
Family-friendly vacation rentals in Dickinson County
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Top-rated family-friendly rentals in Dickinson County
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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.

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.

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.

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.

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.

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!

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!

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!!)

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.

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.

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!

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
Family-friendly home rentals with a hot tub

East Lake Okoboji House! Hot Tub!

Golden Gate Condo at Bridges Bay - Amazing Views!

House with lake view at Bridges Bay Resort!

Waterpark passes included Bridges Bay Resort!

Beautiful condo on East Lake Okoboji!

Sunset Shores, 4BR Lake Escape, Family Friendly

The best location Arnolds Park - Lake Access

Stunning Bridges Bay Retreat Cabin Accommodates 11
Family- and pet-friendly home rentals

Okoboji Bunker House

Waterfront Condo! Bridges Bay! Pet! Pools! 4 King Bedrooms

Barleans - Cozy Cabin Conveniently Located

Silver Lake Home Getaway

Charming Lakes Cottage in the Woods!

Hosta House Stay and Play

Lakeside RV Site 4

Okoboji Getaway, a cozy cottage
Family-friendly home rentals with a pool

Bridges Bay Getaway

Bridges Bay "Castaway Cabin" 15% weekly discount

Okoboji Abode

3 Bedroom Lakefront Condo at Bridges Bay!

Lovely Bayside condo with lake front view!

Bridges Bay Cabin: Well-stocked and kid-friendly!

Fabulous Condo at Bridges Bay

4 Bedroom Condo Stillwater Bridges Bay by Jessi
Destinations to explore
- Rentals with a fire pit Dickinson County
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- Rentals with a hot tub Dickinson County
- Cabin rentals Dickinson County
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- Rentals with a patio Dickinson County
- Rentals with a washer and dryer Dickinson County
- Rentals with outdoor seating Dickinson County
- Rentals with pools Dickinson County
- Rentals with lake access Dickinson County
- House rentals Dickinson County
- Condo rentals Dickinson County
- Rentals with a fireplace Dickinson County
- Apartment rentals Dickinson County
- Family-friendly rentals Iowa
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