
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.

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.

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!

The Condo at the Park: Your Home Base to Fun!
Park the car & walk to everything when you stay at this centrally-located, updated, & spacious condo. In the heart of Arnold’s Park, you’ll be a skip away from the amusement park, public beach, restaurants, shopping, and live music. 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! 3 bedrooms have the ability to sleep 10. You won't find a better location in Okoboji!

Cozy 1 bedroom suite with patio.
Looking for that cozy spot for a weekend away? Youve found it! Great little patio so you can relax and enjoy the outside before you head out to the local attractions. Queen Room with the opportunity to cook in the room or heat up something later. This is a great location for you to relax and enjoy your time away. Walk to the Ritz, Okoboji Store, Smiles with Miles, Okoboji Dough Factory are within seconds of parking your car. Take a selfie at the selfie walls inside the Stay Suites.

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.

Arnolds Park Cabin with kayaks, bikes, & golf cart
This centrally located cabin is the perfect getaway for couples, family or friends. It is within easy walking distance to the amusement park, free concerts, restaurants, bars, etc. Adjacent to the cabin's fenced backyard is the city park with playground, basketball, picklball courts, shelter house and docks for fishing or launching the kayaks. Located directly on the bike trail, and just blocks to the nearest boat ramp. Includes use of 4 bikes, 2 kayaks and 1 canoe.

Family-Friendly Okoboji Cabin w/ Waterpark Passes
Relax at our cozy Bridges Bay cabin in Okoboji! Sleeps 8 comfortably with 6 daily waterpark passes included. Enjoy access to outdoor pools, gym, arcade, zipline, playground, and on-site boat parking. Walk to waterfront dining and local attractions. Perfect for families, groups, or lake lovers looking for fun and relaxation. Fully stocked kitchen, fast Wi-Fi, and private patio included. Your perfect getaway awaits!

Cozy and equipped house with no cleaning fee
Escape to a serene retreat in Lake Park, Iowa. This fully furnished 3-bed, 2-bath home is just 15 miles from the stunning Iowa Great Lakes. Relax in the cozy living room, cook meals in the well-equipped kitchen, and enjoy the game room downstairs. Fenced backyard with seating, fire pit, and grill. Queen beds ensure comfort. Embrace nature's beauty or unwind in the peaceful ambiance of your home away from home.

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

Waterpark passes included Bridges Bay Resort!

Beautiful condo on East Lake Okoboji!

Sunset Shores, 4BR Lake Escape, Family Friendly

Cabin #5

The best location Arnolds Park - Lake Access

Stunning Bridges Bay Retreat Cabin Accommodates 11

Okoboji Bridges Bay Resort Private Cabin

Stunning condo overlooking Lake Okoboji!!
Family- and pet-friendly home rentals

House with lake view at Bridges Bay Resort!

Okoboji Bunker House

Barleans - Cozy Cabin Conveniently Located

On Julia Street

Silver Lake Home Getaway

Charming Lakes Cottage in the Woods!

Hosta House Stay and Play

BOHO Bungalow on the Pond w/ Hot Tub
Family-friendly home rentals with a pool

Bridges Bay Getaway

Cabin with Gaming Room

Great Summer Vacation Home East Lake Okoboji

Bridges Bay "Castaway Cabin" 15% weekly discount

Golden Gate Condo at Bridges Bay - Amazing Views!

Okoboji Abode

3 Bedroom Lakefront Condo at Bridges Bay!

Lovely Bayside condo with lake front view!
Destinations to explore
- Rentals with a patio Dickinson County
- Rentals with lake access Dickinson County
- Pet-friendly rentals Dickinson County
- Rentals with beach access Dickinson County
- Condo rentals Dickinson County
- Rentals with a washing machine and dryer Dickinson County
- Rentals with a hot tub Dickinson County
- Apartment rentals Dickinson County
- Cabin rentals Dickinson County
- Rentals with outdoor seating Dickinson County
- Rentals with pools Dickinson County
- House rentals Dickinson County
- Rentals with a fire pit Dickinson County
- Rentals with a fireplace Dickinson County
- Family-friendly rentals Iowa
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