The Higgin's Museum building with a red brick facade, white columns, and an American flag.

Photo by Erik Rowley

Dickinson County holiday rentals

We found 438 holiday rentals — enter your dates for availability

Select from 209 houses, 91 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 Stayz

A large lake with clear water, surrounded by greenery and a few buildings.

Okoboji

Arnolds Park

A girl standing in front of a store with a sign that reads "The Funhouse."

Spirit Lake

A sunset over a calm body of water with silhouettes of trees and a distant shoreline.

West Okoboji

Milford

A stone bench overlooking a calm body of water during sunset.

Wahpeton

Holiday rentals with weekly discounts – Dickinson County

Showing deals for:13 Nov - 20 Nov

Fill this house with friends and family for memories of a lifetime at the lakes!

6 free daily passes to indoor/outdoor water park with lazy river and swim up bar

Wide open floor plan great for entertaining large groups!

Exceptional

(143 reviews)

Huge, Clean, Beautiful New House at Bridges Bay Okoboji Resort! TONS of space!

Arnolds Park

7% off

AU$4,284

for 7 nights, 1 cabin

AU$612 per night

includes taxes & fees

Exceptional

(6 reviews)

Charming 2-bedroom guest country farmhouse with WiFi, AC in rural Milford.

Milford

8% off

AU$2,425

for 7 nights, 1 home

AU$346 per night

includes taxes & fees

Exceptional

(30 reviews)

Beautiful Okoboji Lake Cabin at Bridges Bay Resort

Arnolds Park

8% off

AU$5,326

for 7 nights, 1 cabin

AU$761 per night

includes taxes & fees

Comfortable patio furniture and fire table

One of the best places to see the sunset in Okoboji!

Beautiful views from the deck & family room continue after the sun sets

Exceptional

(115 reviews)

Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes

Arnolds Park

7% off

AU$2,761

for 7 nights, 1 apartment

AU$394 per night

includes taxes & fees

Exceptional

(136 reviews)

Year Round Okoboji Vacation Rental at Bridges Bay Resort!

Arnolds Park

8% off

AU$3,251

for 7 nights, 1 cabin

AU$464 per night

includes taxes & fees

Exceptional

(24 reviews)

Lakeside Feel, Cozy Pondside Cabin at Bridges Bay Resort!

Arnolds Park

8% off

AU$4,653

for 7 nights, 1 cabin

AU$665 per night

includes taxes & fees

Comfortable leather sectional seating w/ lake views, plus two side chairs

Top floor covered deck w/ expansive lake views, fire table, plush seating for 12

"Wine" down after a fun day on the lake!

Exceptional

(64 reviews)

Penthouse Perfection-Spacious 4 Bedroom-Panoramic Views & Waterpark Passes at BB

Arnolds Park

8% off

AU$3,401

for 7 nights, 1 apartment

AU$486 per night

includes taxes & fees

Exceptional

(40 reviews)

Okoboji Bridges Bay Retreat with Everything you need-Pools and Waterpark Passes

Arnolds Park

7% off

AU$3,082

for 7 nights, 1 cabin

AU$440 per night

includes taxes & fees

Exceptional

(6 reviews)

Bridges Bay cabin with backyard pool!

Arnolds Park

8% off

AU$3,605

for 7 nights, 1 cabin

AU$515 per night

includes taxes & fees

The Queen - Two Blocks walk from the Park House!

Exceptional

(38 reviews)

Walking distance to historic Arnold’s Park and West Lake Okoboji

Arnolds Park

8% off

AU$4,755

for 7 nights, 1 home

AU$679 per night

includes taxes & fees

Exceptional

(32 reviews)

Beautiful Modern Cabin at Bridges Bay!

Arnolds Park

8% off

AU$2,500

for 7 nights, 1 cabin

AU$357 per night

includes taxes & fees

Very good

(17 reviews)

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

Spirit Lake

8% off

AU$3,650

for 7 nights, 1 home

AU$521 per night

includes taxes & fees

Exceptional

(28 reviews)

Arnolds Park Cabin with kayaks, bikes, and golf cart

Arnolds Park

8% off

AU$2,456

for 7 nights, 1 cabin

AU$351 per night

includes taxes & fees

Exceptional

(78 reviews)

BPO Boathouse. 4 bed/2 bath completely updated home in the heart of AP/Okoboji!

