Dickinson County holiday homes

We found 406 holiday rentals — enter your dates for availability

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July 2025

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Select from 177 houses, 94 flats and other holiday rentals to find the perfect place for your stay in Dickinson County. Holiday homes offer the best amenities for your family, friends or furry companion, such as parking and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Popular Dickinson County destinations on Bookabach

Holiday rentals with weekly discounts - Dickinson County

Showing deals for:10 Oct - 17 Oct

Exceptional

(22 reviews)

New Listing! Spacious 4 bedroom at Bridges Bay!

Arnolds Park, IA

8% off

NZ$799 per night

includes taxes & fees

10 acres of sheer beauty. Is this heaven? No, an Iowa farm homestead...all yours

Exceptional

(16 reviews)

Your own10-acre beautiful 1925 farmhouse, 2 bunkhouses & fun enchanted cottage

Spirit Lake, IA

8% off

NZ$1,208 per night

includes taxes & fees

Exceptional

(8 reviews)

Cozy four bedroom home, private fenced backyard, minutes from East Okoboji.

Spirit Lake, IA

7% off

NZ$513 per night

includes taxes & fees

Exceptional

(22 reviews)

Family-Friendly Retreat on Julia Street - Explore Okoboji from Your Doorstep

Okoboji, IA

8% off

NZ$625 per night

includes taxes & fees

Exceptional

(42 reviews)

Spacioius Bridges Bay Cabin 3BR/2BA+loft for separate kids space - Sleeps 14

Arnolds Park, IA

18% off

NZ$403 per night

includes taxes & fees

Exceptional

(5 reviews)

Cozy Lakeside Retreat with Beach Access, Scenic Views & Endless Amenities

Spirit Lake, IA

21% off

NZ$537 per night

includes taxes & fees

Exceptional

(18 reviews)

Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers

Okoboji, IA

8% off

NZ$583 per night

includes taxes & fees

6 free daily passes to the indoor and outdoor waterpark. Hot tub, slides, bar.

Exceptional

(5 reviews)

Arnolds Park Cabin at Bridges Bay Resort Okoboji!

Arnolds Park, IA

8% off

NZ$677 per night

includes taxes & fees

Exceptional

(52 reviews)

Next 3 weeks available! PriceREDUCED!~3bedroom, 2bath~finished garage area

Arnolds Park, IA

8% off

NZ$624 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Dickinson County

Showing deals for: 4 Oct - 7 Oct

Large 3 Level Cabin located on 2 acres across the road from East Lake Okoboji

Sleeps 14 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 cabin

NZ$767 per night

includes taxes & fees

Enjoy Boji Blue Lagoon with West Lake Okoboji views, close to beach & boat ramp!

Sleeps 14 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$574 per night

includes taxes & fees

This Okoboji lake house has an amazing view of East Lake Okoboji.

Sleeps 12 · 4 bedrooms · 2+ bathrooms

for 3 nights, 1 home

NZ$1,467 per night

includes taxes & fees

Lake view home on 1.3 acres, lake access 1 block away. Camper parking available.

Sleeps 10 · 3 bedrooms · 1 bathroom

for 3 nights, 1 home

NZ$751 per night

includes taxes & fees

Cozy Lakeside Retreat with Beach Access, Scenic Views & Endless Amenities

Sleeps 16 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$748 per night

includes taxes & fees

Sandy Feet Retreat Lakefront on Big Spirit Lake

Sleeps 16 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$768 per night

includes taxes & fees

Book a holiday rental for your Dickinson County getaway

Learn about the unique charm of Dickinson County with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Dickinson County

Are you hoping to discover top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Dickinson County a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

Brooks Golf Club (2.7 mi / 4.3 km)
'Boji Splash Indoor Waterpark Okoboji (3.5 mi / 5.6 km)
Emerald Hills Golf Course (4.9 mi / 7.8 km)
Little Swan Lake Winery (7.7 mi / 12.4 km)
Round Lake Vineyards & Winery (19.5 mi / 31.4 km)
Goodies Handmade Candies (1.3 mi / 2.2 km)

Exploring the natural landscape of Dickinson County

Whether you're an adventurous traveller or just want to appreciate the scenery, Dickinson County is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

East Okoboji Lake (3 mi / 4.8 km)
Pike's Point Beach (3.1 mi / 5.1 km)
West Okoboji Lake (3.9 mi / 6.3 km)
Arnolds Park (4.2 mi / 6.7 km)
Sandbar Beach (5 mi / 8.1 km)
Little Spirit Lake (5.8 mi / 9.4 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Dickinson County?

Cabins are the most popular kind of holiday home in Dickinson County, according to our data. Even if you have something bigger or smaller in mind, Bookabach has properties in many sizes and shapes. Look through our options to find your perfect pad.

How much does it cost to rent a holiday home in Dickinson County?

A range of things can determine what you'll pay for your holiday home in Dickinson County, such as the time of year, property type and length of stay. But, all our holiday homes have something in common --- exceptional value. Simply enter your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Dickinson County?

When you travel and the size and style of the property will help determine the cost of your beachside escape. Type in your Dickinson County travel dates to view your options on Bookabach. Can't live without a private pool? Use the filters to choose the amenities and features you want in your holiday home.

What are popular home amenities in Dickinson County?

When it comes to home amenities that people are on the lookout for in Dickinson County, a microwave oven, a stovetop and a fridge are the most popular. With Bookabach holiday homes, you'll have options to fit your taste and style, whether you're going on a holiday with your partner, family members or even pets.

Are there large group holiday homes in Dickinson County?

There are 123 holiday homes in Dickinson County that can accommodate 10 or more people. Whether you're planning a trip with the family or an event like a party, there's ample room to get your favourite people together under the same roof.

What are the top attractions for families in Dickinson County?

There's a ton of wonderful things to see and do with the family in Dickinson County, such as:

Gull Point State Park
Emerson Bay State Recreation Area
Emerald Hills Golf Course

Can I find two-bedroom holiday homes in Dickinson County?

You can select from 43 two-bedroom properties in Dickinson County. Give your little ones the second room or maybe fill it with a couple of your nearest and dearest friends. There's a spot for whoever's fortunate enough to be coming along.

Are there holiday homes with WiFi in Dickinson County?

Dickinson County has 99 holiday homes with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Bookabach homes will keep you online.

How old do you have to be to rent a holiday home in Dickinson County?

We advise checking with the Dickinson County holiday home you'd like on Bookabach as the minimum age differs. However, typically it's 16, 18 or 21.

How long can I rent a holiday home in Dickinson County for?

The length of time you can rent a holiday home in Dickinson County is up to the property. Simply enter your preferred dates to see a list of options offering extended stays. With plenty of amenities like air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you're sure to discover somewhere just right to call your home away from home in Dickinson County.