Family-friendly vacation rentals in Oshkosh

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Oshkosh family-friendly rentals

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!

MikeRating, 5 stars44 months ago
This is a warm, inviting home with a terrific location in the lake. Jana and Josh’s house was very comfortable, clean, spacious and stocked with everything we needed for our vacation. An absolutely beautiful spot on the lake. Jana and Josh were extremely helpful and generous hosts who really anticipate what guests may need. We loved our stay!
Guest favorite
Cottage in Neenah
4.94 out of 5 average rating, 474 reviews

Lake Life, year round hot tub!

BrentRating, 5 stars1 week ago
Enjoyed the stay at Max’s lake house. Very clean and plenty of supplies and amenities. Max did a great job communicating. I only wish the weather was a little warmer to enjoy the outdoors but that is expected in April. I will definitely stay again.
Superhost
Cabin in Redgranite
4.92 out of 5 average rating, 73 reviews

Sandy Shore Lakeside Lodge

VictorRating, 5 stars1 week ago
The place is very nice, the lake, the kayaks, the space outside and inside is wonderful, we have everything we need to celebrate a family reunion ,
Guest favorite
Cabin in Oxford
4.84 out of 5 average rating, 75 reviews

Lilikoi Resort LLC

AdamRating, 5 stars4 weeks ago
We loved our stay. From the moment we reserved the Lilikoi to our checkout, Daryl was very attentive and responsive. It blew us away on how peaceful it was there. My girlfriend’s son rode a bike for the first time without training wheels, went kayaking for his first time, and learned archery. There was a lot of wildlife and we spent most of our time around the camp fire and surrounding woods. Dog friendly trails and lodging. Do yourself a favor a book a weekend or a week. You won’t regret it.
A dedicated craft room is highlighted, featuring a central table surrounded by colorful storage cubes. Natural light streams through two windows, illuminating a world map on the wall and a wooden console table with decorative items. An easel stands ready for creative activities.
Home in Appleton
5 out of 5 average rating, 3 reviews

Spacious 4 bedroom home in quiet neighborhood!!

IsabellaRating, 5 stars9 months ago
Jennifer was a wonderful host, she left clear instruction on check in and check out. Super flexible and provided our group with a great amount of recommendations for restaurants and things around the area. Jennifer was very quick to reply and help out with anything we needed.
Superhost
The hot tub is positioned on a deck with two glasses of red wine placed on its edge. A sunset casts warm hues over the water, while the silhouette of trees frames the scene. The distant hills create a serene backdrop.
Home in Poynette
4.85 out of 5 average rating, 262 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

NickRating, 5 stars2 weeks ago
Views were amazing, hot tub was clean and place felt like home. Wildlife everywhere. Would stay again.
Guest favorite
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

JenRating, 5 stars1 month ago
Welcoming and attentive caretaker, kitchen amenities, fun for multi-generational groups, hot tub is divine, fun touches. For once, the teen and college-aged boys weren’t bored. I bet it’s even better in the summer. The upstairs bathroom would be happier with one more light. 💡:)
Guest favorite
A spacious backyard is featured, showcasing a well-maintained lawn surrounded by trees. Several chairs and tables are arranged thoughtfully on the stone patio, with a recreational vehicle positioned in the background. Green foliage adds to the inviting setting under a clear sky.
Home in Green Bay
4.94 out of 5 average rating, 31 reviews

Packer Executive Home for Rent next to Lombardi's!

EmmaRating, 5 stars5 months ago
This is the perfect location if you are in town for the Packers! Great proximity to Lambeau and Al’s bar is a dream for any Packers fan. Al and Karen are fantastic hosts. Incredibly welcoming and communicative. Their home truly made our first Packers experience a memorable one.