Arnolds Park

7% off

AU$3,158

for 7 nights, 1 home

AU$451 per night

includes taxes & fees

Boji Splash Indoor Waterpark - free entry for up to 6 guests/day

The Waterfront - Waters Edge Grille | Blue Water Flatbread Pizza | Event Center

Exceptional

(110 reviews)

Cozy Okoboji Vacation Home At Bridges Bay Resort - backs to pool! #118

Arnolds Park

7% off

AU$2,480

for 7 nights, 1 home

AU$354 per night

includes taxes & fees

Updated kitchen w/ stainless steel appliances & counter seating

Exceptional

(23 reviews)

Charming remodeled 4-Bedroom home with fire pit

Spirit Lake

8% off

AU$3,178

for 7 nights, 1 home

AU$454 per night

includes taxes & fees

Exceptional

(100 reviews)

Newly updated(2021)Vacation Home @ Bridges Bay Resort located on the pond

Arnolds Park

8% off

AU$4,111

for 7 nights, 1 home

AU$587 per night

includes taxes & fees

Exceptional

(11 reviews)

Premier Location! Lake View!

Arnolds Park

7% off

AU$3,691

for 7 nights, 1 home

AU$527 per night

includes taxes & fees

Exceptional

(25 reviews)

Casa Lago & 6-seat UTV with 4-Beds & Okoboji Lake Views steps from Bridges Bay!

Arnolds Park

8% off

AU$3,767

for 7 nights, 1 home

AU$538 per night

includes taxes & fees

Exceptional

(80 reviews)

Direct Lakeside View, 3 Bed, 2 Bath Condo at Bridges Bay

Arnolds Park

8% off

AU$3,119

for 7 nights, 1 apartment

AU$446 per night

includes taxes & fees

Exceptional

(6 reviews)

Prime Location! Beautiful and spacious 3-bedroom townhome in the heart of Boji!

Arnolds Park

8% off

AU$4,782

for 7 nights, 1 home

AU$683 per night

includes taxes & fees

Beautiful Okoboji Sunset from private upper deck.

Awesome indoor and outdoor waterpark woth swim up bar.

Exceptional

(147 reviews)

Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat

Arnolds Park

7% off

AU$2,074

for 7 nights, 1 home

AU$296 per night

includes taxes & fees

Exceptional

(155 reviews)

Great views! Third floor end unit - Indoor parking!

Arnolds Park

7% off

AU$2,677

for 7 nights, 1 apartment

AU$382 per night

includes taxes & fees

Outdoor waterpark - 6 daily passes included w/ your stay. Over $150 value!

Enjoy the lake views and sunsets from the expansive, wrap-around, covered deck

Expansive covered deck w/ panoramic views, plush seating, fire table, & dining

Enjoy incredible lake and sunset views while dining on the expansive deck

Exceptional

(33 reviews)

Spacious & Luxurious Lakefront Bridge Bay Corner Condo. 6 daily waterpark passes

Arnolds Park

7% off

AU$2,487

for 7 nights, 1 apartment

AU$355 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Find the best place to stay - Dickinson County

Premier Host

Cozy lakefront cabin - on both Big and Little Spirit Lake

Sleeps 4 · 1 bedroom

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

Sleeps 14 · 4 bedrooms · 2 bathrooms

Premier Host

Cozy Waterfront Cabin on Big Spirit Lake

Sleeps 4 · 1 bedroom · 1 bathroom

Premier Host

Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes

Sleeps 12 · 4 bedrooms · 2 bathrooms

Premier Host

Morehead Retreat on 75 ft of East Lake Okoboji

Sleeps 23 · 7 bedrooms · 4 bathrooms

Premier Host

Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten

Sleeps 10 · 3 bedrooms · 2 bathrooms

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:

Goodies Handmade Candies (1.3 mi / 2.2 km)
Brooks Golf Club (2.7 mi / 4.3 km)
'Boji Splash Indoor Waterpark Okoboji (3.5 mi / 5.6 km)
Arnolds Park Amusement Park (4.3 mi / 7 km)
Emerald Hills Golf Course (4.9 mi / 7.8 km)
Round Lake Vineyards & Winery (19.5 mi / 31.4 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)
Spirit Lake (3.8 mi / 6.1 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, Stayz 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 Stayz. 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 Stayz 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 Stayz 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 Stayz 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.

More holiday ideas

Holiday homes