Family-friendly vacation rentals in Town of Stephenson

A covered porch features two green chairs placed on a wooden deck, surrounded by a natural wooded setting. Lush trees form a backdrop, creating a serene atmosphere. The porch offers a view of the grassy area beyond the railing.

4.93 out of 5 average rating, 167 reviews

Northwood's Crivitz Cabin.

2 bedrm family friendly cabin on a dead end rd with a covered porch off the kitchen - a great spot for morning coffee. Pack n Play with Bassinet feature, outlet plugs, drawer locks etc. Fully equip Kit. Towels, bed linens, Toiletries, Marshmallow sticks, pudgy pie, games, 60+ movies, campfire chairs, bug spray, sunscreen. We enjoy the cabin as a retreat from our normal busy life & technolog, to disconnect & reconnect with loved ones. State forest trail off back yard. There is air conditioning.

4.93 out of 5 average rating, 197 reviews

The living area features large windows, allowing natural light to filter in, illuminating the comfortable seating area. A wooden dining table is set with placemats, and a chandelier hangs above. A small balcony is visible through the sliding glass doors.

Condo in Egg Harbor

DoorCo Happy Place @Landmark Resort

Welcome to this wonderful, full of positive energy and relaxing resort! The condo is a great place to relax, explore and rejuvenate! 1 bedroom with a queen size bed and queen sleeper sofa in the living room and fully equipped kitchen make enough room for 4 guests. The resort is a great place to enjoy- 1 indoor pool, exercise room and a game room located in the main building, hot tub, sauna in each building, 3 HEATED outdoor pools open seasonally (May- August), tennis court, playground, a trail.

4.99 out of 5 average rating, 116 reviews

The exterior of a cozy cabin is presented, featuring a large deck that invites outdoor relaxation. Tall trees surround the property, and a clear blue sky is visible overhead. The cabin showcases wooden siding and large windows that blend with the natural setting.

Home in Crivitz

Cozy Cabin in the Northwoods!

Relax and enjoy the peaceful outdoors in the cozy cabin tucked in on 3.7 acres. It is a perfect mix of north woods charm and the convenience of home! Located close to Newton Lakes and High Falls flowage boat launches, public ATV/snowmobile trails, state & county parks, and a golf course. The large deck provides a perfect spot to enjoy nature. There are plenty of bar/grills & supper clubs nearby for dining. Check out the Marinette County tourism website for everything the area has to offer.

4.91 out of 5 average rating, 175 reviews

A spacious cabin is positioned along a serene riverbank, featuring large windows that offer views of the peaceful water. A fire pit and patio seating adorn the grassy area, while a dock extends into the river, surrounded by trees and greenery.

Cabin in Athelstane

High Falls Riverfront Rental

We welcome you to stay at beautiful High Falls Riverfront Retreat only 30 ft from the waters edge. The cabin sleeps 6 w/ 2 bedrooms, 1 bath and a large open concept kitchen/living room. It has a cute loft for kids or extra guests. It has a nice sunroom, games & movies. Fully furnished including some necessities you may have left at home. Outside there’s a grill, fire pit & beautiful river frontage w/ kayaks. In winter it’s a Snowmobilers & hikers paradise! Right on the UTV/snowmobile trails!

4.97 out of 5 average rating, 187 reviews

Cottage in Mountain

Witt's End, a relaxing Northwoods Lakeside Retreat

Our property on Little Gillett Lake is a special place. The cottage is new, but exudes the charm and character of classic Northwoods Americana. The clear, beautiful lake allows access to Big Gillett Lake and a tributary of the Oconto River by paddle. The Nicolet National Forest offers trails while nearby larger lakes provide beaches and access for motor boats. Swim, paddle, fish, snowshoe, ATV, snowmobile, hike, eat, chill... come enjoy some worry free relaxation or step away for an adventure!

4.97 out of 5 average rating, 175 reviews

A rustic cabin is illuminated under a starry night sky, with a hammock gracefully hanging between two tree stumps in the foreground. Warm lighting highlights the cabin's inviting entrance and wooden deck, surrounded by lush greenery.

