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.

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Guest favourite

A serene lakeside patio is presented, featuring two blue adirondack chairs positioned around a fire pit. A gas grill stands nearby, and the reflection of the sunset shimmering on the water enhances the peaceful ambiance. Boat docks line the shore in the background.

Home in Arnolds Park

4.94 out of 5 average rating, 47 reviews

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.

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Guest favourite

Home in Okoboji

4.94 out of 5 average rating, 144 reviews

Nautical Okoboji House

Walk to Barefoot Bar! Spacious 3BR/3BA Park the cars and leave the keys! Located directly across from the iconic Barefoot Bar, our "Nautical Okoboji House" puts you at the heart of the action. Why guests love it: Privacy for Groups: With 3 full bathrooms for 3 bedrooms, everyone has their own space to get ready for the lake without the wait. Prime Spot: Located in a lovely neighborhood with a peaceful backyard, fire pit, and gas grill. Includes Wi-Fi, a 2-stall garage, and a large driveway!

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Guest favourite

A spacious living area features two brown leather sofas arranged around a decorative area rug. Exposed wooden beams adorn the ceiling, while natural light fills the room through large windows. Artwork is displayed on the walls, adding character to the inviting space.

Cabin in Okoboji

4.92 out of 5 average rating, 104 reviews

Okoboji Bunker House

Your family will be close to everything when you stay at this centrally-located place. This rustic cottage has a Western log cabin feel. The home is right across from East Lake Okoboji and is just walking distance to Barefoot Bar and Parks Marina! This spacious 4 bedrm/2 bath home offers laundry facilities, 4 queen beds, bicycles, outdoor wood-burning fireplace w/wood, natural gas grill, and most home furnishings including, but not limited to, pots, pans, silverware, toaster, coffee pot, etc!

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Guest favourite

An open-concept living area is presented, featuring a cozy seating arrangement with a gray sofa and circular coffee table. A well-equipped kitchen with modern appliances and an island bar is visible, alongside a dining table that accommodates several guests, all illuminated by natural light.

Home in Arnolds Park

4.94 out of 5 average rating, 154 reviews

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.

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Guest favourite

Home in Arnolds Park

4.98 out of 5 average rating, 96 reviews

Family Cabin Close To Waterpark, Fully Renovated!

Endless Summer is the ultimate kids cabin at Bridges Bay Resort and Waterpark. Our goal is to provide families with a comfortable and convenient place to gather and make new memories. Enjoy all of the amenities of Bridges Bay including 6 daily indoor/outdoor waterpark passes, arcade, zip line, fitness room and fishing ponds. On top of that our place has entertainment for all ages such as a giant connect 4, a putting green, bags game, kids fishing poles, board games, books, kids toys and more!

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Guest favourite

A serene sunroom features large windows that provide views of the lake and surrounding trees. A cozy seating area with a plush sofa and a low coffee table is present, while wooden ceiling beams and ceiling fans add to the inviting ambiance.

Home in Spirit Lake

4.9 out of 5 average rating, 126 reviews

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.

Indoor spacesFamilyLong stay

Guest favourite

A two-story cabin is showcased, featuring a combination of light-colored siding and a grey shingle roof. A well-maintained lawn surrounds the home, and a concrete driveway leads to an attached garage. Clear blue skies serve as the backdrop.

Cabin in Arnolds Park

4.86 out of 5 average rating, 121 reviews

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.

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Guest favourite

Condo in Arnolds Park

4.98 out of 5 average rating, 122 reviews

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!

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Top Guest favourite

A fire pit with blue adirondack chairs is positioned on a grassy area near the lake. A wooden dock extends into the water, where boats are visible. The sunset creates a colorful sky, enhancing the serene lakeside atmosphere.

Home in Orleans

5.0 out of 5 average rating, 24 reviews

Lakefront Cabin on Big Spirit

Relax with family and friends at this peaceful cabin on Big Spirit Lake. Completely remodeled in 2023. Enjoy the open floor plan and beautiful outdoor space. This cabin is located on the south east side of Spirit Lake. A short walk to the spill way, boat ramp and park! A private dock and a swimmable beach is the perfect place to enjoy swimming, fishing and floating. Enjoy all the amenities of home including central air, full size washer and dryer, Blackstone grill, wifi and flat screen tv.

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Guest favourite

Home in Arnolds Park

4.93 out of 5 average rating, 30 reviews

Little house in Arnolds Park

This house is located in a quiet neighborhood across the street from Lake Minnewashta, where you can enjoy a lake view from the deck. It is centrally located within walking distance to the amusement park & beach. Enjoy your day at the park with rides, shopping, restaurants & free concerts and fireworks on Saturday evenings. There is plenty of parking for your boat with a public boat ramp just 1/2 mile away.

Indoor spacesFamilyHiking

Top Guest favourite

A rustic barn door painted in navy blue features welcoming text that reads 'Welcome to our Lake Retreat.' The door is situated in a hallway, and the adjacent wall is finished in a neutral color, contributing to the inviting atmosphere.

Apartment in Spirit Lake

4.9 out of 5 average rating, 366 reviews

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.

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Top Guest favourite

A guest cottage is framed by lush green foliage, showcasing a white exterior with dark windows. A decorative structure is seen in the foreground, along with a gravel driveway that leads up to the entrance. Nearby, various shrubs and landscaping elements add to the setting.

Home in Arnolds Park

5.0 out of 5 average rating, 36 reviews

Coop close walk to all the fun!

Your family will be close to everything when you stay at our guest house centrally-located on Emerald Hills Golf Course. You can walk to amusement park, dining/drinking, shopping and public beach! Bike trail right outside door! With a California king in main living area and a full bed in bedroom you can rest in comfort after a long day of exploring come and enjoy!

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