Discover Your Perfect Dickinson County Vacation Homes

Dickinson County Luxury Rentals

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Find More Dickinson County Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Dickinson County Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Dickinson County

When should you plan your Vacation Rentals stay?

To make the most of your getaway, consider visiting during the optimal seasons when the weather and local events enhance your experience in this destination, ensuring you choose the perfect time to enjoy all that here has to offer.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, this destination experiences warm weather and long daylight hours, making it ideal for outdoor activities and exploring the scenic surroundings.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: around 60°F to 65°F
autumn
Fall (September to November)

The fall season offers a colorful landscape and pleasant temperatures, perfect for enjoying the area's natural beauty and outdoor pursuits before winter sets in.

Average Temperature Daytime: around 70°F to 75°F - Nighttime: around 45°F to 50°F

Off-Season Highlights

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Winter (December to February)

Visit during the winter months to experience quieter surroundings and the peaceful charm of the region, though be prepared for colder temperatures and potential snow.

Average Temperature Daytime: around 20°F to 30°F - Nighttime: around 5°F to 15°F
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Spring (March to May)

Spring brings milder weather and blooming flora, offering a tranquil escape with fewer visitors and a chance to enjoy the natural scenery as it awakens.

Average Temperature Daytime: around 50°F to 60°F - Nighttime: around 30°F to 40°F

Weekly Weather Forecast for Dickinson County

How to Book Your Dickinson County Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Dickinson County

More Top-Rated Vacation Rentals in Dickinson County Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy spacious outdoor seating areas perfect for relaxing and socializing amidst the natural beauty of the region.
  • Take advantage of private decks or patios that offer scenic views of the surrounding landscape.
  • Make use of outdoor grills to prepare delicious meals while enjoying the fresh air during your stay.
  • Access well-maintained fire pits for cozy evenings and marshmallow roasting under the stars.
  • Benefit from nearby walking trails or pathways that allow you to explore the area's picturesque scenery.
  • Partake in water activities if the rental is near lakes or ponds, such as kayaking, canoeing, or fishing.
  • Utilize outdoor recreation spaces like yards for family games or picnics in the open air.

Top Attractions Around Dickinson County

What attractions are nearby?

In this area, you can enjoy a variety of outdoor activities such as boating, fishing, and exploring scenic trails near your vacation rental in Dickinson County, Iowa.

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Family Activities

  • Agnes Erbe Museum & Heritage Center: Discover local history and culture through engaging exhibits that offer a fun and educational experience for the entire family.
  • West Okoboji Lake: Spend a relaxing day by the water enjoying swimming, boating, or picnicking in this scenic area popular with visitors staying in Dickinson County's vacation rentals.
  • Dickinson County Nature Center: Explore walking trails and wildlife exhibits designed to provide an interactive outdoor adventure near your rental in this charming region.
  • Arnolds Park Amusement Park: Have a joyful day riding classic amusement park rides and playing games at this family-friendly attraction nestled close to your Dickinson County accommodations.
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Adult Activities

  • Boating and Fishing on the Area's Lakes: Enjoy a day out on the water by renting a boat or casting your line in the region’s renowned lakes, perfect for relaxing and angling enthusiasts alike.
  • Exploring Local Nature Trails: Discover scenic hiking and biking trails that wind through the area's natural beauty, offering opportunities for outdoor adventure and wildlife viewing.
  • Visiting Cultural and Historical Sites: Immerse yourself in local heritage by exploring museums and historical landmarks that highlight the region’s unique past and cultural significance.
  • Participating in Community Events and Festivals: Experience the vibrant local scene through seasonal festivals and community gatherings that showcase the area's traditions and hospitality.

Other Places to Stay in Dickinson County, IA

Lakeville
Lakeville Vacation Rentals
Iowa Great Lakes
Iowa Great Lakes Vacation Rentals
Center Grove
Center Grove Vacation Rentals
Wahpeton
Wahpeton Vacation Rentals
West Okoboji Lake
West Okoboji Lake Vacation Rentals
Spirit Lake
Spirit Lake Vacation Rentals
Arnolds Park
Arnolds Park Vacation Rentals
East Okoboji Lake
East Okoboji Lake Vacation Rentals
Orleans
Orleans Vacation Rentals
West Okoboji
West Okoboji Vacation Rentals
Milford
Milford Vacation Rentals
Okoboji
Okoboji Vacation Rentals
More Places to Stay Near Dickinson County

Dickinson County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take advantage of the region's outdoor opportunities by researching popular activities early to maximize your time here.
  • Choose Central Accommodation: Stay in a well-located vacation rental to easily access the area's main attractions and enjoy seamless travel within this destination.
  • Explore Local Dining Options: Sample regional cuisine by visiting local eateries, which enhances your experience of the area's authentic flavors.
  • Respect Natural Resources: Be mindful of the environment by following park guidelines and participating in sustainable practices during your visit.

Transportation Options

  • Dickinson County Transit: This regional bus service offers convenient transportation options for exploring the region around your vacation rental.
  • Local Taxi Services: Reliable taxi providers are available to help you navigate this destination with ease and flexibility in getting around.
  • Rental Car Agencies: Several rental car companies operate in the area, providing the freedom to explore Dickinson County at your own pace.
  • Private Shuttle Services: Private shuttles are available for direct and comfortable transfers between key locations within the region.

Local Customs Options

  • Celebration of the Fourth of July: You’ll find the area’s patriotic spirit alive during Independence Day, with community events that highlight traditional American festivities.
  • Iowa Nice Hospitality: Expect warm and friendly interactions from locals who pride themselves on making visitors feel welcome throughout your stay here.
  • Seasonal Fish Fry Events: Participating in local fish fry gatherings offers a taste of regional cuisine and a chance to connect with the community during your visit.
  • Respect for Outdoor Etiquette: When exploring the region’s natural beauty, observe respectful outdoor practices that honor the area's ecological preservation efforts.

Frequently Asked Questions About Dickinson County?

1. What are the top vacation rentals in Dickinson County?

There are a lot of options in Dickinson County. If you plan on staying in the Dickinson County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dickinson County:

2. How many vacation rentals have private pools in Dickinson County?

There are 69 vacation rentals with private pools near Dickinson County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Dickinson County are best for families?

If you are looking for a family-friendly vacation home in Dickinson County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dickinson County:

4. How many Rentbyowner vacation rentals are available in Dickinson County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 617 in the Dickinson County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Dickinson County. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property listing. It’s recommended to review the cancellation terms carefully on each rental's page or contact the property owner directly to understand the options available.

6. How do I know if a vacation rental in Dickinson County is available for my travel dates?

Availability can be checked through the booking platform by entering your preferred travel dates. If you have any questions about the availability or need assistance, reaching out to the host can provide additional clarity.

7. Are there any specific house rules or restrictions I should be aware of when booking here?

Each vacation rental has its own set of house rules, which are typically listed on the property page. Be sure to review these details before confirming your reservation to ensure they fit your plans.

8. What amenities are generally included in vacation rentals in this region?

Amenities vary by property but often include essentials such as Wi-Fi, parking, and full kitchens. For detailed information, always check the listing description or contact the owner directly.

9. How do I proceed if I need to modify or cancel my reservation after booking?

Modification and cancellation procedures are outlined on the booking platform or in the confirmation email. If you encounter any issues, contacting the property owner or customer support will help facilitate your request.

Dickinson County Top Rated Vacation Rentals

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