Cabin in Mountain

Sasquatch Hideaway A-Frame |Sauna| Lake-ATV Access

Tucked away in the woods, and steps away from the national forest, this tiny home offers the tranquility you need to completely decompress. The Sasquatch hideaway offers you direct access to the ATV trail, a 600ft walk to the crystal clear waters of Paya lake. New for 2025 is a Wood fired barrel sauna for to decompress. The main offers a queen sized bed and the guest room offers a Full/Twin Loft bed, as well as a twin Murphy bed. There is also a massive sectional couch as a sleeping option.

Cabin in Town of Silver Cliff

A lively dog is captured mid-leap amidst a carpet of fallen leaves, with a charming cabin nestled among colorful autumn trees. The warm wood exterior of the cabin contrasts gently with the vibrant foliage, creating a welcoming woodland setting.

5 out of 5 average rating, 207 reviews

Hardwood Hideaway Cabin on the Peshtigo River

2 Bed 1 Bath cabin. On 2 wooded acres on Peshtigo River. Private road. Walking distance to Rustic Inn-Rapids Resort-Kosirs Rafting. Parking area for trailers/boats. Well lit outdoor space. Fire pit & wood provided. 2 boat launches within a mile. WiFi/Netflix/streaming apps included. Short trail to the river. All cotton bedding and towels. 4 individual beds. Quality cookware & many kitchen supplies. Breakfast/snacks provided. Fresh eggs. Dogs are welcome with restrictions. Freshly Remodeled.

Place to stay in Lakewood

A well-lit kitchen area is featured, with a white stove and refrigerator. A wooden table is set with a colorful patchwork tablecloth, surrounded by two chairs. Large windows dressed in sheer curtains allow natural light to fill the space, highlighting the warm wooden flooring.

4.87 out of 5 average rating, 153 reviews

Historic and quaint 2 bedroom 1 bath

You’ll have plenty to enjoy at this historic place in a picturesque setting. Location is on Main Street of the very tourist area of Lakewood, WI! Enjoy walking distance to the multiple enchanting shops and bars. Catch the 4 wheeler/snowmobile trail across the street to miles of amazing riding. Enjoy the multiple gorgeous lakes of Northern WI. This is an upper unit w/ full kitchen all to yourself and sleeps up to 6 with 2 bedrooms and pullout sofa. Pets are welcomed. Campfire area/grill

The exterior of a cozy cabin is framed by lush greenery, with a rustic red façade and a stone chimney. A pathway leads to the entrance, while the serene Grass Lake glimmers in the background, surrounded by trees and natural landscaping.

4.97 out of 5 average rating, 211 reviews

Scenic, Serene Lakefront Cabin — Wood Stove

Nestled on the tranquil Grass Lake, your cozy cabin retreat awaits! Whether enjoying yard games, the crackling bonfire, or the snug embrace of the wood stove, this space is thoughtfully crafted for your next family getaway or peaceful solo escape. Bask in the breathtaking lakefront views from the dock, deck, or four-seasons room. Immerse yourself in a space designed to foster connections and spark creativity. We welcome you to join us and create your own beautiful memories at the cabin.

4.99 out of 5 average rating, 143 reviews

A modern kitchen is presented with green cabinets juxtaposed against warm wood countertops. An island with three wooden stools provides a casual dining option. Natural light fills the space, highlighting a farmhouse sink and stainless steel appliances, while a clock adorns the wall in the background.

Home in Marinette

We Call It "The Farmhouse"

Relax and recharge with the whole family at our beautiful country estate! This unique and peaceful property is just minutes from shopping and restaurants, yet maintains the quiet charm and rural feel that is quintessential Wisconsin! Enjoy the tranquil view of a sunrise while horses pasture out back or deer browsing at the forest edge in the waning hours of daylight. Your children or pets will appreciate the fresh air, freedom to roam and safety provided by our fenced in back yard.

The exterior of the cabin features a rustic design with a green metal roof and brown wood siding. Large windows provide ample natural light. The surrounding area is lush with greenery, and a well-maintained lawn leads up to the entrance.

4.96 out of 5 average rating, 339 reviews

Whippoorwill Valley Cabin quiet waterfront cabin

Scenically situated overlooking the water, our peaceful 2 bedroom cabin is located directly on the waters of the Johnson Falls Flowage. Perfect for nature lovers who love the quiet calm of the north woods. Kayak, fish or sit by the water right from the cabin shores. We are close to numerous State & County Parks, Boat launches, ATV/Snowmobile trails & more! The fire pit provides endless entertainment. Nature abounds with deer, turkeys, eagles, bears and much more!

