Family-friendly vacation rentals in Round Lake

4.95 out of 5 average rating, 110 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.

KitchenFamilySleep quality

A large chalet-style cabin constructed from logs is set amidst lush trees, featuring expansive windows that provide ample natural light. The balcony is visible, offering access to outdoor spaces. The surrounding greenery contributes to the cabin's sense of seclusion and connection to nature.

4.92 out of 5 average rating, 26 reviews

The Hideaway on Clear Lake Island

Discover The Hideaway on Clear Lake Island, a one-of-a-kind 2,600 sq ft retreat offering total seclusion and endless adventure! This 4-bedroom, 2-bath cabin sits on its own private island with 360-degree views of pristine Clear Lake, surrounded by lush trees. Enjoy your own private dock for fishing, swimming and kayaking; plus a firepit and BBQ for the perfect outdoor escape. Accessible by road yet feeling worlds away, it's ideal for families or friends seeking an unforgettable, private getaway!

KitchenIndoor spacesBiking

4.98 out of 5 average rating, 52 reviews

The House on Round-Summer & Fall Color Space Open!

Enjoy lake life on a quiet bay of one of Hayward's premier lakes. The bay is home to loons, bald eagles, owls, deer, otters, ducks, and frogs as well as an occasional bear. Beyond the bay, Round Lake is renowned for boating, fishing, and swimming at the sandbars. Take one of our provided kayaks (there's 2 of them) and make your way to the nearby sandbar or just around the bay to take in the wildlife. If you enjoy winter sports like skiing or snowmobiling, the house makes an excellent home base

KitchenIndoor spacesPets

The spacious home sits elevated on a wooded lot, showcasing large windows and a wraparound deck. The screened-in porch offers a shaded retreat, while vibrant autumn foliage surrounds the exterior. Stairs lead down to the well-maintained yard, providing additional outdoor space.

4.94 out of 5 average rating, 98 reviews

Wildlife, Lakefront, Fireplaces, Nature, Relaxing

Experience the great Northern Wisconsin outdoors. This home is 14 miles from town, on a dead-end road, public access <5 mins away. It is a quiet place perfect for retreats, family gatherings, romantic getaways, or a vacation with friends/family. Restaurants and bars nearby, including a casino. This four-season home is the perfect location whether you are looking for a quiet weekend, or to fill your weekend with outdoor activities. <30 mins to the Birkie start and <20 mins from the Birkie finish.

Indoor spacesKitchenAir conditioning

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.

4.98 out of 5 average rating, 243 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.

FamilyKitchenWalkability

A spacious living area features vaulted wooden ceilings and warm lighting. A stone fireplace is centered against the back wall, surrounded by rustic decor. Comfortable seating includes a large sofa and two armchairs arranged on an area rug, with a dining table nearby and framed artwork adorning the walls.

4.95 out of 5 average rating, 22 reviews

Northwoods Rustic Lodge Round Lake with Pontoon

Relax with your family at this single level, Four-bedroom Lodge in Richardson Bay on 3,000 acre beautiful Round Lake with WATER VIEW. Bennington Pontoon included no depth finder (Seasonal for availability Memorial Day weekend to early October subject to change depending on weather. Prices do reflect if pontoon included in stay) sleeps up to 14. 4Queen beds and 3Twin bunk beds. 900 squarGreat room. 365 sft kitchen, is separated by French doors. Bedrooms in back of the Cabin. 2 full bathrooms

KitchenFamilyCondition

4.98 out of 5 average rating, 201 reviews

A spacious cabin exterior is framed by surrounding trees, featuring a prominent stone fireplace and large windows. The wooden deck provides an inviting entry, with low shrubs and gentle landscaping enhancing the natural setting.

Cabin in Cable

Family Cabin in the heart of Telemark - Cable, Wi

Find yourself in the heart of Telemark and within walking distance of the Birkie starting line, Mt. Telemark Village and miles of cross country, 16 mountain biking trails, hiking and snowshoeing trails. Also a short drive to the area lakes. This wonderful and large cabin has 4 bedrooms, each with private bath. The large great room has an imposing stone fireplace, comfy couches and a dining table for 10. The perfect place for families & groups to gather for events or to just be together.

KitchenFamilyCondition

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.

4.91 out of 5 average rating, 55 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

KitchenFamilyQuiet

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.

FamilyKitchenGetting around

The rear view of the home showcases a spacious multi-level design with large windows and a covered balcony. Bright green adirondack chairs are positioned on the wooden deck, surrounded by lush landscaping, including flower beds and a well-maintained lawn.

4.92 out of 5 average rating, 48 reviews

Loon Bay Cabin On Tiger Cat Pontoon Included

Picturesque 3 bedroom 2500 square foot custom built home with majestic views of the Tiger Cat. Come and relax on our private 200' of sand bottom shore line while only being 15 minutes form Hayward. The home has large west facing decks for your group to take incredible northern Wisconsin sunsets. The site provides a great location for fishing, swimming, hunting, snowmobiling, cross-country skiing with remarkably close access to trails and amenities. Pontoon included!

