
Kid-friendly holiday rentals in Dickinson County
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Dickinson County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Dickinson County family-friendly rentals
Kid-friendly house rentals

Bridges Bay Getaway
Location worked great for us. Plenty of room for two adults. The house well well stocked with supplies needed for cooking. Very clean and comfortable!

East Lake Okoboji House! Hot Tub!
Our stay here was amazing!! We had 3 generations ranging from 3 to 75 years old and there was something for everyone and space for all! Little kids loved the hot tub, tweenagers liked their own basement space - everyone lived the dock fishing! Amenities of the house had everything you needed, didn’t know you needed but you wanted! Bikes, kayak and ping pong table were a big hit! Can’t say enough great things about this property, the neighborhood or the hosts - we loved it all!! Thank you!!

Lake front 4 bedroom home with private dock
Beautiful place with a great view of the lake. So peaceful and perfect for our needs! We loved it so much, we’ve already booked next year!

Okoboji Abode
Our second stay at the Boji Abode was just like the first. Perfect! The house is well appointed, clean and has great beds. The patio fire pit and grill work great and the large grass open space is perfect for our kids and friends of others in our group have nightly kickball games. Adam is always very responsive if there are any questions which isn’t often with this well organized property.

Family Style Home right on the Bike Trail
This was such a nice house! It was big enough for our large that spent the weekend celebrating the soon to be newly weds! Overall a great place to stay

Silver Lake Home Getaway
As I came into Brents home, my smile became larger and larger, as I moved from room to room. It was the perfect place for our family of 10! Kid friendly and Dog friendly! We fished, enjoyed a day trip to Arnolds Park, and loved just enjoying each other in a beautiful home!

Hosta House Stay and Play
The Hosta House was the perfect home away from for my family's quick trip to Okoboji. The entire home is absolutely beautiful and very well kept. All rooms were very clean and spacious. The patio was the perfect place to unwind and enjoy the outdoor games & s'mores with my family. The host was extremely kind and so quick to respond. Next time we visit Okoboji we will definitely be staying here. 5/5 stars, much much recommended!

Home Away From Home! 5 bdrms, sleeps 13, GameRoom!
Great home with multiple rooms and beds for a larger family to stay comfortably. The game room in the garage was great and provided with multiple hours of fun and some competition. Decent amount of parking. Was very clean and provided a lot of amenities that were great. They were very responsible for any questions that we had and were more than willing to help out if we had any concerns. It was a great weekend for our family, and we would totally look forward to renting this again.
Family-friendly apartment rentals

The Boji Basement great location
We LOVED Jesse's place. It was clean, comfy, safe and has everything we needed. Comfy beds, upscale bedding, fluffy towels and really nice furniture. You can tell he put a lot of effort into the decor and amenities. I give this place a 10 out of 10! We're already talking about coming back next year! He's very responsive, texts back very quickly.

Bridges Bay Lakeside Retreat!
We had a great stay at Skyler’s place! This is a beautiful condo with so much space! The place was stocked with everything you couls possibly need and then some. Skyler was extremely responsive and friendly. We will definitely consider staying here again! Thank you!

Waterfront Condo! Bridges Bay! Pet! Pools! 4 King Bedrooms
We had a great time in this condo. It was a great space for a small extended family getaway with 5 adults and 2 kids. I wish we had more time to enjoy some of the other things in the Okoboji area!

Nature View and Walk 1
Great place to crash, over all clean, plenty of fresh towels! There are no closest or dressers though.. which I may have missed in the listing, but either way when you rent a house type space I feel as though you should have somewhere to put your belongings. Other than that, very affordable find!

Beautiful Bridges Bay Condo!
The place was wonderful! It was centrally located on the property and everything was within a few minute walk. Great view of the lake and the fire table was a nice add for the chilly nights. The rooms were great with comfortable beds and plenty of storage. The kids loved the bunk beds, which was a huge bonus!

Coronado 207. Lakefront condo
Our family had a fantastic stay. The condo provided a great view of sunset every evening. There was a short walk to the waterpark and arcade. We would definitely stay here again for future visits.

West Lake Okoboji - Blue Water Bungalows
Close to all things okoboji. Cute little cabin like feel.

Sunset Escape at Brooklyn in Bridges Bay
The condo was comfortable and the building was quiet! It is positioned close to popular spots -Arnold’s Amusement park and lots of local restaurants. The amenities on the resort were great, we used the gym, the pool & zip line. It was a great getaway! Also Cera was an excellent host, quick & clear communication!
Family-friendly apartment rentals

Rare POOL SIDE/LAKE VIEW condo -Bridges Bay Resort
Location, location, location! Such a great spot when there’s a pool outside your deck and you can walk to the water park. That’s very important with littles! We also loved all the space in the living room to hang out and the ample seating for meals as well.

Golden Gate Condo at Bridges Bay - Amazing Views!
This condo is even better in person than in the pictures! The view of the lake is stunning and the deck is a wonderful, comfy place to hang out! The whole place was clean and comfy!

3 Bedroom Lakefront Condo at Bridges Bay!
Ryan’s place was very clean and comfortable. We stayed with our family of four and had a great time. We were very grateful to have details thought out like providing detergent for the washer and dryer, and soap for the dishwasher. The patio view was amazing in the mornings in the evenings. Great proximity to the water park and restaurants.

Beautiful condo on East Lake Okoboji!
Great place to stay! Beautiful view, walking distance to restaurants/pool/etc., enough space for the whole family, very clean and had everything we needed & more. We would definitely stay here again! Beautiful home.

Easy Iowa Great Lakes Area Getaway Unit F
It was a beautiful place with a garage. New place so there was not a thing to go wrong.

Stillwater condo with East Lake Okoboji views!
Such a beautiful condo! We had a wonderful stay and Karri was so quick to respond when we had a few questions. Would stay there again in a heartbeat!

The best location Arnolds Park - Lake Access
Great place to stay! Walking distance to Arnold's Park, restaurants and bars. My family and I really enjoyed ourselves and we were very pleased with our entire experience in Okoboji!

4 Bedroom Condo Stillwater Bridges Bay by Jessi
The condo was very nice, even better than the pictures. The space was exactly what we needed for our family vacation, and it was close to everything we wanted to do. We had a great stay!
Destinations to explore
- Rentals with lake access Dickinson County
- Family-friendly rentals Dickinson County
- Rentals with a firepit Dickinson County
- Rentals with beach access Dickinson County
- Waterfront rentals Dickinson County
- Rentals with a fireplace Dickinson County
- Apartment rentals Dickinson County
- Rentals with outdoor seating Dickinson County
- Rentals with pools Dickinson County
- Rentals with a washing machine and dryer Dickinson County
- Rentals with a patio Dickinson County
- Pet-friendly rentals Dickinson County
- Rentals with a hot tub Dickinson County
- Flat rentals Dickinson County
- Cabin rentals Dickinson County
- House rentals Dickinson County
- Family-friendly rentals Iowa
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom