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

Dickinson County Vacation Rentals

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Our top choices for Dickinson County vacation rentals

Smart TV, offices

Quick 5-min drive to West Lake from Milford

Quick 5-min drive to West Lake from Milford
Milford
9.8 out of 10, Exceptional, (98 reviews)
"Great little spot very cozy and would love to back in the future"
United States
Miguel
The price is CA $223
CA $349 total
includes taxes & fees
Aug 10 - Aug 11
Quick 5-min drive to West Lake from Milford
Interior

2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.

2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Arnolds Park
10.0 out of 10, Exceptional, (22 reviews)
"I loved my stay at stay suites. Very clean, everything that was promised was there. No complaints. Will stay there again this summer if the availability is there."
United States
Chris
The price is CA $217
CA $375 total
includes taxes & fees
Jul 23 - Jul 24
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Beach

Cute little cottage in the best location.

Cute little cottage in the best location.
Arnolds Park
9.6 out of 10, Exceptional, (8 reviews)
"Great place to stay for our vacation."
United States
Lynn F.
The price is CA $241
CA $408 total
includes taxes & fees
Aug 12 - Aug 13
Cute little cottage in the best location.
Indoor pool, outdoor pool

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

Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
Arnolds Park
10.0 out of 10, Exceptional, (151 reviews)
"It was a great place for my family to stay for a weekend we were in town for a wedding!"
United States
Andrea J.
The price is CA $191
CA $676 total
includes taxes & fees
Aug 16 - Aug 17
Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
Beach

Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.

Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
Arnolds Park
10.0 out of 10, Exceptional, (31 reviews)
"Nice place for family time"
United States
Cheryl Groen G.
The price is CA $261
CA $495 total
includes taxes & fees
Aug 2 - Aug 3
Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
Coffee/tea maker, fridge, microwave, oven

Charming remodeled 4-Bedroom home with fire pit

Charming remodeled 4-Bedroom home with fire pit
Spirit Lake
10.0 out of 10, Exceptional, (19 reviews)
"Perfect size and location for a family ice fishing trip. Cozy and comfortable, all the amenities you would need, and close to lots of dining options. "
United States
Clint C.
The price is CA $330
CA $592 total
includes taxes & fees
Aug 2 - Aug 3
Charming remodeled 4-Bedroom home with fire pit
Interior

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.
Arnolds Park
9.6 out of 10, Exceptional, (25 reviews)
"Very good location, clean, great amenities."
United States
Jill H.
The price is CA $334
CA $526 total
includes taxes & fees
Aug 2 - Aug 3
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.
Interior

Poolside Retreat at Bridges Bay

Poolside Retreat at Bridges Bay
Arnolds Park
10.0 out of 10, Exceptional, (3 reviews)
"Very nice house. Everything was clean and well stocked. "
United States
Bill A.
The price is CA $251
CA $697 total
includes taxes & fees
Aug 16 - Aug 17
Poolside Retreat at Bridges Bay
Children's area

Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs

Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs
Arnolds Park
10.0 out of 10, Exceptional, (25 reviews)
"Great location host and price. Place had everything we needed "
United States
Eric L.
The price is CA $246
CA $441 total
includes taxes & fees
Jul 23 - Jul 24
Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs
Interior

West Lake Okoboji Cub Cottage

West Lake Okoboji Cub Cottage
Arnolds Park
10.0 out of 10, Exceptional, (7 reviews)
"Our stay was perfect! The cottage was super clean & perfect for a weekend getaway. Location was walkable to Broadway bars and restaurants."
United States
Kyle S.
The price is CA $316
CA $671 total
includes taxes & fees
Jul 26 - Jul 27
West Lake Okoboji Cub Cottage
Beach

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.
Arnolds Park
9.2 out of 10, Wonderful, (22 reviews)
"Great location. Host was accommodating and helpful. "
United States
Christine R.
The price is CA $246
CA $414 total
includes taxes & fees
Aug 3 - Aug 4
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
Dining

Suite for 9 Guests in Arnolds Park

Suite for 9 Guests in Arnolds Park
Arnolds Park
10.0 out of 10, Exceptional, (12 reviews)
"Always clean, wonderful place to stay while in Okoboji! Will continue to be repeat guests."
United States
Bethany R.
The price is CA $290
CA $695 total
includes taxes & fees
Aug 2 - Aug 3
Suite for 9 Guests in Arnolds Park
Pool

Bridges Bay Boji Lake-View Condo For Rent!!

