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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Superhost
The exterior of a modern two-story home is displayed, featuring a garage with a six-panel door. The light gray siding contrasts with the bright blue sky. A pathway lined with small stones leads to the entrance, surrounded by neatly kept grass.
Cabin in Arnolds Park
4.83 out of 5 average rating, 149 reviews

Spacious Bridges Bay Cabin! Water park included.

The Space: -Fully furnished -Master bedroom (king bed, full bath with double sinks, closet) -Bedroom #2 (full bed and a twin bunk beds, sleeps 4) -Loft Bedroom (queen bed & air mattress, sleeps 4) -Fully equipped kitchen (dishwasher, fridge, freezer, microwave) -Kitchen utensils provided -Washer & dryer in unit -Attached garage The area: -Community pool within walking distance -Water park passes provided (6) $145 value! -Located in the Bridges Bay community -Close to restaurants & water front

Top Guest favourite
A spacious kitchen area features an elegant countertop with bar seating. Warm wooden cabinetry is complemented by stainless steel appliances. The open layout provides a clear view into the living area, characterized by large windows that invite natural light into the space.
Condo in Arnolds Park
4.98 out of 5 average rating, 47 reviews

Lake Okoboji Waterfront Top Floor 3BR Condo

Located on Lake Okoboji at Bridge's Bay Resort, this condo offers amazing views year-round. Top floor, lake views, large balcony, vaulted ceilings, onsite restaurants, 6 daily waterpark/ pool passes (seasonally) & exercise room. This family friendly condo has 3BR, a remote workspace, washer/dryer, grill, TV, games, and a fully furnished kitchen. In the heart of Okoboji, this condo is minutes from incredible shopping, restaurants, and plenty of outdoor activities. No pets, parties or smoking.

Top Guest favourite
The exterior of the cabin is shown, featuring a green façade with a large triangular window arrangement. A patio area with seating is visible, along with a grill, surrounded by a spacious lawn that enhances the outdoor living experience.
Cabin in Arnolds Park
4.97 out of 5 average rating, 72 reviews

Cabin #5

LOCATION, LOCATION, LOCATION! Row 1 Cabin #5 has 2 bedrooms with loft and sleeps 12. You will love this cabin with 2 bathrooms, open floor plan, vaulted ceilings, furnished kitchen, washer/dryer, and a finished garage space for hanging out. Head to the backyard for a BBQ on the patio, games in the greenspace and additional parking. Resort amenities include 6 daily passes, Lake Okoboji access, outdoor pools with slides and swim-up bar, an indoor waterpark, gym, arcade and on-site restaurants.

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.

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, 139 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, 103 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.

Guest favourite
An aerial view of the quaint cottage is displayed, featuring a metal roof and a well-kept exterior. A patio area with a table and chairs is visible, along with a nearby golf cart and storage shed. Gravel surrounds the structure, enhancing its cozy setting.
Cottage in Arnolds Park
4.96 out of 5 average rating, 26 reviews

Arnold’s Park Cozy Cottage & Gazebo Best Location

This Cozy Cottage is just steps from the Arnold’s Park Amusement Park and two public access docks on West Lake. This vacation cottage is also only steps to Restaurants, Bars, Free Concerts, shops, and miniature golf. No need to worry about parking and long walks, you can leave your vehicle at the cottage and walk to most activities. Coffee shop and convenience store 2 blocks from cottage. This 480 sf cottage can’t be beat for location.

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.

Guest favourite
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.
Home in Spirit Lake
4.86 out of 5 average rating, 36 reviews

Clarity Cabin

Escape the daily grind and find tranquility at our lakefront cabin in Okoboji, Iowa. Located on East Okoboji Lake, the cabin has direct access to the area’s 60 miles of recreation trails and is just a short distance from a boat launch. The space is ideal for individuals, couples, and small families looking for a peaceful getaway.

Popular amenities for Dickinson County family-friendly rentals