Family-friendly holiday rentals in Dickinson County

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.

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!

Family Cabin Close To Waterpark, Fully Renovated!

Endless Summer is the ultimate kids cabin at Bridges Bay Resort and Waterpark. Our goal is to provide families with a comfortable and convenient place to gather and make new memories. Enjoy all of the amenities of Bridges Bay including 6 daily indoor/outdoor waterpark passes, arcade, zip line, fitness room and fishing ponds. On top of that our place has entertainment for all ages such as a giant connect 4, a putting green, bags game, kids fishing poles, board games, books, kids toys and more!

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.

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.

Quiet home on the lake

Enjoy this beautiful, quiet lakeside home in the Okoboji area: A special place for year-around fun and comfort for you and your loved ones. This 4 bedroom, 3 bath, 3000 sq. ft. home has 2 family rooms, fully equipped kitchen, and dining room with seating for 12. Large windows show off amazing sunsets and panoramic views of Center Lake; a special secret retreat in Great Lakes. Upper and lower patios are great for lake-side eating. This home is specifically curated for families.

Amazing Grace.LL

Clean, quiet, spacious flat with a view of East Lake Okoboji. Gilbert Park across the street, a short walk to downtown Spirit Lake, and only 4 blocks from the bike trail. This apartment has it's own unique flair with a beautifully updated walk-in tile shower, kitchenette, big screen tv, wi-fi, 1 bedroom queen bed, and a den with a full-sized futon. This apartment is perfect for the professional looking for a monthly home away from home. This is NOT a party house.

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

For stays in fall/winter 2025: Book 2 nights, get 3rd night half off! (Ask host at booking) Privately owned and managed by someone who cares! Relax with your family and friends in this spacious and fully equipped ranch-style cabin in Bridges Bay. We do our best to make your vacation truly a place of rest. I share a detailed list of what's provided so you know what to pack, or more importantly, you know what you don't have to pack!

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.