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Kid-friendly holiday rentals in Oshkosh

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Oshkosh

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

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Guest suite

4.8 out of 5 average rating, 218 reviews

Lake Winneconne Area Cottage

Northwoods-ish rustic cabin: 750 sq.ft., open-concept, lotsa windows, repurposed oak floor, 3/4 bth, equipped kitchen, dining/fun bar, two decks, E &W. 1 Qn, 1 dbl bed, qn. hide-a-bed, 1 twin. Optional: qn or twin air-bed. Desk, dresser, views , cable TV, wifi, stereo, heat/AC. Access to Lake Winneconne public boat ramp, 200 yrds! On-site & off-st. parking trailers. Quiet neighborhood; 3 mi. from Winneconne; easy access to Oshkosh, Green Bay, Fox Cities. Fun, not fussy seasonal decor.

Guest favourite

Home

4.99 out of 5 average rating, 114 reviews

Beautiful Warm and Cozy Lake Home Sunsets and more

Cozy home located in a small neighborhood on the east shore of Lake Butte Des Morts. One bedroom with sleep number queen bed with lake view.Living room / dining/ desk area with gas fire place overlooking the lake. Kitchen with plenty of space for cooking. Washer/dryer off of kitchen. Spectacular sunsets, fishing(seasonal), solo fire pit provided with outdoor seating! Short walk to Wiouwash Trail for biking, walking and snowmobiling. Close to EAA Grounds, Restaurants,etc! Off street parking

Guest favourite

Cabin

4.9 out of 5 average rating, 546 reviews

Postcard Cabins Wild Rose - Milwaukee

An easy drive from the city, Postcard Cabins, formerly Getaway, is the ultimate way to experience the great outdoors. Nestled across acres of private woodlands, our tiny cabins have everything you need (AC/Heat, en-suite bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you disconnect from the everyday. As part of your stay, you'll receive a complimentary allocation of provisions, like s’mores, coffee and more.*

Guest favourite

Home

4.88 out of 5 average rating, 174 reviews

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

Guest favourite

Cabin

4.96 out of 5 average rating, 164 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 pet fee/stay.

Guest favourite

Cottage

4.97 out of 5 average rating, 251 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. 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 bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Guest favourite

Rental unit

4.86 out of 5 average rating, 126 reviews

Cozy and Simple Downtown Space

Enjoy this great space in a quiet safe neighborhood. One car allowed at the property! The space has comfortable beds, provided hygiene products, a smart TV and snacks + beverages. Wake up and enjoy coffee provided by us. Shops and restaurants within walking distance! Visit The Plaza downtown with ice skating, fire pits, a coffee shop and more. Great for a couples getaway. Luxury for a great price! A portion of the proceeds from bookings go to housing evacuees, refugees and veterans.

Guest favourite

Home

4.91 out of 5 average rating, 206 reviews

Charming Spacious 2BDR by Downtown/Menominee/Lake

This historic and charming home is located just one block away from Menominee Park and Lake Winnebago. Menominee parks offers amusement rides, the Zoo, asphalt trails, boat tie ups, casting dock, historical interest, fishing, ice rink, picnic areas, large playgrounds, baseball fields, soccer fields, tennis/ pickle ball courts, and volley ball courts. The home boasts a lot of character and has all the amenities to make your stay comfortable and memorable.

Guest favourite

Home

4.96 out of 5 average rating, 186 reviews

Character Home by Lake Winnebago

Charming 1930s home, 1 block from Lake Winnebago. Quiet neighborhood. Completely renovated with all the amenities you could want. Within walking distance of Menominee Park and a short drive or bike ride to downtown Oshkosh. Enjoy the farmers market on Saturday's June-October. Several music festivals throughout the year. Fishing tournaments and activities year around. Perfect for ice fishing. Bring your shanty! There’s lake access a block away.