KitchenIndoor spacesAccuracy

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.

5.0 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.

KitchenFamilyAir conditioning

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.

4.9 out of 5 average rating, 42 reviews

Luxury Lakefront Lodge with amazing views

Welcome to paradise! A charming 100 year old lodge with sandy swimming on crystal clear Round Lake! The cabin is very large and great for groups or families. Enjoy free parking, a sandy shoreline, and plenty of room for yard games. A lakeside screen porch and new deck provide commanding lake views. The brand new kitchen is fully equipped. The property is wooded and private, but you’re just minutes away from bars, restaurants, shops, and of course the casino!

KitchenIndoor spacesComfort

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

4.93 out of 5 average rating, 179 reviews

A spacious entertainment area features comfortable seating and a large coffee table in front of large windows that offer views of the outdoors. An arcade game setup, air hockey table, and darts are included, providing a variety of entertainment options. A plant adds a touch of greenery.

Cabin in Birchwood

Lakeside Retreat: Massive Cabin+Spa+FirePit+Arcade

KitchenFamilyAccess

4.92 out of 5 average rating, 271 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

KitchenFamilyWalkability

4.94 out of 5 average rating, 121 reviews

Cabin in Town of Ojibwa

Secluded Riverfront Cabin | Hot Tub + Starlink

Indoor spacesFamilyLayout

5.0 out of 5 average rating, 101 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.

FamilyIndoor spacesCondition

4.85 out of 5 average rating, 26 reviews

A spacious wooden deck is illuminated with string lights, surrounded by lush trees. Two green chairs are positioned on the deck, with a built-in bench providing additional seating. In the background, large glass doors lead into the cottage, offering a glimpse of the inviting interior.

Cottage in Hayward

15min to trailhead, King Bed, PacMan

KitchenFamilyBiking

5.0 out of 5 average rating, 42 reviews

Modern & Cozy Northwoods Cabin w Cedar Hot Tub

FamilyKitchenHospitality

4.98 out of 5 average rating, 54 reviews

A serene view of a cabin situated by a private lake, as seen from a pontoon dock. The cabin is framed by trees, with large windows reflecting the natural surroundings. A bright blue canopy covers the pontoon, providing shade, while kayaks rest by the shoreline.

Cabin in Birchwood

Nice Lake Escape Hot Tub Pontoon

KitchenFamilyLaundry

Shipping container in Shell Lake

4.92 out of 5 average rating, 53 reviews

Långhus at Midgard Farms w/ Hot Tub!

FamilyKitchenView

Family- and pet-friendly home rentals

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.

4.96 out of 5 average rating, 114 reviews

Serene Retreat In The Woods of Hayward

Indoor spacesFamilyNearby

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, 408 reviews

Honey Bear Hideaway Cabin

Indoor spacesFamilyRiver

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, 112 reviews

Amy’s Cozy Lakeside Cottage

KitchenFamilyHospitality

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, 149 reviews

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

FamilyKitchenCleanliness

4.98 out of 5 average rating, 336 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

FamilyKitchenBiking

4.98 out of 5 average rating, 111 reviews

The cabin’s rear facade features a spacious deck with bright red umbrellas and large glass doors. A fire pit surrounded by multiple blue Adirondack chairs is set in the yard. Colorful kayaks are neatly arranged beside the cabin, complementing the natural greenery.

Cabin in Stone Lake

Pet-Friendly Lakeside Chalet with Sauna!

Indoor spacesKitchenBathroom

4.93 out of 5 average rating, 151 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.

FamilyKitchenValue

A charming wooden cabin is nestled among tall trees in a natural wooded setting. The two-story structure features a spacious deck and large windows that allow light to filter through. Surrounding vegetation offers a sense of privacy and serenity.

4.98 out of 5 average rating, 112 reviews

Tranquil Cabin Escape-Surrounded by Nature

FamilyKitchenSleep quality

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 6 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

KitchenFamilyBathroom

5.0 out of 5 average rating, 9 reviews

Apartment in Cable

Telemark North Woods Retreat - 1br/1ba

ViewQuietLocation

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

Castle on Lake Montanis - Indoor Pool & Game Room

Indoor spacesKitchenOutdoor spaces

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.

4.87 out of 5 average rating, 54 reviews

Schoolhouse Lake: Poolside and free guest boats!

KitchenIndoor spacesAir conditioning

5.0 out of 5 average rating, 5 reviews

Home in Upson

Lakefront 5 Bedroom 3 bath Northwood Chateau 2 & 4

FamilyParkingNearby

4.91 out of 5 average rating, 11 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

Indoor spacesFamilyPets

5.0 out of 5 average rating, 6 reviews

A comfortable living area features a dark gray sofa adorned with decorative pillows. A wooden coffee table sits on a striped area rug, while traditional lamps provide soft lighting. A cozy armchair and various wall decorations complete the inviting environment.

Home in Birchwood

Birchwood Tagalong Golf Condo

Indoor spacesComfortAccuracy