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
4.92 out of 5 average rating, 25 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.

Guest favourite
Home in Okoboji
4.95 out of 5 average rating, 132 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!

Top Guest favourite
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, 139 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.

Top Guest favourite
A spacious deck is framed by two trees, providing a clear view of East Lake. The shimmering water reflects the sky, while a dock is visible in the background. The area is surrounded by well-maintained greenery, enhancing the natural setting.
Cabin in Arnolds Park
5 out of 5 average rating, 23 reviews

Okoboji Lake Place

Cozy cabin on East Lake. Centrally located. Have morning coffee on the deck. A mile from just about everything. Walk to the green space, Arnold's Park, concerts, farmer's market, art shows etc. Walk distance to restaurants/bars. No worries about driving or parking. Near the Ritz, listen to the music in the back yard, No waiting for a seat! Walk to Spudnutz and let the kids play at the boat park.. There’s a dock but can’t be used for long term boat parking.Unfort, no place for a boat trailer

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
4.95 out of 5 average rating, 140 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 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, 119 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 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
4.93 out of 5 average rating, 101 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 favourite
Condo in Arnolds Park
4.98 out of 5 average rating, 106 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 favourite
The living room features a couch and two upholstered chairs, creating a comfortable seating arrangement. A coffee table is positioned in the center, with a decorative plant atop it. Natural light enters through two windows, while patterned curtains frame the space.
Apartment in Arnolds Park
4.93 out of 5 average rating, 104 reviews

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.

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, 315 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 favourite
A spacious living area is highlighted by large windows that allow natural light to fill the room. The open layout features a comfortable couch and love seat facing a rustic wooden coffee table. A dining area with a wooden table and chair set is visible in the background.
Home in Arnolds Park
4.98 out of 5 average rating, 101 reviews

High-end cabin at Lake Okoboji w/ Waterpark passes

Welcome to Okoboji Oasis! Escape to our spacious and fully equipped cabin at Bridges Bay Resort and Lake Okoboji! Take advantage of everything Okoboji has to offer including local restaurants, bars, live entertainment, boat ramps, public beaches, Arnold's Park amusement park, a 14-mile paved bike path, pickleball courts, and several golf courses.

Superhost
An outdoor patio area is presented, featuring a dining set with multiple chairs arranged around a circular table. Nearby, a grill is positioned next to a stone fire pit. Lush grass surrounds the patio, with a clear view of the cabin's modern architecture.
Cottage in Arnolds Park
4.83 out of 5 average rating, 48 reviews

Waterpark passes included Bridges Bay Resort!

Your family will be close to everything when you stay at this centrally-located place. This 2 bedroom, 2 bathroom, fully-furnished cabin has everything you need to enjoy your getaway. Centrally located on Bridges Bay Resort with a waterpark, zip line, lake access, restaurants nearby on the resort, and 340/500walking distance to Arnold's Park.

Popular amenities for Dickinson County family-friendly rentals