wooden wall art piece showcasing geometric patterns above. A framed vintage ski poster adds a charming touch to the decor.

Chalet in Upson

Ski Chalet of Whitecap Mountain

The modern kitchen is equipped with wooden cabinetry and stainless steel appliances. A central island with seating for four provides additional workspace, while ambient lighting illuminates the area. Various kitchen tools and decorations add a personal touch to the space.

Home in Birchwood

5 out of 5 average rating, 3 reviews

Condo at Tagalong Golf & Resort Birchwood WI

4.79 out of 5 average rating, 61 reviews

A wooden dock extends into a calm lake, surrounded by lush greenery and vibrant foliage. The water reflects the trees and sky above, creating a serene natural setting. Lilypads are visible on the lake's surface, enhancing the tranquil atmosphere.

Home in Rice Lake

Fishermen's Paradise w/ Fire Pit on Rice Lake!

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

4.8 out of 5 average rating, 5 reviews

The living area showcases a cozy seating arrangement with a large gray couch and a wooden bar-height table. A stone fireplace serves as a focal point, with a flat-screen television mounted above. Natural light enters through glass doors, leading to an outdoor balcony.

Cabin in Upson

4BR/3BA Chalet-WiFi-AC, ATV, Hike, Ski-InOut, Hunt

A welcoming cabin exterior is presented in a warm orange hue, set against a backdrop of green grass and trees. Seating is arranged in front, including several folding chairs near a campfire area, creating a relaxed outdoor space.

4.86 out of 5 average rating, 50 reviews

Schoolhouse Lake: Poolside and free guest boats!