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

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.

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.

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.

4BR across the street- north shore of West Lake
Discover your perfect getaway in this beautifully renovated 4-bedroom home. Located directly across the street from the north end of West Lake, adjacent to the bike trail. Plenty of space to park your boat on the driveway, and only a 1/2 mile from the public access. After a long day on the lake, come back to a fantastic kitchen to prepare dinner. Enjoy dinner on a deck that backs to abundant green space. Finish the day roasting smores around the bon fire.

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.

Cozy Winter Getaway with free Waterpark passes
Welcome to Okoboji Oasis! Escape to our spacious and fully equipped cabin at Bridges Bay Resort and Lake Okoboji! Take advantage of everything Okoboji has to offer during the winter including the indoor waterpark, local coffee shops, waterfront restaurants, bars, live entertainment, ice fishing, Dickinson County Nature Center, axe throwing, escape rooms, bowling, and indoor pickleball at Bedell Family YMCA.

The best location Arnolds Park - Lake Access
Next to Arnolds Park Amusement. Walk to many restaurants, bars and coffee shop. Condo fully furnished, with free use of washer and dryers. Once you park your car in the private gated parking, you will never need to leave again as everything is walking distance. Include paddle boats, canoes, Indoor pool and hot tub, 2 outdoor pools, game room, pool table, table tennis, bicycles. You can rent a boat hoist.
Popular amenities for Dickinson County family-friendly rentals
Family-friendly home rentals with a hot tub

Golden Gate Condo at Bridges Bay - Amazing Views!

East Lake Okoboji House! Hot Tub!

3 Bedroom Lakefront Condo at Bridges Bay!

Beautiful condo on East Lake Okoboji!

Sunset Shores, 4BR Lake Escape, Family Friendly

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

Stunning Bridges Bay Retreat Cabin Accommodates 11

Okoboji Bridges Bay Resort Private Cabin
Family- and pet-friendly home rentals

Lost in Boji Cottage off West Lake Okoboji

Waterpark passes included Bridges Bay Resort!

Okoboji Bunker House

Barleans - Cozy Cabin Conveniently Located

On Julia Street

Silver Lake Home Getaway

Charming Lakes Cottage in the Woods!

BOHO Bungalow on the Pond w/ Hot Tub
Family-friendly home rentals with a pool

Okoboji Abode

Boji Barn Escape is the place to relax and unwind

Bridges Bay lakefront condo 3bdrm / 2 bath /6 beds

WaterfrontCondo! BridgesBay! Pets! Pools! 4kingbed

Lovely Bayside condo with lake front view!

Spacious Bridges Bay Cabin! Water park included.

4 Bedroom Condo Stillwater Bridges Bay by Jessi

Okoboji getaway.4 bed 3 bath pool in backyard
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