Family-friendly holiday rentals in Land O&#x27;Lakes

4.98 out of 5 average rating, 101 reviews

An aerial view of Wanderloft reveals its modern architectural design set against a lush green landscape. The cabin features large windows, a rooftop deck with seating, and a path leading down to the natural surroundings by Manuel Lake.

Cabin in Phelps

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on one of Vilas County's highest points, this cabin provides stunning 360-degree views from various levels overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet - where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

4.97 out of 5 average rating, 151 reviews

The living room features a comfortable seating arrangement, including a spacious sofa and two accent chairs. A coffee table is positioned centrally. Large windows allow natural light to fill the room, while plush carpeting covers the floor. Table lamps provide additional lighting.

Cottage in Conover

Eagle River/Conover House -Come Explore NearTrails

Newly furnished, carpeted and partially renovated cabin is nestled in the woods on the Wisconsin River, this spacious two bedroom, two bathroom home welcomes you to explore the North woods. Whether it's water sports, trail riding, biking, hiking swimming, fishing, day trips to local area communities; fun will be had by all. This two bedroom can easily accommodate 8 people comfortably without feeling overcrowded. The driveway can accommodate 6 parked vehicles or up to 3 vehicles with trailers

Guest suite in Rhinelander

The exterior of the suite features a welcoming entrance adorned with flower planters overflowing with colorful blooms. A pathway leads to the door, surrounded by lush greenery and garden plants, providing a peaceful and inviting approach to the accommodation.

4.98 out of 5 average rating, 208 reviews

Quiet Family Suite on River near Lakes and Trails

This family-size, fully-enclosed suite with a separate entrance from the host's attached house offers all the comforts of home within 15 min. of Minocqua, Rhinelander, and premier outdoor experiences- hiking, biking, fishing, boating. Inside find bright spaces, full log beams, and a hobbiton feel; open concept living area with fully stocked kitchen, table, bunk beds, large couch, TV and Wi-Fi; bedroom with queen bed and stowed air mattress; full bath; play room. The entire suite space is yours.

4.93 out of 5 average rating, 111 reviews

A single-story cottage is surrounded by a blanket of freshly fallen snow, with trees in the background creating a serene winter setting. The exterior features large windows and a simple wooden railing leading up to the entrance, complementing the peaceful atmosphere.

Cottage in Watersmeet

Cozy home located amidst area sights & activities

Our cottage is a base camp from which to enjoy the beauty of the north woods. Plan your winter to snowmobile, ice fish, downhill or cross-country ski and hike. In summer make it a get-a-way for fishing, kayaking, canoeing, or ATVing. Venture out to the numerous waterfalls, hike the Ottawa National Forest or Sylvania Wilderness, view the scenic Porcupine Mountains, drive through the Keweenaw peninsula. Autumn is the time to take fall color tours, ATV, & hunt. Slow internet - high speed coming

4.97 out of 5 average rating, 106 reviews

The exterior of the cabin showcases a spacious wooden structure set against a backdrop of trees. A large lawn extends before the building, with a welcoming porch area and a two-car garage visible on the right side.

Cabin in Watersmeet

Peaceful 3 bedroom cabin on UTV/snowmobile trails

Watersmeet cabin on UTV/snowmobile trail L3. Property only a few hundred feet from WI/MI border and Land o Lakes WI. Open the gate and have direct access to trail system or only a short walk or bike ride to Land O Lakes. Home away from home, Spacious living, downstairs recreation room with TV, DVD player and games, extra sleeping space if needed, enclosed 3 season room, 2 outdoor patios, gas grill, 2 car attached garage for automobiles during inclement weather. Only minutes from many lakes.

4.89 out of 5 average rating, 133 reviews

A rustic cabin is situated beside a calm, reflective lake, surrounded by tall trees in various shades of green. Brightly colored chairs are positioned near the water's edge, with multiple boats visible on the shore. The tranquil scene is enhanced by the stillness of the water.

