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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Guest favorite
An inviting interior porch showcases a cozy seating area with four patterned chairs arranged around a small table. Natural light filters through multiple windows, illuminating a corner with cushions and a plant. A patterned rug adds warmth to the space.
Cabin in Spirit Lake
4.89 out of 5 average rating, 46 reviews

Lakefront Cabin | East Okoboji Lake | Private Dock

A historic lakefront cabin on East Okoboji Lake with a private dock, gas fire table, and sweeping lake views. Swim from the dock and wake up with a cup of coffee and the water right outside your door. Inside: a cozy bedroom, a sunlit porch overlooking the lake, a living room with a sleeper sofa, and a functional kitchen. The bike trail is right across the street. Whether you're celebrating an anniversary or simply overdue for a quiet lake weekend, this Okoboji cabin is your home away from home.

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
5.0 out of 5 average rating, 29 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.

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
4.9 out of 5 average rating, 119 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
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.

Guest favorite
Condo in Arnolds Park
4.97 out of 5 average rating, 116 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!

Top guest favorite
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, 21 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.

Top guest favorite
A blue two-story lake house is presented, featuring a textured exterior with multiple windows allowing natural light. A sloped roof and front stairs enhance the architectural interest, while trees are visible in the background, complementing the serene lakefront setting.
Home in Lake Park
4.99 out of 5 average rating, 68 reviews

Silver Lake Home Getaway

Beautiful lake house on Silver Lake. Located in Lake Park Iowa, with a lake view to the east and a golf course the west. Quiet family friendly neighborhood with boating, skiing, jet skiing, fishing and golfing. First floor has two bedrooms with king bed, bathroom, kitchen, family room, living room, laundry and gas fireplace. Top floor has two bedrooms, each with a queen bed, a single bed and one large bathroom. Indoor gas fireplace, fire pit, gas grill and deck.

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
4.94 out of 5 average rating, 31 reviews

Arnolds Park Cabin on sawmill Park w/bikes, kayaks

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.

Superhost
Home in Milford

Luxury Lakeview House

This stunning, modern farmhouse features 5 bedrooms, 3.5 baths and lake views. Ideally located a short walk from Lower Gar Lake and minutes from Arnolds Park Amusement Park, Preservation Plaza and the Great Lakes Trail. Enjoy a large deck and patio, a lower-level full bar for entertaining, a spacious main-level primary suite and a private office for remote work. There is also a large concrete pad for boat parking next to the 3-car garage.

Guest favorite
A green, two-story house sits elevated on a porch, framed by large trees. The exterior features large windows, allowing natural light inside. The surrounding yard is grassy, offering a spacious area for relaxation and outdoor activities.
Vacation home in Milford
4.89 out of 5 average rating, 36 reviews

Adorable Okoboji Guest House

The first floor is accessed by outside stairs into a massive porch. Perfect place to hang out and watch the deer. A set of stairs inside takes you to the second bedroom upstairs. The accommodations are perfect for two couples or a family of 4-5. Come to Okoboji to walk the nature trails (100 yards away), ride the bike trails (100 yards away), kayak (located on the canals), or boat (Emerson Bay boat ramp one mile away).

Top guest favorite
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
4.91 out of 5 average rating, 358 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.

Top guest favorite
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, 31 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!

Popular amenities for Dickinson County family-friendly rentals