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Family-friendly vacation 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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Top guest favorite
The exterior of the cabin is seen, featuring a spacious patio area with several chairs arranged around a fire pit. The cabin showcases a modern architectural design with large windows reflecting the surrounding landscape, complemented by well-maintained grassy areas and distant views of neighboring cabins.
Cabin in Arnolds Park
5 out of 5 average rating, 20 reviews

Cabin #13

When you stay at Cabin #13, located in row one, you will be close to everything, including additional parking in the back. This Cabin comfortably sleeps 10 people with 2 bedrooms, a loft, 2 baths, an open floor plan, vaulted ceilings, a fully equipped kitchen, a washer/dryer, and a finished garage area for socializing. Enjoy a BBQ on the patio while playing lawn games. Six daily passes, lake Okoboji access, outdoor pools, a swim-up bar, an indoor waterpark, a gym, an arcade, and on-site dining.

Top guest favorite
A charming cottage is set against a backdrop of greenery, featuring a well-maintained front lawn and landscaped steps leading to a welcoming entrance. Two large windows on either side of the front door provide natural light to the interior, and a patio is visible to the side.
Cottage in Arnolds Park
4.89 out of 5 average rating, 138 reviews

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.

Guest favorite
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
4.96 out of 5 average rating, 133 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.

Guest favorite
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, 118 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.

Top guest favorite
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
4.93 out of 5 average rating, 91 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.

Guest favorite
Condo in Arnolds Park
4.98 out of 5 average rating, 105 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!

Guest favorite
The kitchen features modern cabinetry with light-colored doors and granite countertops. Stainless steel appliances, including an oven and microwave, are positioned for convenience. A kitchen island with seating is paired with dark bar stools, creating a functional area for meal preparation and gathering.
Condo in Arnolds Park
4.97 out of 5 average rating, 33 reviews

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!

Guest favorite
An aerial view captures the bungalow's neat yard, featuring a private hot tub and a circular propane fire pit. A seating area with Adirondack chairs and a patio table sits on the stone-paved patio, surrounded by green grass and neighboring homes.
Bungalow in Arnolds Park
4.97 out of 5 average rating, 35 reviews

BOHO Bungalow on the Pond w/ Hot Tub

Welcome to the BOHO Bungalow on the Pond, a peaceful retreat within Bridges Bay Resort. This 3-bedroom, 2-bath retreat with a spacious loft features a private hot tub, pond views, and access to Okoboji’s top attractions. ~ Prime Location: Steps from dining, waterpark, and entertainment. ~ Cozy Comforts: King, queen, twin bunkbed, and sleeper sofa. ~ Fun Amenities: Hot tub, fishing gear, kayak, paddleboard, yard games. ~ Extras: 6 daily waterpark passes included! ($168/day value!!)

Guest favorite
A cozy seating area features a dark gray couch and two accent chairs. A round coffee table holds decorative items, while a large wall-mounted TV provides entertainment. Wall art and houseplants add a touch of style to the space.
Apartment in Arnolds Park
4.97 out of 5 average rating, 90 reviews

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.

Guest favorite
An inviting living space features a floral-patterned sofa complemented by dark brown pillows. A multi-purpose kitchen island invites gatherings, surrounded by a well-equipped kitchen. Light wood paneling and flooring enhance the room's warmth, while a ceiling fan provides comfort.
Cottage in Arnolds Park
4.92 out of 5 average rating, 24 reviews

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.

A charming cottage facade is showcased, featuring blue and white vertical siding. Two bright blue adirondack chairs are positioned on the concrete driveway, adding a welcoming touch. Decorative window shutters and a 'Welcome Lake' sign enhance the inviting appearance of the home.
Home in Arnolds Park
4.91 out of 5 average rating, 66 reviews

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!

Top guest favorite
A charming retreat is showcased, with a circular design and a clock tower prominent on the roof. Lush greenery surrounds the structure, complemented by vibrant orange and yellow flowers in the foreground. Two wooden chairs are positioned on a porch, inviting relaxation.
Home in Okoboji
4.91 out of 5 average rating, 47 reviews

On Julia Street

Step into a world of comfort and relaxation at our charming retreat on Julia Street. Nestled in the heart of Okoboji, this serene haven invites you to unwind and recharge amid picturesque surroundings. As you enter, you'll be greeted by a cozy interior adorned with modern amenities and thoughtful touches throughout. Close to the action and within walking distance of many of the Lake's Area favorite places.

Popular amenities for Dickinson County family-friendly rentals