Cabin in Saint Germain

Carter Northwoods Escape Cabin

Super Quiet place in the Northwoods!This rustic cabin built in the 1950’s has it owns quirks and charm. The cabin is nestled on a private lake is exactly what you’re looking for. Privacy around cabin;untouched nature, bald eagles, deer, loons and hummingbirds. Complimentary row-boat, kayak, canoe, paddle boat and stand up paddle board for use. These 2 acres, surrounded only by trees, boasts a perfect experience of Northern Wisconsin vibes. Very quick access to the Heart of Vilas bike path.

4.89 out of 5 average rating, 221 reviews

A charming cabin is nestled in a lush green landscape, surrounded by trees and a rocky pathway. The structure features a sloped roof and large windows, with a wind turbine visible nearby. The serene setting offers a sense of tranquility.

Cabin in Alvin

Rivers reach

Our cabin is located in the heart of the Nicolet national forest on 37.5 acres It boarders on two sides creating a beautiful and very peaceful setting. Once inside you will feel warm and comfortable while being able to see all the beauty nature has to offer through all the windows over looking the property. Plenty of space in the kitchen to prepare a meal or relax on the deck while grilling. Relax by the camp fire or cool off in the pond. Snowmobile and atv trails through back of property.

4.92 out of 5 average rating, 273 reviews

An elevated deck features four outdoor chairs arranged to overlook a serene natural setting. Sunlight filters through the trees, casting gentle shadows on the wooden surface. The sliding glass door provides access to the interior space, inviting the outdoors in.

Flat in Arbor Vitae

Retreat C on Little Spider Lake (Towering Pines)

Our property offers a Peaceful Getaway in a Resort Setting on a Quiet Lake. "Great Location", "Amazing Views", "Clean", "Cozy", "Perfect", "Peaceful", "Comfortable", and "Relaxing" are what we repeatedly hear from our guests after their stay. The Heart of Vilas County Bike Trails and numerous Hiking trails are just minutes away. The #5 Snowmobile/ATV trail runs across the front of the property along Hwy 51 and we are surrounded by many area lakes and the Northern Highland State Forest.

4.97 out of 5 average rating, 227 reviews

A serene sleeping area features a queen bed with a green quilt and decorative pillows. Flanking lamps provide soft lighting next to the bed. A forest-themed wall mural enhances the calming atmosphere, while a window offers a glimpse of the outdoors.

Guest house in Sayner

Sauna, Snowshoe, Silence at Lands End at Edge Loft

Cozy zenny QUIET retreat in Wisconsin's Northwoods. Deck overlooks NHAL wilderness. Rustic SAUNA steps away. Hide away at the Loft: birdwatch, listen to howling wolves, watch snow fall. Gas grill, firetable. WIFI, elect FP, full fridge, kitchenette.Lost Canoe Lake for ice fishing 5min. Glide ice skate ribbon: 10. Fern Ridge groomed snowshoe: 20. Winman Trls groomed Xcountry ski, snowshoe, fat tire: 30. Our 5mi private snowshoe trl out your door! Semi-seclud yet 8mi to BJ restaurants!

A kitchen area features dark cabinetry and a marble countertop, complementing a stainless steel sink. Open shelves display dishes and decorative items. A window allows natural light to brighten the space, while a striped rug adds a cozy touch underfoot.

4.95 out of 5 average rating, 100 reviews

Tiny Cabin with Northwoods Charm

Wake up early and enjoy the sunrise or sleep in and savor the peace and quiet. This tiny cabin, approximately 600 square feet, is located within one mile of Eagle River, WI, is near snowmobile/ATV trails, lakes, restaurants, and downtown shopping. Fully equipped with all the amenities needed to settle in and enjoy the Northwoods. This newly built cabin, includes one bedroom with a queen size bed, one bathroom, a full-size kitchen, wifi, and laundry.

4.93 out of 5 average rating, 323 reviews

The cabin's exterior features a sturdy stone facade adorned with bright red shutters. A covered porch with comfortable seating is framed by lush greenery and colorful flowers, creating a warm and inviting entrance.