Guest favourite

Farm stay

4.98 out of 5 average rating, 202 reviews

Family friendly farmstay just outside Milwaukee

The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.

Guest favourite

Rental unit

4.85 out of 5 average rating, 185 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

Guest favourite

Cabin

4.98 out of 5 average rating, 200 reviews

Peaceful Cabin in the Woods

Our cabin has all the amenities a family could need, but is the perfect getaway from city life. Located on 5 secluded acres in Hancock, Wisconsin. Minutes from downtown Wautoma. Surrounded by woods on all sides, with plenty of open area for outdoor activities. A peaceful setting to enjoy a cup of coffee or a glass of wine while listening to the birds from the porch swing, or around the crackling fire at night, toasting marshmallows.

Holiday rentals for every style

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Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Oshkosh family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Guest favourite

Home

5 out of 5 average rating, 234 reviews

Pamperin Park cottage - house completely updated

Guest favourite

Home

4.94 out of 5 average rating, 115 reviews

Cate’s Place | ultra cozy home near Lake Michigan

Guest favourite

Home

4.96 out of 5 average rating, 109 reviews

Single Family Home steps to Downtown.

Home

4.93 out of 5 average rating, 193 reviews

Sunset View on Little Lake Butte Des Mortes

Guest favourite

Home

4.92 out of 5 average rating, 301 reviews

Entire Suite-Short drive to Lambeau, Zoo, Downtown

Guest favourite

Home

4.89 out of 5 average rating, 107 reviews

Between two Lakes Beautiful 2-Bedroom Cottage!

Guest favourite

Home

4.87 out of 5 average rating, 261 reviews

The Tree House. Whole house. Enjoy Appleton!!!!

Guest favourite

Home

4.95 out of 5 average rating, 164 reviews

Peterson Mill Schoolhouse

Family-friendly apartment rentals

Guest favourite

Rental unit

4.9 out of 5 average rating, 113 reviews

Lower Apt steps from Downtown and the Lake!

Guest favourite

Rental unit

4.97 out of 5 average rating, 162 reviews

Contemporary Retreat | Steps from Chain O' Lakes

Guest favourite

Rental unit

4.99 out of 5 average rating, 145 reviews

Heart of Downtown Sheboygan

Guest favourite

Rental unit

4.93 out of 5 average rating, 122 reviews

Lakeshore Bungalow Boutique

Guest favourite

Rental unit

4.93 out of 5 average rating, 280 reviews

Homeport

Guest favourite

Rental unit

4.97 out of 5 average rating, 142 reviews

Modern Upstairs Apt - Steps from Lake Michigan

Guest favourite

Rental unit

4.97 out of 5 average rating, 234 reviews

The Hideaway Ripon WI in a hip Historical Downtown

Guest favourite

Rental unit

4.97 out of 5 average rating, 172 reviews

Inn on Billy Goat Hill

Family-friendly apartment rentals

Guest favourite

Apartment

4.97 out of 5 average rating, 59 reviews

Urban Townhouse

Guest favourite

Apartment

4.72 out of 5 average rating, 69 reviews

Quiet Longview

Guest favourite

Apartment

5 out of 5 average rating, 20 reviews

Loft unit in historic downtown Kiel building

Guest favourite

Apartment

4.9 out of 5 average rating, 10 reviews

Lakefront Penthouse, Pvt Beach/Pools, Walk to Town

Guest favourite

Apartment

4.97 out of 5 average rating, 35 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

Guest favourite

Apartment

5 out of 5 average rating, 32 reviews

Centrally Located, 3 Miles to Lambeau Field

Guest favourite

Apartment

5 out of 5 average rating, 27 reviews

Heavenly Condo in the Malibu of the Midwest

Guest favourite

Apartment

4.91 out of 5 average rating, 34 reviews

Ellis District Urban Lake Condo

Quick stats about holiday rentals that are kid-friendly in Oshkosh

Total rentals
150 properties
Nightly prices starting at
£32 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore