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Family-friendly vacation rentals in Oshkosh

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Oshkosh

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

The two-story home features a beige exterior with multiple windows, surrounded by a grassy yard. Two chairs are positioned in front on a small patio area. Large trees provide shade, while a view of the countryside and other structures is visible in the background.

Home in Glenbeulah

4.98 out of 5 average rating, 126 reviews

Stay at Sunrise LLC, Like being at Grandma's

Welcome to Stay at Sunrise LLC. We offer a clean and comfortable home for your vacation enjoyment. We are in a rural area, recreation trail head is 3 miles east of us as is the Wade House, 7 miles from Road America. Large yard, Fire pit, picnic table, child swing set. Garage parking on site if arranged in advance. We do not have WIFI Phone reception for Internet is good. No Cable or Satellite TV, Over 32 antenna channels. Smoking is allowed outside of the home. No pets allowed.

A red cottage is nestled among lush green trees, with a winding driveway leading to its entrance. Steps ascend to the upper level, and patches of sunlight filter through the leaves, highlighting the natural surroundings.

Guesthouse in Plymouth

4.97 out of 5 average rating, 117 reviews

Woodside Cottage Guest House-Close to Road America

Woodside Cottage in the Kettle Moraine forest of East Central Wisconsin offers a quiet private getaway for Road American race fans, golfers or those wanting just to have a break from the city and explore the area. This 2 bedroom guesthouse can host 8, with laundry, full kitchen, living room and outdoor fire pit. Due to family guest allergies, we are pet free. Located 4 miles from gate 4 at Road America and 20 miles from Whistling Straits golf course. WIFI available, but unreliable. 3 cars MAX

A rustic log cabin is surrounded by greenery, featuring a charming wraparound porch with steps leading up to it. The exterior displays wooden beams and a welcoming front, while a small fence encloses the area, creating a cozy, nature-integrated ambiance.

Farm stay in New London

4.96 out of 5 average rating, 183 reviews

Irish Acres Farm Charm Glamping: FAIRY CABIN

Irish Acres Farm is host to guest friendly activities. Sit & relax or join in farm chores, hike, fish, meditate. Light a camp fire and enjoy Nature at her finest. Experience the coziness of a rustic "tiny house" off-grid log FAIRY CABIN set beside a 1 acre spring fed pond. My place is good for couples, solo adventurers, & families (with kids). No pets or therapy animals allowed. We strive to be a tech free zone (NO WIFI or TV's). A true authentic connection with Nature and each other.

The log cabin features a covered front porch with seating areas, surrounded by landscaped greenery. Tall trees and shrubs frame the property, creating a sense of privacy. A gravel path leads to the entrance, enhancing the rustic charm of the home.

Cabin in Montello

4.95 out of 5 average rating, 129 reviews

True Log Cabin Montello 1/2 hr to WI Dells on 10ac

Lazy Fawn Cabin Escape reality and surround yourself with nature at this quiet peaceful log cabin sitting on 10 acres. Camp fires, grilling or lay in the hammock. 2 bedrooms with queen beds and a large loft with 1 queen and 2 full beds. 1/2 hour from Wisconsin Dells and 7 minutes off I-39. Rustic cabin with all the modern amenities. Area lakes for fishing or recreation, or take a ride to an amazing Amish bakery and shops. 10 minutes to downtown Montello for groceries and restaurants.

A wooden home with a welcoming facade is surrounded by lush greenery. The large front porch features a railing and steps leading to the entrance, while a driveway provides access to a garage underneath the house. Natural light enhances the inviting atmosphere.

Home in Green Bay

4.92 out of 5 average rating, 305 reviews

Entire Suite-Short drive to Lambeau, Zoo, Downtown

Private side entrance at ground level featuring large windows with natural light, private bathroom with toiletries, laundry room with washer/dryer, private family room with couch, TV with Hulu, wireless, microwave, coffee maker, bottled water, and a mini fridge. You have the entire floor to yourself, as we live upstairs. House is located in a quiet country subdivision. Deer, birds and other wildlife are daily visitors. Easy drive to Lambeau Field, the airport, and downtown Green Bay!

Top guest favorite

The exterior of a historic schoolhouse is displayed, featuring a white facade with a green metal roof. A charming open-air porch is visible, along with several windows framed in dark. The surrounding grounds include a grassy area, providing a peaceful rural setting.

Home in Scandinavia

4.95 out of 5 average rating, 165 reviews

Peterson Mill Schoolhouse

The Peterson Mill Schoolhouse is a rural and historic one classroom school converted into a guest house. Located next to a trout stream and operating dairy farm, you can sit on the open-air porch, relax by the creek, or take a walk on the country roads. The Schoolhouse is open year-around, welcoming all who enjoy fishing, biking, hunting, and other outdoor activities. Enjoy your time in the peaceful surroundings or drive 15 minutes to the beautiful Waupaca Chain-O-Lakes.