Tiny home in Arbor Vitae

Your three-season romantic escape

Escape to The Croquet Cabin—a cozy 1-bed, 1-bath retreat nestled in Wisconsin’s Northwoods. Perfect for couples, this charming cabin features heated floors, a fireplace, full kitchen, Wi-Fi, and outdoor space for grilling or enjoying lake life. Just minutes from Trail 51 and local lakes, it’s ideal for year-round adventures or romantic getaways. Relax, recharge, and enjoy rustic charm with modern comforts. (Owners live on premise)

The renovated kitchen features modern appliances, including a refrigerator and stove, set against warm wood cabinetry. Natural light fills the space through a nearby window, highlighting the wooden flooring. A dining table with black chairs is positioned adjacent to the kitchen area.

4.98 out of 5 average rating, 290 reviews

Jimmy’s Lakeview Vacation Cabin

Jimmys Lakeview Vacation Rental cabin is located across from Duck Lake (part of the Eagle River Chain of Lakes) and offers a great place to stay for your Eagle River vacation. Cabin is only 2 miles from downtown Eagle River and within walking distance to Sweetwater Bar and Grill and Kickback Grill. There are two public boat landings and Eagle Lake Park within 1.5 miles and is also located on the snowmobile and atv/ utv trail.

Popular amenities for Land O'Lakes family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 127 reviews

A three-story cabin is nestled within a snowy landscape, surrounded by tall trees. Its peaked roof and large balconies offer charming outdoor spaces. A gentle slope is noted in the foreground, blanketed in fresh snow, with the cabin appearing inviting and secluded.

Chalet in Bessemer

Big Chalet with Hot Tub on Big Powderhorn Mountain

4.98 out of 5 average rating, 105 reviews

A spacious living room features a cozy sofa, a decorative table, and a work desk. Skylights provide abundant natural light, enhancing the soft color palette. Elegant art pieces and antique mirrors add character to the room, complemented by warm lighting fixtures and a welcoming atmosphere.

Loft in Ironwood

* New, Luxury* The Powerhouse Loft

4.87 out of 5 average rating, 166 reviews

The exterior of the chalet features a two-story structure with green siding and white trim. A wooden deck with railings is accessible by stairs, surrounded by tall trees that provide a natural setting. Large windows invite natural light into the interior.

Chalet in Wakefield

Indianhead duplex chalet with a hot tub 2376

4.95 out of 5 average rating, 282 reviews

A charming A-frame chalet is surrounded by vibrant autumn foliage. The exterior features a blue metal roof and large windows that allow natural light to fill the interior. A wooden deck extends from the front, providing outdoor seating options, while a small shed is visible to the right.

Chalet in Bessemer

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn

A rustic lakefront cabin features dark wood siding and a peaked roof. Surrounded by greenery, it has a wide wrap-around porch adorned with hanging flower baskets. A manicured lawn leads to a paved driveway, highlighting the serene setting of the property.

4.97 out of 5 average rating, 39 reviews

Otter Lake Cabin on the Eagle River Chain

4.96 out of 5 average rating, 27 reviews

A welcoming wooden sign labeled 'The Elkstone' stands in front of a cozy, dark wood home surrounded by vibrant autumn foliage. The porch features rockers, offering a peaceful outdoor space to enjoy the natural beauty.

Cabin in Conover

The Elkstone *NEW* - Renovated Home - HOT TUB

Chalet in Ironwood Township

The chalet is surrounded by a serene winter landscape, with fresh snow blanketing the ground and deck. The two-story building showcases red siding and large windows, blending harmoniously into the snowy surroundings under a clear blue sky.

4.97 out of 5 average rating, 127 reviews

Modern Chalet -AC, hot tub, sauna + pets welcome

4.89 out of 5 average rating, 203 reviews

A spacious living area features a combination of comfortable seating and rustic decor. A large wooden canoe is mounted on the wall beside an intricately designed staircase that leads to the upper level. Natural light fills the room, highlighting the wooden accents throughout.

Home in Minocqua

Minocqua Retreat Home ...7 miles from downtown!!!

Family- and pet-friendly home rentals

Superhost

A dining area is centered around a wooden table, surrounded by four light-colored chairs. Natural light floods the space through open French doors, which lead to a deck offering views of the lake. A decorative tray rests on the table, enhancing the welcoming atmosphere.

