
Family-friendly holiday 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.

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.

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!

Secluded Cabin with Sauna
Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

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.

Cozy Relaxing Lake Home with spectacular sunsets!
Located on the shore of Lake Butte Des Morts Yard,pier in summer.sorry we do not allow anything to be tied up to pier,solo fire pit, grill,seating SUNSETS Lake view Bedroom,Living Room,Dining area Close to Wiouwash trail for hiking, biking,snowmobiling Approx. 40 miles to Lambeau Field Close to EAA Restaurants Shopping Gas fireplace in Living / dining room with a desk Kitchen with space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

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.

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.

Modern, Freshly Renovated House - Great Location
-Historic residential district near downtown, Lawrence University, the Performing Arts Center, Mile of Music and more - great location but still VERY quiet area. -30 minutes to Green Bay and Oshkosh -3 season porch -New deck overlooking wooded backyard -Safe, well established neighborhood with tree-lined streets and beautiful parks -Need more space or traveling with friends? Click Visit our profile to see our additional 5★ Appleton properties

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.

Jackson Farmhouse
Perfect for a big group! Our beautifully restored 100 YEARD OLD farm house is located on Jackson St in Oshkosh giving you quick and easy access to highway 41! ** this home is old and has sloping floors ** The easy in and out driveway can hold at lease 6 cars if needed during your stay at our comfortable property. After a long day of whatever you may be in town for you'll be able to relax in your own piece of country!

Rosie's Place A
Hello and Welcome! Rosie's place A features a cozy newly renovated clean furnished upper apartment. Very close to everything in Oshkosh. Great for business travelers, vacationers and visiting University of Oshkosh and Hospital families. Breakfast items, fruit, coffee, tea, soda, water & snacks included. Private parking behind the house. Door code will be provided to enter. No minimum stay!

Cozy getaway 1 mile from downtown and UWO campus!
2 bedroom home with a living room and dining room, kitchen with appliances, laundry room and Big backyard. (Kid friendly) Grocery store, gas station, and restaurants are less than a mile away. (Within walking distance) Great, clean neighborhood. Only a mile from Menominee park, arena, and other destinations you may want to explore.
Popular amenities for Oshkosh family-friendly rentals
Family-friendly home rentals with a hot tub

hot tub and sauna on 5 private acres

~Driftwood Haven Cottage ~

Maple Bluff - A-Frame Perfection

The Loch at WhiskyWood, secluded cabin + hot-tub

Cedar Soaking Hot Tub / King BED / No Cleaning Fee

Broad St Riverview Retreat, River Views, Hot tub

Crisp Air, Cozy Fires & Lakefront Flair

Quietwater-Peaceful, On Water, Nature, Sandbars!
Family- and pet-friendly home rentals

Rest Ur Cheesehead-9 min walk 2 Lambeau + Arcade

Country Guest House - Beautiful Gardens!

House Near the Lake

Newly Updated: LakeViews-Firepit-Kayaks-Boat Dock!

Cottage @ Schoolhouse*Firepit*Petfriendly

Between two Lakes Beautiful 2-Bedroom Cottage!

The Remmel House - Cozy Doty Island

BL2 Cottage - Firepit, Lake Access, Scandinavian
Family-friendly home rentals with a pool

Sunny Days Await | Private Pool & Hot Tub Retreat

Next Level~100K Game Room~ Sleeps 20~ Pool~Spa

The Rabbit Retreat #1

Hickory on the LakeWaterfront Luxury on Winnebago

Amazing Six Bedroom Green Bay Vacation Home!!

Modern cabin with pool and Hot Tub!

Lace & Woods Farm "Hammer Hideaway"

Water's Edge Cottage @ Evergreen Campsites&Resort
Quick stats about holiday rentals that are family-friendly in Oshkosh
Total rentals
670 properties
Nightly prices starting at
£7 before taxes and fees
Total number of reviews
6.6K reviews
Pet-friendly rentals
200 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
280 properties have a dedicated workspace
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