4.99 out of 5 average rating, 307 reviews

The cozy cabin is set amidst a forest backdrop, featuring a wooden exterior with large windows. A deck extends from the cabin, accompanied by a pair of outdoor chairs, providing a peaceful outdoor space to relax and enjoy nature.

Cabin in White Lake

Star-gazing, quiet privacy in the forest

Relax in the silence of the forest at our dog-friendly cabin. Please note we welcome pet dogs - no other animals. Enjoy breathtaking star gazing and easy access to snowmobile and ATV trails/routes. Explore local cross-country, mountain bike and snowshoe trails, local restaurants, shops, wineries, and art. Also, check out our other animal-free Airbnb rental, Ott's Cozy Suite, located 1/2 mile away on this 60-acre property!

Popular amenities for Town of Stephenson family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 134 reviews

The exterior of a house is set against a backdrop of tall trees, showcasing a spacious lawn. A selection of wooden chairs surrounds a fire pit area, providing an inviting space for outdoor gatherings. The house features multiple levels, with a large deck visible.

Home in Sturgeon Bay

Modern Door County Waterfront House + Hot Tub

4.92 out of 5 average rating, 156 reviews

The lodge's exterior is characterized by a classic log cabin style, featuring large windows that allow ample natural light. Surrounding greenery includes well-kept shrubs and trees, with a vibrant red maple adding a burst of color against the serene backdrop.

Cabin in Egg Harbor

Green Apple Lodge (w/hot tub & hi-speed wifi!)

4.84 out of 5 average rating, 220 reviews

A hot tub filled with water is situated in a sunlit room, surrounded by wooden walls. Large windows provide a view of the sunset over the water, while a door leads outside, enhancing the serene atmosphere.

Home in Green Bay

Green Bay/Door County Waterfront 3BR Hot Tub

4.97 out of 5 average rating, 118 reviews

The image captures a serene sunset over the bay, framed by tall trees. Silhouettes of branches contrast against the vibrant orange and yellow hues of the sun dipping below the horizon. A gentle grassy area leads toward a stone fire pit, enhancing the peaceful atmosphere.

Cabin in Egg Harbor

Sunset Sanctuary- with outdoor hot tub

4.83 out of 5 average rating, 163 reviews

A charming exterior view of the lake house surrounded by lush greenery. A stone pathway leads to the front door, framed by vibrant garden beds featuring various plants. The house features a mix of wood and painted walls, set against a backdrop of trees.

Home in Gresham

Modern Lake House w/ Rec Room Garage & Hot Tub!

4.94 out of 5 average rating, 139 reviews

A spacious bathroom is highlighted by a raised jacuzzi tub, surrounded by decorative tilework. Soft lighting fixtures and a window provide a calming ambiance. A selection of toiletries is neatly arranged nearby, enhancing the room's functional yet tranquil design.

Home in Iron Mountain

Retreat Suite Hot Tub

4.99 out of 5 average rating, 103 reviews

The cottage is surrounded by vibrant autumn foliage, showcasing shades of orange and yellow. A spacious deck extends from the wood-paneled structure, which features large windows. A welcoming hot tub sits outside, inviting relaxation amidst the natural setting.

Cottage in Mountain

Hot Tub in the Forest Cozy Home on Peaceful Lake

4.92 out of 5 average rating, 207 reviews

A cozy cottage is framed by surrounding trees, featuring a stone fire pit in front. Large glass doors illuminate the interior from within, while wooden siding adds a natural touch. Two outdoor chairs are positioned nearby, offering a serene view of the landscape.

Cottage in Sturgeon Bay

Peace of Beach, 4 season waterfront cottage

Family- and pet-friendly home rentals

A cozy bedroom features a spacious bed adorned with soft linens and a plaid throw. A ceiling fan provides airflow, while a nightstand with a lamp and framed photos add charm. Natural light filters through a nearby window covered with sheer curtains.

