
Family-friendly holiday rentals in Oshkosh
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Top-rated family-friendly rentals in Oshkosh
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Linger Longer On The Water
Cozy lake cottage on the west shore of Lake Winnebago featuring 3 bedrooms and 1 bath. Beautiful sunrises over the lake and just minutes from everything in Oshkosh Wisconsin. Large kitchen for preparing meals or just hanging out. 5 minute walk to Menominee Park. 6.5 miles to EAA Grounds. Less than 10 minutes to downtown and the University of Wisconsin, Oshkosh campus, shopping, restaurants and Main Street. Great location for walking, bike riding and just seeing the local sites. Park on site.

Charming 1BR Apartment - 25 Mins to Lambeau Field
The Artist’s Perch - a private 2nd floor walk-up on dead-end overlooking a wooded ravine features modern, updated decor in a beautiful old house. Hardwood floors, screened porch, entry/workspace, kitchen/dinette, living room, bathroom w/clawfoot tub/shower, and bedroom with a cozy loft. Close to downtown, library, nature center & recreational trail system. Situated 8.5 mi E of Appleton, 30 mi NE of Oshkosh, 30 mi SW of Green Bay (only 20 mi to Lambeau Field!), and 60 mi NW of Sheboygan/Kohler

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.

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 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.

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 on beautiful Fox Lake! *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.

Fall Retreat • Firepit • Gazebo • Near Lake & Zoo
🍂 Cozy 3BR across from Menominee Park & Lake Winnebago! Enjoy fall walks to the beach, zoo, and lakeside trail—all just steps from the house. A few minutes’ drive brings you to downtown Oshkosh with restaurants, shops, and nightlife. Sleeps 8 with a new upstairs king suite & Roku TV, plus an upstairs lounge & basement bar. 🔥 Unwind under the gazebo with a gas firepit—perfect for cooler evenings. Includes driveway parking and self check-in for a smooth stay.

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.

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.

Modern, Freshly Renovated House Near Downtown
✦Nestled in the heart of Appleton, you are close to EVERYTHING when you stay here - very close to Lawrence University, the Performing Arts Center, Mile of Music and more - great location but still VERY quiet area. ✦3 minute drive or 10 minute walk to downtown College Avenue ✦Newly remodeled EVERYTHING, with a fully equipped kitchen for you to cook in ✦Professionally curated decor ✦Green Bay: 35 minutes. Oshkosh: 20 minutes. Mall: 8 minutes.

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.
Popular amenities for Oshkosh family-friendly rentals
Family-friendly home rentals with a hot tub

hot tub and sauna on 5 private acres

SevenTwenty: Cozy meets Cool | Hot Tub Hideaway

The Loch at WhiskyWood, secluded cabin + hot-tub

Broad St Riverview Retreat, River Views, Hot tub

Crisp Air, Cozy Fires & Lakefront Flair

HOT TUB~KingBed~PoolTable-PokerTable-BatmanMovieRm

Beach Access near Kohler-Andrae

Waterfront cottage with tower and hot tub!
Family- and pet-friendly home rentals

Rest Ur Cheesehead-9 min walk 2 Lambeau + Arcade

Quiet Country Charm

House Near the Lake

Single Family Home steps to Downtown.

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

Pet Friendly Antique Schoolhouse with Fenced Yard

Tiny Town Bakery Flatlet

Charming cabin on a lake with 2 bedrooms, one bath
Family-friendly home rentals with a pool

Sunny Days Await | Private Pool & Hot Tub Retreat

The Rabbit Retreat #1

Hickory on the LakeWaterfront Luxury on Winnebago

Amazing Six Bedroom Green Bay Vacation Home!!

3bed lake house, private pool near WI Dells

Lake Michigan and Door County Fun

Resort Life 2 Queen Suite

Indoor Pool, 5 Bedrooms, 10 Min Walk to Lambeau
Quick stats about holiday rentals that are family-friendly in Oshkosh
Total rentals
670 properties
Nightly prices starting at
$15 AUD 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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- Family-friendly rentals Winnebago County
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- Family-friendly rentals United States
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- The Golf Courses of Lawsonia
- Bay Beach Amusement Park
- West Bend Country Club
- Trout Springs Winery
- The Bull at Pinehurst Farms Golf Course
- Pine Hills Country Club
- Oneida Golf Club
- Pollock Community Water Park
- Sunburst
- Vines & Rushes Winery
- Kerrigan Brothers Winery
- Little Switzerland Ski Area
- Blackwolf Run Golf Course