
Family-friendly holiday rentals in Dickinson County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dickinson County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cozy Lake Front Cabin
Cozy 3 Bedroom Lake Front Cabin on East Lake - GREAT LOCATION Next to The Ritz - Private Dock The best of everything Okoboji has to offer in this lake front cabin nestled right next to the Ritz and within walking distance to all major attractions including Arnolds Park, The Farmers Market, Preservation Plaza, The Emporium, Mau Marina, The Okoboji Store, O'Farrell Sisters, Arnolds Park Public Beach, and more. Public Beach steps away, back yard with grill, fire pit, near boat ramps/ bike trails.

Cabin #5
LOCATION, LOCATION, LOCATION! Row 1 Cabin #5 has 2 bedrooms with loft and sleeps 12. You will love this cabin with 2 bathrooms, open floor plan, vaulted ceilings, furnished kitchen, washer/dryer, and a finished garage space for hanging out. Head to the backyard for a BBQ on the patio, games in the greenspace and additional parking. Resort amenities include 6 daily passes, Lake Okoboji access, outdoor pools with slides and swim-up bar, an indoor waterpark, gym, arcade and on-site restaurants.

A Place In the Park Cottage
A Place In the Park–Cozy Cottage near the Fun! Sleeps 5 | Superhost Welcome to A Place In the Park — your ideal escape in the heart of Boji! This home offers comfort, convenience, and adventure. Location: Steps from trails, restaurants, and shops — no car needed. Water Fun: Kayaking, paddleboarding, swimming, and more nearby! Walkability: Everything you need is a short stroll away. Perfect for families, couples, or small groups. As a Superhost, we're here to make your stay easy and memorable.

In the heart of Arnolds Park - walk everywhere!
Park the car & walk to everything when you stay at this updated & spacious condo. You can’t beat this location. Stay directly across from Arnolds Park Amusement Park, steps from Preservation Plaza concerts, the boardwalk, bars, restaurants, and the beach. Park once — walk everywhere and soak up the best of Okoboji. You have the entire condo to yourselves with access to a pool right out the front door. Enjoy the large kitchen and living area with all amenities needed to prep meals! Sleeps 10!

Bright & Comfortable 3- Bedroom Bridges Bay Cabin
Newer single level, 3-bedroom, 2-bath house at the Bridges Bay Resort in Arnolds Park, Iowa. Bright, comfortable furnished space that is the perfect Okoboji vacation hub. Sleeps 10 comfortably. Screened-in game and entertainment garage space, plus back patio for grilling and relaxation. Neighborhood pool across the street and indoor/outdoor water park, arcade, gym (remodeled in 2020) and on location bars/restaurants are a 5-minute walk or short drive away. Six free waterpark passes each day.

Okoboji Bridges Bay Cabin on Pond
Awesome cabin in Bridges Bay Resort located on the fishing pond. 2 enclosed bedrooms plus loft. Nicely finished garage provides additional hang-out space. 2 kayaks provided for pond use. Includes 6 passes daily to water park, walking distance to Bridges Bay restaurants and lake access. Over-sized patio with Weber gas grill. Extended driveway for up to 4 cars (street parking not allowed). Washer/dryer available in unit for guest use. Booking guest must be 25 or older, parties not allowed.

Breathtaking 3-14 Quiet Lakehome
Relax with the whole family at this peaceful place to stay. Enjoy a stay on a Quiet lake that is just minutes away from all the action. This Lake House boasts TWO 3-season rooms, an open concept with so many great views of the lake. Newly renovated, yet loads of charm and wonderfully decorated. Come relax and have a blast while you play games, read books, let the kids play with toys, or snuggle up and watch your favorite show. There is even a Sauna which might be just what you need.

