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, (87 reviews)
"Great place, great price, was quiet and good location "
United States
Ninja J.
The price is CA $70
CA $164 total
includes taxes & fees
Apr 5 - Apr 6
Quick 5-min drive to West Lake from Milford
Beach

Cute little cottage in the best location.

Cute little cottage in the best location.
Arnolds Park
9.4 out of 10, Exceptional, (6 reviews)
"Great place to stay for our vacation."
United States
Lynn F.
The price is CA $94
CA $222 total
includes taxes & fees
Apr 19 - Apr 20
Cute little cottage in the best location.
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, (24 reviews)
"Clean, quiet and perfect location "
United States
Steven E.
The price is CA $93
CA $244 total
includes taxes & fees
Apr 15 - Apr 16
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
Marina

Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (19 reviews)
"Great location. Very nice place to stay. "
United States
Lewis S.
The price is CA $187
CA $563 total
includes taxes & fees
Apr 7 - Apr 8
Cozy Condo by Boardwalk, Restaurants, Golf
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 $87
CA $214 total
includes taxes & fees
Apr 9 - Apr 10
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
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, (128 reviews)
"My family was there to celebrate Christmas. We don't see each other often, so it was very relaxing."
United States
DIANE D.
The price is CA $243
CA $601 total
includes taxes & fees
Apr 24 - Apr 25
Bridges Bay Boji Lake-View Condo For Rent!!
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, (16 reviews)
"It was very quite & clean! Perfect for our 2 night stay. "
United States
Michelle
The price is CA $87
CA $214 total
includes taxes & fees
Apr 5 - Apr 6
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Children's area

New!! 4 Bedroom Unit sleeps 14

New!! 4 Bedroom Unit sleeps 14
Arnolds Park
10.0 out of 10, Exceptional, (21 reviews)
"Super cute and clean, great spot to hang out for weekend."
United States
Madeline H.
The price is CA $143
CA $463 total
includes taxes & fees
Apr 6 - Apr 7
New!! 4 Bedroom Unit sleeps 14
Beach

Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!

Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
Arnolds Park
10.0 out of 10, Exceptional, (28 reviews)
"Great place good showers and beds!"
United States
Luke E.
The price is CA $230
CA $648 total
includes taxes & fees
Apr 5 - Apr 6
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
Pool

The Laughing Seagull Cabin at Bridges Bay Resort

The Laughing Seagull Cabin at Bridges Bay Resort
Arnolds Park
8.0 out of 10, Very good, (5 reviews)
"Very good place. Very open for room space. Great location."
United States
Bridget G.
The price is CA $245
CA $767 total
includes taxes & fees
Apr 19 - Apr 20
The Laughing Seagull Cabin at Bridges Bay Resort
Exterior

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!
Arnolds Park
10.0 out of 10, Exceptional, (121 reviews)
"They were very accommodating and worked with our group for a great stay. The facility was clean and everything worked as planned."
United States
Ryan E.
The price is CA $324
CA $995 total
includes taxes & fees
Apr 5 - Apr 6
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
Indoor pool, outdoor pool

Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.

Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.
Arnolds Park
10.0 out of 10, Exceptional, (139 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 $124
CA $591 total
includes taxes & fees
Apr 5 - Apr 6
Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.
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, (22 reviews)
"Accommodations were perfect and Sherri is the best!"
United States
Brian W.
The price is CA $93
CA $221 total
includes taxes & fees
Apr 15 - Apr 16
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.
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, (12 reviews)
"Great house & great location! We really enjoyed our stay & will be back next year."
United States
Angie S.
The price is CA $230
CA $685 total
includes taxes & fees
Apr 20 - Apr 21
The Hook Wine and Sinker House at Bridges Bay Resort
Property grounds

Arnolds Park Iowa Street Funhouse at the Lake

Arnolds Park Iowa Street Funhouse at the Lake
Arnolds Park
8.4 out of 10, Very good, (5 reviews)
"Overall great place to stay!"
United States
Dawn K.
The price is CA $274
CA $858 total
includes taxes & fees
Apr 19 - Apr 20
Arnolds Park Iowa Street Funhouse at the Lake
TV

West Lake Okoboji Scout Cottage

West Lake Okoboji Scout Cottage
Arnolds Park
9.6 out of 10, Exceptional, (10 reviews)
"Nice clean cottage style. perfect for a couples stay. location is perfect for walking distance to many attractions including arnold's park and much more!"
United States
Stephanie K.
The price is CA $348
CA $709 total
includes taxes & fees
Apr 23 - Apr 24
West Lake Okoboji Scout Cottage
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, (26 reviews)
"Nice place for family time"
United States
Cheryl Groen G.
The price is CA $94
CA $277 total
includes taxes & fees
Apr 4 - Apr 5
Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
Pool

Lattitude Adjustment at the Bayside in Bridges Bay Resort

Lattitude Adjustment at the Bayside in Bridges Bay Resort
Arnolds Park
9.6 out of 10, Exceptional, (25 reviews)
" Vrbo was a great location and spot for our girls weekend. The accommodations were very clean and exactly as described on the website. "
United States
Melissa K.
The price is CA $288
CA $878 total
includes taxes & fees
Apr 19 - Apr 20
Lattitude Adjustment at the Bayside in Bridges Bay Resort
Property grounds

Grassy Knoll Retreat on the Big Spirit Lake

Grassy Knoll Retreat on the Big Spirit Lake
Spirit Lake
10.0 out of 10, Exceptional, (11 reviews)
"Very kid friendly! "
United States
Alexandra T.
The price is CA $486
CA $1,177 total
includes taxes & fees
Apr 21 - Apr 22
Grassy Knoll Retreat on the Big Spirit Lake
Outdoor dining

Artsy Tartsy Bunk House off West Lake Okoboji

Artsy Tartsy Bunk House off West Lake Okoboji
Arnolds Park
7.4 out of 10, Good, (9 reviews)
"Walking distance to many local attractions."
United States
Tracy F.
The price is CA $174
CA $436 total
includes taxes & fees
Apr 5 - Apr 6
Artsy Tartsy Bunk House off West Lake Okoboji
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

Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

10/10 Excellent
"Stayed in the jetted tub suite the tub was big and awesome also sitting room with TV was separate from bedroom awesome"
janelle 1-night trip
Posted 1 day ago
Lake Okoboji Resort & Conference Center

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 $563 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.