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

MikeRating, 5 stars1 day ago
My wife and I were celebrating our 45th Wedding Anniversary- Jewel made it so special for us! And her place? WOW! We’ve stayed in AirBnb’s from Olympia to Siesta Key, from Zagreb to Dubrovnik- and Jewel’s place and her hospitality outshines them all! Beautiful accommodations, spotless, every possible provision, comfortable and supportive bed, - it was simply heavenly!!! Thanks to Jewel!!!
Guest favorite
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

MarielaRating, 5 stars9 months ago
This place offers the right balance between peaceful and relaxing while being close to everything. The house was clean and had all the essentials. We woke up every morning to amazing views . We went for 4th of July week and had the best view for fireworks without dealing with crowds. Everyone is friendly in the neighborhood. I had to work remotely for a few days and the sun room was perfect. You can’t beat working with those views. We will be back.
Guest favorite
A screened porch features comfortable seating arrangements, including a patterned sofa and a cozy white wicker chair. String lights create a soft glow, while a propane heater stands nearby. The porch overlooks a spacious field, enhancing the outdoor connection.
Cottage in Iola
4.94 out of 5 average rating, 62 reviews

Pine Grove Hideaway

ErickaRating, 5 stars4 months ago
Charming house, private location but still very close to town. All the amenities that are needed were there and clearly labeled, so easy to find. The automatic door lock scared our dog, but was a nice security feature for us humans. The fenced in area of the yard was nice, but even better was the ability to walk down the long driveway and around the pond with our dog- she loved that. There were a lot of dead asian beetles upstairs, but I understand those can be out of the owners control. We loved the property on a rainy and foggy December weekend- I imagine it would be amazing if we came back during the summer when we could sit outside and enjoy a fire and the night sky. Thanks Alexandria for being a great host for our Christmas getaway.
Guest favorite
A serene lakeside scene showcases a charming home nestled among dense greenery. Large trees surround the property, complementing the peaceful water view. A small dock extends into the lake, providing access to recreational activities, set against a backdrop of bright blue skies.
Cabin in Iola
4.95 out of 5 average rating, 133 reviews

Hatch Lake Cabin

JackRating, 5 stars7 months ago
This is a lovely home and a great place to stay. It fit our needs perfectly as a family visiting the area for a wedding. It sits in a quiet, landscaped setting, is comfortably furnished with high quality amenities, and is well maintained. The lake is perfect if you are looking for a natural setting with plenty of birds and wildlife - if you are looking for a sandy beach, lots of open water, or an "all sports" lake it might not be for you.
Guest favorite
The exterior of a two-story home reveals a spacious deck and multiple large windows. A grassy lawn extends in front, featuring a fire pit surrounded by seating. The design incorporates a contemporary style, inviting views of the sky and surrounding landscape.
Home in Sheboygan
4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

JohnRating, 5 stars6 months ago
Now that I have stayed at Jack's home @ 5 times, I can easily verify that every moment spent in that home is magical - steps away from a walk on the beach, the methodical waves lapping on the shoreline, and the majestic sunrises reflecting on the water combine to provide a therapeutic sensory experience that delivers 24 hours each day. If that isn't enough, there are fabulous coffee shops, restaurants, and bars that you can walk to as well as many others a short drive away. No - Jack does not pay me to write these reviews ... the reviews write themselves. Enjoy!
Guest favorite
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, 304 reviews

Entire Suite-Short drive to Lambeau, Zoo, Downtown

MichaelRating, 5 stars1 month ago
Very friendly hosts, check-in was a breeze, full amenities, great neighborhood, great price, highly recommended to everyone!
Guest favorite
A spacious living area features hardwood floors and warm, neutral walls. A gray sofa and black lounge chair provide comfortable seating, while a wooden coffee table is centrally located. Natural light filters through large windows, illuminating a collection of vintage records stored in a nearby cabinet.
Home in Neenah
4.95 out of 5 average rating, 147 reviews

The Remmel House - Cozy Doty Island

DallasRating, 5 stars3 months ago
Excellent stay! Joshua was unbelievably accommodating and friendly. Met us at the house and walked us through the entire place. Very understanding and made us feel relaxed and comfortable. Highly recommended and wouldn’t hesitate to stay here again!
Guest favorite
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

MykolaRating, 5 stars3 months ago
We are all satisfied with our stay at Dale house. The house has everything we needed and the owner did everything we wanted. Thanks 👍👍👍

Family-friendly home rentals with Wifi

Guest favorite
A lush green lawn is complemented by two lounge chairs facing a serene lake. Surrounding the area are potted plants and garden furniture, including tables and chairs, set against a backdrop of trees and blue skies with scattered clouds.
Cottage in Manitowoc
4.88 out of 5 average rating, 129 reviews