4.92 out of 5 average rating, 71 reviews

Woodland Retreat I Pet Friendly

5 out of 5 average rating, 16 reviews

The lodge features a welcoming exterior with a combination of wood and glass elements. Large front windows allow natural light to fill the space. A spacious porch is present, adorned with seating and surrounded by landscaped greenery, providing a perfect spot to enjoy the outdoors.

Home in Crivitz

ATV/Snow Trails! A/C Covered patio, spacious/clean

4.95 out of 5 average rating, 100 reviews

A spacious deck is surrounded by tall trees, creating a serene outdoor setting. Several lounge chairs are positioned for relaxation, while a circular table with chairs is ready for gatherings. Soft lighting outlines the deck, enhancing the sense of tranquility amidst the natural surroundings.

Cottage in Amberg

Cozy Cottage with 20 acres

4.96 out of 5 average rating, 47 reviews

A tranquil view of Moody Lake is captured at sunset, highlighting gentle ripples across the water's surface. A blue paddleboat is visible moored next to a private pier, surrounded by lush trees that reflect in the calm lake.

Cabin in Suring

Spacious Dog Friendly Cabin in Oconto County

4.93 out of 5 average rating, 103 reviews

An aerial view of a quaint blue cottage surrounded by lush greenery and tall trees. A spacious lawn extends around the cottage, with a few seating options visible. In the background, a serene waterway is nestled among the trees, enhancing the peaceful atmosphere.

Cottage in Stephenson

Charming Cabin Perfect for Relaxing!

4.84 out of 5 average rating, 148 reviews

A spacious living area features a large sectional sofa arranged around a coffee table. Natural light enters through multiple windows, highlighting a stylish area rug and the subtle texture of the walls. A warm fireplace completes the cozy environment.

Home in Peshtigo

Peshtigo Ranch Experience

4.95 out of 5 average rating, 177 reviews

Cottage in Marinette

Winding River Cottages-Pine Cone Cottage

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,

Family-friendly home rentals with a pool

4.84 out of 5 average rating, 70 reviews

A living area features a comfortable red sofa facing a large window that offers views of green outdoors. A gas fireplace is positioned beside a light wood shelf with decorative items. A TV is mounted on the wall, and a patterned chair and coffee table complete the setting.

Apartment in Fish Creek

1 Bedroom Suite in a World-Class Swedish Resort

4.97 out of 5 average rating, 39 reviews

A serene landscape features a one-acre pond surrounded by lush greenery and colorful autumn foliage. A charming barn and the main lodge are visible in the distance, creating a harmonious blend with the natural setting.

Barn in Wallace

Pinewood Springs Lodge, 240 acres with 1 acre pond

4.88 out of 5 average rating, 178 reviews

The living area is furnished with a gray sectional sofa adorned with blue and patterned cushions. A wooden coffee table sits on a textured blue area rug, with a small plant placed on top. The open kitchen is visible in the background, featuring modern appliances and a dining island with seating.

Condo in Egg Harbor

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

4.9 out of 5 average rating, 186 reviews

A spacious living area is highlighted by a large sectional sofa, accented with decorative pillows. A flat-screen TV is mounted above a stone fireplace. Natural light pours in through two large windows, enhancing the welcoming ambiance of the space.

Townhouse in Egg Harbor

Indoor pool and hottub Egg Harbor condo #51

5 out of 5 average rating, 7 reviews

A living area features a dark sofa and two armchairs set against large glass doors that lead to a private balcony overlooking the water. A wood dining table is positioned in the center of the room, and a patterned area rug adds warmth to the space.

Condo in Sturgeon Bay

Townhouse 107 at Cliff Dwellers Resort

4.96 out of 5 average rating, 24 reviews

A hot tub is positioned on the patio, featuring jets that create a soothing water surface. Surrounding greenery adds natural beauty, while privacy is ensured by a barrier. Nearby, lounge chairs and vibrant pool toys are visible, enhancing the outdoor relaxation space.

Cabin in Sturgeon Bay

Waterfront/Pool/Hot Tub/Firepit/Game Room

4.92 out of 5 average rating, 111 reviews

The entrance to Meadow Ridge is marked by a stone facade featuring two blue signs. Surrounding greenery is complemented by pumpkins arranged on a stone outcrop, creating a seasonal display. Soft light illuminates the scene, highlighting the welcoming aspect of the property.

Condo in Egg Harbor

Entire Townhouse -Escape to Door County