Home in Minocqua

4.87 out of 5 average rating, 133 reviews

Cozy Cottage on the Island, Walkable to everything

4.94 out of 5 average rating, 68 reviews

A rustic log cabin is nestled among tall trees, bathed in warm sunlight. Four wooden adirondack chairs are arranged around a circular fire pit, surrounded by stones. Sunlight streams through the tree branches, casting gentle shadows on the grassy ground.

Cabin in Conover

Sasquatch Sanctuary Log Cabin | Sauna | 10 Acres

4.95 out of 5 average rating, 172 reviews

Cottage in Three Lakes

Chain of Lakes Beauty!

4.95 out of 5 average rating, 42 reviews

A spacious living area features high, wood-beamed ceilings and large windows that invite natural light. A wood-burning stove stands centrally, surrounded by comfortable seating, including a leather sofa and plaid armchairs. A flat-screen TV is positioned against the wall, enhancing the relaxation space.

Cabin in Conover

14 acres of seclusion, private lake, 5 kayaks

4.84 out of 5 average rating, 171 reviews

A grassy area is visible, leading up to several wooded cabins. A pathway ascends gently, flanked by trees. In the foreground, outdoor furniture is covered, with a circular gazebo and a shared space for activities situated nearby.

Cabin in Marenisco

Great cabin with a view, On Lake Gogebic.

Superhost

A cozy living area features a red sofa and a patterned armchair, complemented by a round wooden coffee table. Natural light streams through a window adorned with light curtains. The kitchen area, equipped with modern appliances, is visible in the background.

Cabin in Saint Germain

4.71 out of 5 average rating, 28 reviews

Cozy Cabin sleeps 2 Big St Germain Lake, so cute

4.96 out of 5 average rating, 256 reviews

A spacious loft is presented with wooden flooring and sloped ceilings. A queen bed and a standard double bed are placed comfortably within. A rustic couch and a small table are included, alongside a colorful area rug. Natural light enters through a window, enhancing the cozy ambiance.

Barn in Crandon

The Loft Above the Barn, Tamarack Moon,

4.99 out of 5 average rating, 158 reviews

A spacious deck hosts a dining table set with dark metal chairs, accompanied by a teal umbrella. A flower pot with pink blooms adds color. The view showcases a calm lake with green trees lining the opposite shore under a bright blue sky.

Home in Eagle River

Lakefront, near downtown and trails! Dog-approved

Family-friendly home rentals with a pool

A cabin is surrounded by tall trees and features a spacious screened porch. Four Adirondack chairs and a fire pit are situated on the grass in front of the cabin. A barbecue grill is available nearby, with firewood stacked nearby for convenience.

Cabin in Sayner

5 out of 5 average rating, 4 reviews

Innisfree Cabin on Plum Lake

A rustic cabin is framed by tall trees, featuring a wooden exterior and a sloped roof. A covered porch with a picnic table and grill is visible in the foreground. A door leads into the cabin, while an open area invites outdoor activities.

Cabin 02 by Eagle Waters Resort

A private balcony is highlighted by wooden decking and sturdy railings. Two comfortable chairs are positioned for relaxation, surrounded by tall trees and greenery. The inviting outdoor space offers a connection to nature, ideal for enjoying fresh air and peaceful surroundings.

Loft in Eagle River

Studio 211 balcony by Eagle Waters Resort

The bathroom features a large soaking tub with a modern faucet. A spacious mirror reflects a cozy bedroom, which includes a wooden headboard, bedside lamps, and light-colored bedding. Soft natural light enters the room, enhancing the overall ambiance.

Apartment in Eagle River

1 Bedroom condo great view of Duck Lake

5 out of 5 average rating, 17 reviews

The exterior view of the Pinecone Cottage showcases a modern design with large windows reflecting warm light. The structure is framed by trees and natural stone elements. A wrap-around deck extends from the house, enhancing the connection to the surrounding landscape.

Cabin in Three Lakes

Northernaire Resort’s Premier Property sleeps 9!

Cabin in Manitowish Waters

New place to stay

Lakefront 3BR/3BA Retreat near Manitowish Waters!