Top guest favorite

The cottage features a long, metal-roofed exterior with gray siding and contrasting purple shutters. Lush greenery surrounds the home, including decorative flower beds. A paved pathway leads to the entrance, highlighting the spacious yard. Sunlight enhances the bright and welcoming appearance.

Guesthouse in Oshkosh

4.95 out of 5 average rating, 188 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

A tranquil view of Lake Michigan at sunset, where calm waters reflect soft hues of orange and pink. The sky showcases wispy clouds, and a distant bird is seen soaring above the serene landscape, creating a peaceful setting.

Home in Sheboygan

4.94 out of 5 average rating, 198 reviews

Beachfront getaway in Sheboygan

One of the few homes in Sheboygan that walks out onto the sands of Lake Michigan, this 3 bedroom/ 2 bath home is meant for total relaxation and fun. The open kitchen, dining and living room is full of light from the sliding glass doors on the back of the house, which access a deck and a large back yard. Upstairs is a spacious loft with a pull out couch. Fire pit in the back yard. Just steps from a playground at King Park. Amazing sunrises, worth waking up for.

An exterior view of a yellow, single-story cottage features large windows on three sides, allowing abundant natural light. A door leads to a covered entrance, with a grill and fire pit situated on the porch. Surrounding trees provide a sense of privacy.

Cottage in Markesan

4.81 out of 5 average rating, 102 reviews

Cottage on the Pond - Big Green Lake

Our place is good for couples, solo adventurers, families, and furry friends (dogs limit 2 $50 fee). Enjoy the peace and beauty of the pond (sorry, no fishing) while just across the street from beautiful Green Lake. Lots of room outside for the kids to roam. Easy walk to the beach. (see satellite map picture). There is a public launch nearby and plenty of room to keep your boat on the side lawn. Hiking trails, White River Marsh, and Fox River are all nearby.

A warm living area features exposed log walls and a stone fireplace. Comfortable leather seating is arranged around a coffee table. A television sits on an entertainment unit, and framed photographs decorate the mantle. Natural light enters through windows near the ceiling.

Cabin in Campbellsport

4.98 out of 5 average rating, 145 reviews

Log Cabin Luxury on a Lake

Enjoy a 1,400 sq.ft. home in the Northern Unit of the Kettle Moraine Forest on 50' of shore. Enjoy the lake for swimming, kayaking, fishing, and floating! Lots of trails for hiking nearby and other fun summer activities! Updated home with a log cabin feel. Modern kitchen and great room—perfect for game night or sitting by the fireplace. Lake views from the master bedroom and sun room. Beautiful bathroom with big walk in shower. Come see for yourself!

Top guest favorite

A relaxing living area features a stone fireplace as its focal point. Comfortable seating options, including a leather chair and a spacious sofa, are arranged around a rustic coffee table. Large windows allow natural light to fill the space, with glimpses of the surrounding scenery.

Cottage in Fond du Lac

4.99 out of 5 average rating, 286 reviews

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

A comfortable sleeping area features a spacious bed adorned with a floral-patterned blanket. A small desk with an office chair is positioned nearby, accompanied by a table lamp. A light-colored shelf is mounted on the wall, providing a subtle decorative touch.

Guest suite in Appleton

4.95 out of 5 average rating, 128 reviews

Cozy Guest Unit with 2 Bedrooms

No cleaning fee/Appleton Licensed Tourist Rooming House! This is your home away from home for EAA, Lawrence U, the Packers, business, PAC, Scheels USA Fields & more. The spacious, lower half of our split-level home with 2 bedrooms (queen & double/single)has its own private keyed entrance, bath & basement living room. Add’l amenities include office chair/desk, fridge, microwave, washer/dryer & Keurig coffee machine. *No kitchen.*

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Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Oshkosh family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Three wooden Adirondack chairs are positioned on a dock, facing a serene lake at sunset. A person is visible kayaking in the distance, with mountains silhouetted against the colorful sky.

Home in Plymouth

4.92 out of 5 average rating, 13 reviews

the getaway at crystal lake!

The tranquil shoreline of Lake Winnebago is depicted at sunset, with calm waters reflecting soft pastel colors. A sandy beach area is visible, complemented by a cluster of rocks and lush greenery. A wooden bench is positioned nearby, inviting moments of relaxation.

Cottage in Neenah

4.94 out of 5 average rating, 475 reviews

Lake Life, year round hot tub!

A circle of eight white Adirondack chairs surrounds a glowing campfire, set upon a sandy beach at twilight. The flames flicker vibrantly amidst a ring of smooth stones, providing warmth and inviting a cozy gathering for evening conversations.

Cabin in Redgranite

4.91 out of 5 average rating, 77 reviews

Sandy Shore Lakeside Lodge

A charming lakefront cabin nestled among vibrant autumn foliage. The property features a staircase leading down to the water, with a yellow kayak resting on the edge. Large windows of the cabin reflect natural light, enhancing the scenic view of trees in warm fall colors.

Cabin in Wautoma

4.87 out of 5 average rating, 91 reviews

Bayside Getaway

A charming two-story home features light gray siding and classic black shutters. A vibrant red door stands as a focal point, complemented by flower boxes beneath the windows. Lush green landscaping surrounds the entrance, with a well-kept pathway leading to the front steps.

