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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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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

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

Indoor spacesKitchenWalkability

4.83 out of 5 average rating, 163 reviews
Guest favorite
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

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.

FamilyKitchenParking

4.94 out of 5 average rating, 49 reviews
Guest favorite
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

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!

FamilyIndoor spacesParking

4.93 out of 5 average rating, 108 reviews
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

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.

Indoor spacesFamilyWalkability

4.94 out of 5 average rating, 156 reviews
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

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.

KitchenIndoor spacesOutdoor spaces

4.91 out of 5 average rating, 129 reviews
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

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.

Indoor spacesKitchenOutdoor spaces

4.86 out of 5 average rating, 122 reviews
Guest favorite
Condo in Arnolds Park

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!

FamilyIndoor spacesNearby

4.98 out of 5 average rating, 126 reviews
Top guest favorite
The exterior view of the lake house showcases three levels with a mix of outdoor seating and a hot tub area. White chairs are arranged around a fire pit, while a path leads up to the house, framed by lush greenery and the American flag positioned nearby.
Home in Spirit Lake

East Lake Okoboji House! Hot Tub!

Nestled on the shores of East Lake Okoboji, this charming lake house offers a perfect retreat. Boasting 6 bedrooms, including a loft for 6, and 4 bathrooms, it effortlessly accommodates family&friends. Recently renovated, the interior exudes modern elegance, while the exterior showcases spacious new decks, ideal for lakeside gatherings. Experience comfort and tranquility in this meticulously updated haven, where every detail reflects a blend of style and relaxation.

KitchenFamilySleep quality

5.0 out of 5 average rating, 37 reviews
Top guest favorite
Home in Arnolds Park

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.

KitchenIndoor spacesDecor

4.94 out of 5 average rating, 33 reviews
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

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.

KitchenFamilyCleanliness

4.94 out of 5 average rating, 78 reviews
Top guest favorite
Cottage in Arnolds Park

Arnolds Park Cottage with Lake Views

Relax in this newly renovated Arnolds Park cottage with beautiful lake views from the porch. Walk to Arnolds Park Amusement Park, Oak Hill Marina, Broadway restaurants and nightlife, or enjoy nearby concerts from the back patio. With a comfortable, family-friendly layout and an unbeatable location in the heart of Okoboji, it’s the perfect home base for lake days, weekend getaways, and family vacations.

Indoor spacesKitchenHospitality

5.0 out of 5 average rating, 18 reviews
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

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.

FamilyKitchenAir conditioning

4.9 out of 5 average rating, 367 reviews

Popular amenities for Dickinson County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
A well-maintained lawn extends toward a serene lake, framed by trees. The building's large glass windows provide a glimpse of the surrounding environment, with a clear blue sky overhead. A path leads through the grass, inviting outdoor activities and enjoyment of the scenic view.
Condo in Arnolds Park

Beautiful condo on East Lake Okoboji!

FamilyKitchenAccess

4.92 out of 5 average rating, 101 reviews
Guest favorite
The exterior of a charming blue cabin is displayed, featuring large windows that allow natural light to fill the interior. A well-maintained grassy area surrounds the cabin, with two patio chairs positioned on a stone patio, inviting relaxation. Nearby cabins are visible in the background.
Cabin in Spirit Lake

Okoboji Bridges Bay Resort Private Cabin

Indoor spacesFamilySleep quality

4.83 out of 5 average rating, 102 reviews
Guest favorite
Home in Arnolds Park

Family Cabin Close To Waterpark, Fully Renovated!

FamilyIndoor spacesParks

4.98 out of 5 average rating, 96 reviews
Top guest favorite
Home in Arnolds Park

Anchors Away clean, family fun, waterpark, stocked

FamilyIndoor spacesGetting around

5.0 out of 5 average rating, 15 reviews
Guest favorite
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

Cabin #5

FamilyKitchenAir conditioning

4.95 out of 5 average rating, 95 reviews
Top guest favorite
Condo in Arnolds Park

Lake Okoboji Waterfront Top Floor 3BR Condo

KitchenIndoor spacesCheck-in

4.98 out of 5 average rating, 55 reviews
Guest favorite
Cabin in Arnolds Park

Stunning Bridges Bay Retreat Cabin Accommodates 11

Indoor spacesKitchenHospitality

4.87 out of 5 average rating, 97 reviews
Top guest favorite
A spacious deck features comfortable seating arrangements, including a sectional sofa and a dining area. Large windows provide views of the lake, while ceiling fans circulate air under the wooden roof. A striped area rug adds a touch of color to the outdoor environment.
Condo in Arnolds Park

Lakefront Condo BridgesBay 6 free waterpark passes

KitchenIndoor spacesDecor

5.0 out of 5 average rating, 32 reviews

Family- and pet-friendly home rentals

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

A Place In the Park Cottage

Indoor spacesKitchenGetting around

4.9 out of 5 average rating, 150 reviews
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

