Family-Friendly Vacation Rentals in Dickinson County, IA: Compare 10+ Sites & Save

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184 Best Family Vacation Rentals in Dickinson County (Starting from $115)

Historic Cabin Retreat Steps to Okoboji Lake
Historic Cabin Retreat Steps to Okoboji Lake
House
Arnolds Park, IA, USA
1.7k from Dickinson County center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

2 Bedrooms4 Guests
8.5

Very Good

2 reviews

$287
Average price / night
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Arnolds Park Cozy Cottage & Gazebo Steps to Okoboji Lake & Park
Arnolds Park Cozy Cottage & Gazebo Steps to Okoboji Lake & Park
Cottage
Arnolds Park, IA, 51331, United States
1.7k from Dickinson County center

AC, Barbecue, Crib, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

13 reviews

$347
Average price / night
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Okoboji BLUEtiful Cottage
Okoboji BLUEtiful Cottage
Villa
Arnolds Park, IA, USA
1.8k from Dickinson County center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom10 Guests
New to Booking
$574
Average price / night
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CentralPark Townhome B10
CentralPark Townhome B10
Villa
Arnolds Park, IA, USA
2.0k from Dickinson County center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom10 Guests
10.0

Exceptional

1 reviews

$631
Average price / night
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Your private home base for unforgettable Okoboji lake days. Minutes from the water.
Your private home base for unforgettable Okoboji lake days. Minutes from the water.
House
Wahpeton, IA, 51351, United States
1.8k from Dickinson County center

AC, Dryer, Heater, Internet, Living Area, Microwave, No Smoking, Patio, Toys

5 Bedrooms14 Guests
New to Booking
$637
Average price / night
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228 Hwy 71 S D21, Arnolds Park
228 Hwy 71 S D21, Arnolds Park
House
Arnolds Park, IA, USA
2.0k from Dickinson County center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$489
Average price / night
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1 Block from East Lake!
1 Block from East Lake!
House
Okoboji, IA, 51355, United States
1.8k from Dickinson County center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$495
Average price / night
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127 Hwy 71 AT Bunk House
127 Hwy 71 AT Bunk House
Apartment
Arnolds Park, IA, USA
2.1k from Dickinson County center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
New to Booking
$309
Average price / night
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Heart of Arnolds Park - Walk Everywhere! Adventure awaits at Arnolds Park.
Heart of Arnolds Park - Walk Everywhere! Adventure awaits at Arnolds Park.
Condo
Arnolds Park, IA, 51331, United States
2.0k from Dickinson County center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

20 reviews

$229
Average price / night
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Arnolds Park Iowa St Funhouse
Arnolds Park Iowa St Funhouse
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$666
Average price / night
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Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
House
Arnolds Park, IA, 51331, United States
2.0k from Dickinson County center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

4 Bedrooms14 Guests
10.0

Exceptional

12 reviews

$465
Average price / night
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The Legend Lookout at the Lakes
The Legend Lookout at the Lakes
House
Arnolds Park, IA, USA
2.2k from Dickinson County center

Fireplace/Heating, Air Conditioner, Internet, View, Security/Safety, Sports/Activities, Spa

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$481
Average price / night
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1 Bedroom Suite-Stay Suites-Hwy 71 Arnolds Park <br>This suite is on the 2nd floor and does require the guest to do stairs.
1 Bedroom Suite-Stay Suites-Hwy 71 Arnolds Park <br>This suite is on the 2nd floor and does require the guest to do stairs.
Apartment
Arnolds Park, IA, 51331, United States
2.1k from Dickinson County center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

1 Bedroom2 Guests
9.6

Exceptional

23 reviews

$176
Average price / night
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Bridges Bay Vacation Cabin 152
Bridges Bay Vacation Cabin 152
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms12 Guests
8.7

Fabulous

3 reviews

$574
Average price / night
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New!! 4 Bedroom Unit sleeps 14
New!! 4 Bedroom Unit sleeps 14
Apartment
Arnolds Park, IA, 51331, United States
2.1k from Dickinson County center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

4 Bedrooms14 Guests
10.0

Exceptional

21 reviews

$335
Average price / night
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The Retreats at Stone Fountain
The Retreats at Stone Fountain
Apartment
Arnolds Park, IA, USA
2.2k from Dickinson County center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

1 Bedroom10 Guests
8.0

Good

1 reviews

$424
Average price / night
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2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
Apartment
Arnolds Park, IA, 51331, United States
2.1k from Dickinson County center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

2 Bedrooms4 Guests
9.2

Superb

22 reviews

$153
Average price / night
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Bridges Bay Vacation Cabin 185
Bridges Bay Vacation Cabin 185
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Private Pool, Accessibility, Internet, Pool, Air Conditioner, Fireplace/Heating, Barbecue/Outdoor Cooking

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$781
Average price / night
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Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
House
Arnolds Park, IA, 51331, United States
2.1k from Dickinson County center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

14 Bedrooms32 Guests
10.0

Exceptional

121 reviews

$714
Average price / night
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84 Rohr 7B
84 Rohr 7B
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$115
Average price / night
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BPO Boathouse. 4 bed/2 bath completely updated home in the heart of AP/Okoboji!
BPO Boathouse. 4 bed/2 bath completely updated home in the heart of AP/Okoboji!
House
Arnolds Park, IA, 51331, United States
2.1k from Dickinson County center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms12 Guests
10.0

Exceptional

70 reviews

$375
Average price / night
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BPO Fieldhouse. 2 bed/1 bath completely updated home in the heart of AP/Okoboji!
BPO Fieldhouse. 2 bed/1 bath completely updated home in the heart of AP/Okoboji!
House
Arnolds Park, IA, 51331, United States
2.1k from Dickinson County center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms7 Guests
10.0

Exceptional

43 reviews

$315
Average price / night
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East Lake Okoboji lakeside cabin with HOIST!
East Lake Okoboji lakeside cabin with HOIST!
Cabin
Okoboji, IA, 51355, United States
2.1k from Dickinson County center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$223
Average price / night
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Prime Location. 4 Bedroom House Sleeps up to 9. Close to Amusement Park.2 Baths.
Prime Location. 4 Bedroom House Sleeps up to 9. Close to Amusement Park.2 Baths.
House
Arnolds Park, IA, 51331, United States
2.1k from Dickinson County center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms9 Guests
10.0

Exceptional

38 reviews

$666
Average price / night
Check Availability
316 Hwy 71 -Bottom Floor Sleeps 10
316 Hwy 71 -Bottom Floor Sleeps 10
Apartment
Arnolds Park, IA, 51331, United States
2.1k from Dickinson County center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio, TV

3 Bedrooms10 Guests
10.0

Exceptional

17 reviews

$343
Average price / night
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Premier Location! Lake View!
Premier Location! Lake View!
House
Arnolds Park, IA, 51331, United States
2.2k from Dickinson County center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
9.8

Exceptional

10 reviews

$459
Average price / night
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FirePit,FamFriendly,Porch,Sleeps10:LakeLux
FirePit,FamFriendly,Porch,Sleeps10:LakeLux
House
Arnolds Park, IA, 51331, United States
2.2k from Dickinson County center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Heater, Internet, Kitchen

3 Bedrooms10 Guests
9.4

Superb

3 reviews

$388
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Dickinson County.

Stay Near Dickinson County's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Dickinson County Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 184 verified family-friendly vacation rentals in Dickinson County. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Dickinson County vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $115 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Dickinson County offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Dickinson County are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Dickinson County often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.