
Family-friendly holiday rentals in Dickinson County
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Top-rated family-friendly rentals in Dickinson County
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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

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.

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.

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!

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Bridges Bay Getaway

East Lake Okoboji House! Hot Tub!

Lakeview Condo at Bridge's Bay

Beautiful condo on East Lake Okoboji!

House with lake view at Bridges Bay Resort!

Waterpark passes included Bridges Bay Resort!

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

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

Lost in Boji Cottage off West Lake Okoboji

Arnolds Park Cabin with kayaks, bikes, & golf cart

Okoboji Bunker House

Barleans - Cozy Cabin Conveniently Located

On Julia Street

Silver Lake Home Getaway

Charming Lakes Cottage in the Woods!

Welcome to Camp Oz!
Family-friendly home rentals with a pool

Bridges Bay "Castaway Cabin" 15% weekly discount

Golden Gate Condo at Bridges Bay - Amazing Views!

Okoboji Abode

3 Bedroom Lakefront Condo at Bridges Bay!

3 bedroom house at Bridges Bay Resort

Lovely Bayside condo with lake front view!

4 Bedroom Condo Stillwater Bridges Bay by Jessi

Waterfront with Waterpark Passes!
Destinations to explore
- Condo rentals Dickinson County
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- Rentals with a washing machine and dryer Dickinson County
- Rentals with outdoor seating Dickinson County
- Rentals with pools Dickinson County
- House rentals Dickinson County
- Pet-friendly rentals Dickinson County
- Cabin rentals Dickinson County
- Rentals with beach access Dickinson County
- Rentals with lake access Dickinson County
- Rentals with a hot tub Dickinson County
- Rentals with a fireplace Dickinson County
- Rentals with a patio Dickinson County
- Rentals with a fire pit Dickinson County
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