Home in Appleton

5 out of 5 average rating, 3 reviews

Spacious 4 bedroom home in quiet neighborhood!!

The log cabin is illuminated warmly against the evening sky, surrounded by trees. A stone path leads to the deck, which features multiple large windows allowing light to spill out into the natural scenery.

Cabin in Wild Rose

4.92 out of 5 average rating, 77 reviews

Whispering Pines Lakeside Log

An aerial view of a spacious home reveals a well-manicured lawn surrounded by lush greenery. The two-story house features a light-colored exterior and a front porch, with a red car parked in the driveway. Nearby trees and open fields create a serene setting.

Home in Plymouth

5 out of 5 average rating, 15 reviews

Country Retreat, Close to Road America and Golfing

Family- and pet-friendly home rentals

Top guest favorite

A quaint living space features an antique-style fireplace made of dark wood, with a circular mirror above it. A flat-screen television is mounted on the wall opposite a small table and a suitcase rests on the hardwood floor, accompanied by a decorative flower arrangement.

Apartment in Waldo

4.98 out of 5 average rating, 278 reviews

The Blue Cobb House

The living room features a light, airy space with a large window offering a view of Lake Michigan. A cozy white sofa is complemented by a striped chair, and a wooden coffee table holds decorative items. Soft lighting illuminates the room, enhancing its inviting atmosphere.

Home in Sheboygan

4.96 out of 5 average rating, 125 reviews

Bright and Beautiful Lake Escape

The front of the house features a blend of white and blue siding, with a steeply pitched roof. A welcoming entryway is framed by steps leading to the door, surrounded by potted flowers. A stack of firewood is neatly arranged to one side.

Cottage in Iola

4.94 out of 5 average rating, 62 reviews

Pine Grove Hideaway

An open living area features a wooden ceiling and walls, showcasing a stone fireplace at the center. A table with several chairs is visible, along with a green pool table and comfortable seating options. Large glass doors provide ample natural light and outdoor access.

4.95 out of 5 average rating, 133 reviews

Hatch Lake Cabin

An outdoor fire pit area is surrounded by vibrant red chairs arranged in a circle. The sun sets over Lake Michigan, casting a warm glow on the grassy landscape, which gently slopes towards the beach. Additional seating is visible nearby.

Home in Sheboygan

4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

A dining table is set with colorful dishes, including blue and cream bowls, accompanied by wine glasses. A vibrant floral arrangement decorates the table, enhancing the atmosphere. The backdrop features a painting of a serene landscape, adding a touch of warmth to the dining area.

Home in Green Bay

4.94 out of 5 average rating, 142 reviews

Quaint Cottage in Titletown,

A spacious bedroom features a brick fireplace with a wood stack, enhancing the cozy ambiance. Large windows provide natural light, while a comfortable bed is paired with a subtle striped blanket. An additional chair and a television complete the inviting setting.

Farm stay in Saukville

5 out of 5 average rating, 42 reviews

Abloom Farm 3 Bedroom Retreat - East Wing

A cozy living room features a comfortable blue couch facing a wooden coffee table. A floor lamp provides soft lighting, and a large window with sheer white curtains allows natural light to fill the space. Decorative elements include a wall clock and a framed bird portrait.

Farm stay in Montello

4.88 out of 5 average rating, 343 reviews

Tranquil 20-Acre Escape: Nature & Serenity!

Family-friendly home rentals with a pool

An indoor hot tub is positioned under a ceiling lined with wooden beams, featuring steps leading into the water. Natural light filters through large windows, illuminating the stone fireplace and warm wooden accents throughout the space.

Cabin in Markesan

4.99 out of 5 average rating, 72 reviews

Adeline's House of Cool, The most fun Airbnb in WI

A spacious bedroom features a king-sized bed with a rich burgundy and cream bedspread. Two bedside tables with lamps sit beside the bed, and a comfortable armchair is placed in the corner. Soft carpet covers the floor, enhancing the cozy atmosphere.

Condo in Mishicot

4.68 out of 5 average rating, 19 reviews

Lake Michigan and Door County Fun

A rectangular above-ground pool is surrounded by a wooden deck, providing access via a sturdy ladder. Lush greenery can be seen in the background, creating a natural setting. The pool features clear water, with a small blue slide positioned at the edge.

Home in Oshkosh

5 out of 5 average rating, 16 reviews

5 bedroom Home -only 38 miles from Green Bay

A spacious bed with a burgundy and cream comforter is featured in a well-lit room. Two bedside tables with lamps flank the bed, and a comfortable chair is positioned nearby. Soft carpeting covers the floor, enhancing the room's cozy feel.

Apartment in Mishicot

New place to stay

NFL Draft week in Green Bay

Quick stats about vacation rentals that are family-friendly in Oshkosh

Total rentals
680 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
6.2K reviews
Pet-friendly rentals
190 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
280 properties have a dedicated workspace

Destinations to explore