Rare POOL SIDE/LAKE VIEW condo -Bridges Bay Resort
Newly remodeled 3 bedroom. 2 bathroom condo at Bridges Bay Resort. Imagine grilling out on the patio while you play yard games, swim in the pool, and look out over East Lake Okoboji. Spend your days exploring the many outdoor activities that Okoboji has to offer, enjoying Boji Splash water park, or simply relaxing by the lake. This rare poolside and lake view condo comes with all the amenities! There is so much to do all year round. Let our vacation home be your next relaxing get away!

3 bedroom King Suite at Stay Suites-Browns Bay
Stay Suites are in the heart of Arnolds Park. We have added Multiple suites on the 2nd level of the former Table 316 Restaurant. These are in addition to our other Stay Properties across the street. Browns Bay Suite offers a comfy king bed with a full bathroom. There are 2 additional rooms, each with a queen bed. There is a full bathroom just off the kitchen. There is a stove, microwave, coffee pot (k cup and grounds) pots and pans. The living room area has couch, chairs and smart TV.

Amazing Grace.LL
Clean, quiet, spacious flat with a view of East Lake Okoboji. Gilbert Park across the street, a short walk to downtown Spirit Lake, and only 4 blocks from the bike trail. This apartment has it's own unique flair with a beautifully updated walk-in tile shower, kitchenette, big screen tv, wi-fi, 1 bedroom queen bed, and a den with a full-sized futon. This apartment is perfect for the professional looking for a monthly home away from home. This is NOT a party house.

Center Lake Retreat Entire Lower Level Walk Out
As ofJuly 1, 2021 we moved into this beautiful Lakeside home. The AIRBNB is NOT our entire home but it is the entire lower level which is our home. Gorgeous, private lakeside views. It is spacious with a private entrance if suitable, large kitchenette, family room, dining room, 2 bedrooms, bath/shower full bathroom. Lakeside access. There is complete privacy with a Barn Door closure.

Welcome to Camp Oz!
Step back in time at this retro vintage lake cabin. Nestled among the trees in Gull Point State Park, just steps from west lake Okoboji, this cabin is packed with personality and perfect for making memories—whether you’re gathered around the vintage barrel game table, whipping up breakfast in the retro kitchen, or sipping coffee on the sun-drenched porch.
Popular amenities for Dickinson County family-friendly rentals
Family-friendly home rentals with a hot tub

East Lake Okoboji House! Hot Tub!

Bridges Bay lakefront condo 3bdrm / 2 bath /6 beds

3 Bedroom Lakefront Condo at Bridges Bay!

House with lake view at Bridges Bay Resort!

Beautiful condo on East Lake Okoboji!

Stunning Bridges Bay Retreat Cabin Accommodates 11

Okoboji Bridges Bay Resort Private Cabin

Lake Okoboji Waterfront Top Floor 3BR Condo
Family- and pet-friendly home rentals

Lost in Boji Cottage off West Lake Okoboji

Arnolds Park Cabin with kayaks, bikes, & golf cart

Okoboji Bunker House

Waterpark passes included Bridges Bay Resort!

Barleans - Cozy Cabin Conveniently Located

On Julia Street

Silver Lake Home Getaway

Charming Lakes Cottage in the Woods!
Family-friendly home rentals with a pool

Golden Gate Condo at Bridges Bay - Amazing Views!

Okoboji Abode

Lovely Bayside condo with lake front view!

Bridges Bay Cabin: Well-stocked and kid-friendly!

Spacious Bridges Bay Cabin! Water park included.

4 Bedroom Condo Stillwater Bridges Bay by Jessi

4 bedroom Condo stunning views

Cozy cabin with plenty room. Bridges Bay Resort.
Destinations to explore
- Cabin rentals Dickinson County
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- Rentals with a washing machine and dryer Dickinson County
- Rentals with beach access Dickinson County
- House rentals Dickinson County
- Condo rentals Dickinson County
- Pet-friendly rentals Dickinson County
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- Rentals with a hot tub Dickinson County
- Rentals with a fire pit Dickinson County
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