Bridges Bay Boji Lake-View Condo For Rent!!
Arnolds Park
9.8 out of 10, Exceptional, (135 reviews)
"clean room ; family friendly"
United States
Angelia
The price is CA $491
CA $925 total
includes taxes & fees
Jul 28 - Jul 29
Bridges Bay Boji Lake-View Condo For Rent!!
Marina

Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (21 reviews)
"Great location. Very nice place to stay. "
United States
Lewis S.
The price is CA $414
CA $862 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Condo by Boardwalk, Restaurants, Golf
Indoor pool, outdoor pool

Luxurious Lakefront BB Corner Condo. Panoramic lake views & 6 waterpark passes.

Luxurious Lakefront BB Corner Condo. Panoramic lake views & 6 waterpark passes.
Arnolds Park
10.0 out of 10, Exceptional, (95 reviews)
"It was a beautiful place with a beautiful view. Highly recommend "
United States
Angela H.
The price is CA $533
CA $996 total
includes taxes & fees
Jul 29 - Jul 30
Luxurious Lakefront BB Corner Condo. Panoramic lake views & 6 waterpark passes.
Interior

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!
Arnolds Park
10.0 out of 10, Exceptional, (12 reviews)
"The location is amazing!! Everything was perfect at the location, we couldn’t have asked for anything else!"
United States
Erin E.
The price is CA $436
CA $1,007 total
includes taxes & fees
Jul 21 - Jul 22
Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
Indoor pool

The Hook Wine and Sinker House at Bridges Bay Resort

The Hook Wine and Sinker House at Bridges Bay Resort
Arnolds Park
9.8 out of 10, Exceptional, (13 reviews)
"Great house & great location! We really enjoyed our stay & will be back next year."
United States
Angie S.
The price is CA $409
CA $934 total
includes taxes & fees
Aug 2 - Aug 3
The Hook Wine and Sinker House at Bridges Bay Resort
Pool

The Laughing Seagull Cabin at Bridges Bay Resort

The Laughing Seagull Cabin at Bridges Bay Resort
Arnolds Park
8.6 out of 10, Excellent, (7 reviews)
"Very good place. Very open for room space. Great location."
United States
Bridget G.
The price is CA $439
CA $1,019 total
includes taxes & fees
Jul 22 - Jul 23
The Laughing Seagull Cabin at Bridges Bay Resort
Interior

4-bedroom house in peaceful Spirit Lake with WiFi, AC, SPACIOUS

4-bedroom house in peaceful Spirit Lake with WiFi, AC, SPACIOUS
Spirit Lake
9.0 out of 10, Wonderful, (4 reviews)
"The house was spotless and spacious. Nice location to everything. Worked perfectly for our event."
United States
Shannon B.
The price is CA $354
CA $792 total
includes taxes & fees
Jul 21 - Jul 22
4-bedroom house in peaceful Spirit Lake with WiFi, AC, SPACIOUS
Property grounds

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

Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Arnolds Park
10.0 out of 10, Exceptional, (111 reviews)
"Great place to stay! Host was very responsive and answered all questions quickly. "
United States
Kristi M.
The price is CA $533
CA $996 total
includes taxes & fees
Jul 26 - Jul 27
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dickinson County Hotel Reviews

Vintage Block Inn & Suites

Vintage Block Inn & Suites

10/10 Excellent
"We usually stay here when we take trips to Okoboji and we always forget how nice the place is. Staff is friendly and helpful, rooms are very clean and the outdoor area is maintained well. Never have any complaints when we stay here! If you need a place to stay in Okoboji, I would recommend Vintage Block every time!"
Kelly 1-night trip
Posted 2 hours ago
Vintage Block Inn & Suites

Find out more about Dickinson County

Everything you need to know about Dickinson County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dickinson County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dickinson County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dickinson County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dickinson County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dickinson County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dickinson County vacation rentals we have selected for you start as low as CA $349 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dickinson County rentals

At Expedia, we put the best Dickinson County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dickinson County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dickinson County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dickinson County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.