Silver Lake Home Getaway

KitchenIndoor spacesHospitality

4.99 out of 5 average rating, 73 reviews
Superhost
A newly remodeled cottage is shown, featuring a blue exterior with large windows on either side of a central front door. A small decorative planter is placed by the entrance, while a manicured lawn area extends in front of the home.
Home in Arnolds Park

Okoboji Getaway, a cozy cottage

KitchenFamilyTV

4.78 out of 5 average rating, 88 reviews
Top guest favorite
The exterior of a renovated blue farmhouse is shown, featuring a covered porch with seating. Lush green grass surrounds the cottage, with landscaped areas highlighted by flowers. Mature trees provide shade, and a gravel pathway guides the view toward the welcoming entrance.
Cottage in Spirit Lake

Grant’s Cottage on the Coyote Ranch

Indoor spacesKitchenDecor

4.96 out of 5 average rating, 45 reviews
Top guest favorite
A multi-level house features a yellow and green exterior with a welcoming front porch and a wooden railing. The balcony includes two red chairs, and large windows provide natural light. Shade from nearby trees enhances the outdoor space.
Home in Spirit Lake

5-Star! Lake & Park Views, Family friendly

FamilyKitchenCondition

5.0 out of 5 average rating, 57 reviews
Top guest favorite
A spacious living area features comfortable seating arrangements, including a sectional and armchairs. A large wall-mounted TV is situated above a modern console, with light from multiple windows enhancing the room's brightness. Decorative elements include a side table and a table lamp.
Home in Spirit Lake

Hosta House Stay and Play

KitchenIndoor spacesValue

5.0 out of 5 average rating, 72 reviews
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

Arnolds Park Cabin on sawmill Park w/bikes, kayaks

Indoor spacesFamilyComfort

4.94 out of 5 average rating, 33 reviews
Guest favorite
Home in Arnolds Park

Firepits,FamFriendly,Sleep16:ArnoldsPkHouses

FamilyLocationWalkability

4.88 out of 5 average rating, 8 reviews

Family-friendly home rentals with a pool

Guest favorite
A scenic view of a vast lake is captured, with the shoreline lined by a well-maintained grassy area. A long dock extends into the water, accompanied by boat slips. The sky appears bright with scattered clouds, reflecting a tranquil atmosphere.
Condo in Arnolds Park

Lovely Bayside condo with lake front view!

Indoor spacesFamilyHot tub

4.96 out of 5 average rating, 70 reviews
Guest favorite
Cabin in Arnolds Park

Beautiful Boji Cabin #22

KitchenFamilyCondition

4.88 out of 5 average rating, 17 reviews
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

In the heart of Arnolds Park - walk everywhere!

FamilyKitchenParks

4.95 out of 5 average rating, 42 reviews
Guest favorite
A well-lit living area features large windows with views of the lake, allowing natural light to fill the space. A wooden dining table is positioned neatly beside a comfortable seating arrangement with light-colored sofas. A ceiling fan circulates air, enhancing the cozy atmosphere.
Condo in Arnolds Park

4 Bedroom Condo Stillwater Bridges Bay by Jessi

Indoor spacesKitchenLaundry

4.96 out of 5 average rating, 48 reviews
Guest favorite
The open kitchen features wooden cabinetry and a countertop, complemented by modern appliances and seating at the island. A cozy living area is visible in the background, along with a tastefully arranged dining table and a doorway leading to other parts of the cabin.
Home in Arnolds Park

Okoboji Abode

Indoor spacesFamilyParks

4.97 out of 5 average rating, 76 reviews
Guest favorite
The living area features large windows overlooking the lake, allowing natural light to fill the space. Comfortable seating includes a dark sofa and two yellow accent chairs. A modern ceiling fan hangs above, and a neutral area rug complements the furnishings.
Home in Arnolds Park

4 bedroom Condo stunning views

Indoor spacesKitchenAir conditioning

4.88 out of 5 average rating, 16 reviews
Guest favorite
A tastefully decorated bedroom features a spacious bed with a textured teal blanket and decorative pillows. A light fixture hangs from the ceiling, while natural light enters through sliding glass doors leading to a balcony. A patterned chair and two wooden closets add to the room's functionality.
Cabin in Arnolds Park

Bridges Bay "Castaway Cabin" 15% weekly discount

KitchenFamilyComfort

4.85 out of 5 average rating, 71 reviews
Guest favorite
The exterior of the Stillwater Bridge building is depicted, showcasing multiple stories with balconies overlooking the landscape. The structure features a combination of wood and stone accents, surrounded by greenery and positioned on a slope leading to the water.
Condo in Arnolds Park

Top of Stillwater by Okoboji Luxury Rentals

Indoor spacesKitchenLaundry

5.0 out of 5 average rating, 37 reviews