Year Round Home on English Lake in Manitowoc Cty

KimRating, 5 stars8 months ago
Such a beautiful stay on a quiet lake! Home is very dog friendly- it even had a whole basket of toys which our dog loved! It’s only 10 minutes into town, and lots of hiking/exploring all within 30 minutes. Nancy was always quick to respond when I had questions. Don’t hesitate to book this gem!
Top guest favorite
An enclosed porch features a spacious futon with a wooden frame, complemented by a coffee table. Natural light enters through multiple windows, while decorative wall art and framed photos add character to the space.
Cottage in Fremont
4.84 out of 5 average rating, 19 reviews

Scott's Cottage by the Wolf

BrettRating, 5 stars5 months ago
Very easy checkin, clean and quaint place. Comfortable memory foam mattresses. Easy to walk to restaurants in Fremont.
Superhost
A functional bathroom features neutral tones with a white vanity and sink, complemented by a large mirror. A toilet and a shower/tub combination can be seen, along with a wooden cabinet for storage. Light tiles provide a clean and spacious appearance.
Home in Green Bay
4.91 out of 5 average rating, 362 reviews

Packer Home across from park

MakathyRating, 5 stars1 week ago
Very nice home equipped with everything you need. Only one bathroom and one TV - which is as described in listing and was enough for us - but may be not be enough for a larger group. Great location -close to everything - though the street was a bit busy during rush hour on Thursday and Friday. Thanks to Troy and Carolee for a great long weekend!
A two-story home is presented with a welcoming front porch, featuring a set of chairs. Lush greenery lines the entrance, complemented by a pathway leading to the front steps. The structure is surrounded by well-kept grass and trees, providing a serene setting.
Home in Green Lake
4.85 out of 5 average rating, 135 reviews

4+ Bedroom/2 Bath House Across from Lake

KraigRating, 5 stars1 month ago
Great location in the town of Green Lake! Very walkable to shopping, restaurants and the lake.
Guest favorite
Four decorative black bottles are arranged on a wooden surface, featuring various embellishments. Two bottles are adorned with twine, while a floral accent and wooden letters spelling 'h' and 'e' are attached to the others, creating a warm, welcoming display.
Home in Oshkosh
4.73 out of 5 average rating, 33 reviews

1 Bdrm Private Home for Rent

AllisonRating, 5 stars5 months ago
Great cozy space with everything we needed. Angie was a great, flexible host who got back to us quickly with any questions. Great location for what we needed. We would stay there again!
Top guest favorite
A two-story lake house is visible, featuring a large deck and white railings overlooking the water. The serene setting includes trees and a grassy area, reflecting the structure's charm. A private seawall is seen near the water's edge, ideal for boating activities.
Home in Pardeeville
4.89 out of 5 average rating, 54 reviews

4 Bedroom Lake House Large Deck

CharlesRating, 5 stars3 weeks ago
Great place and a perfect location for our purpose! The space was clean, comfortable, and had everything we needed for a smooth stay. I’d love to check it out during the summer to enjoy even more of what the area has to offer. Highly recommend!
A charming single-story home is presented with light-colored siding and a sloped roof. A welcoming front porch is framed by neatly trimmed bushes and flower beds. The well-maintained grassy yard leads to a paved sidewalk, with a detached garage visible in the background.
Home in Oshkosh
5 out of 5 average rating, 5 reviews

Beautiful Home ready to rent. 3 miles from EAA.

RebeccaRating, 5 stars33 months ago
Rachael’s place was amazing- exactly what we needed for Airventure! Only about 4miles to the EAA grounds! Great newly renovated house!
Guest favorite
A functional kitchen features oak cabinetry and essential appliances, including a refrigerator, stove, and microwave. A countertop provides additional workspace, while a trash bin is positioned near the base. Natural light enters through a ceiling light fixture, creating a bright and efficient cooking space.
Apartment in Appleton
4.96 out of 5 average rating, 25 reviews

Corporate Apartment

ZivanaRating, 5 stars7 months ago
Lovely place, very clean, peaceful Looked nicer than the photo Very enjoyable stay

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