Vacation Rentals with Pool in Dickinson County, IA: Compare 10+ Sites & Save

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  5.  Dickinson County

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181 Best Vacation Rentals with Pool in Dickinson County (Starting from $115)

Bridges Bay Vacation Cabin 152
Bridges Bay Vacation Cabin 152
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms12 Guests
8.7

Fabulous

3 reviews

$574
Average price / night
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The Big House at Pick’s Resort is the perfect stay for your family or group
The Big House at Pick’s Resort is the perfect stay for your family or group
Resort
Arnolds Park, IA, 51331, United States
1.6k from Dickinson County center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms12 Guests
New to Booking
$422
Average price / night
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The Retreats at Stone Fountain
The Retreats at Stone Fountain
Apartment
Arnolds Park, IA, USA
2.2k from Dickinson County center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

1 Bedroom10 Guests
8.0

Good

1 reviews

$424
Average price / night
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Prime Location! Beautiful and spacious 3-bedroom townhome in the heart of Boji!
Prime Location! Beautiful and spacious 3-bedroom townhome in the heart of Boji!
House
Arnolds Park, IA, 51331, United States
1.7k from Dickinson County center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

10.0

Exceptional

1 reviews

$422
Average price / night
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Bridges Bay Vacation Cabin 185
Bridges Bay Vacation Cabin 185
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Private Pool, Accessibility, Internet, Pool, Air Conditioner, Fireplace/Heating, Barbecue/Outdoor Cooking

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$781
Average price / night
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NashLo Boji Retreat
NashLo Boji Retreat
House
Arnolds Park, IA, 51331, United States
1.9k from Dickinson County center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave

3 Bedrooms7 Guests
New to Booking
$556
Average price / night
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84 Rohr 7B
84 Rohr 7B
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$115
Average price / night
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Cass Bay Retreat at Stone Fountain with Pool
Cass Bay Retreat at Stone Fountain with Pool
Condo
Arnolds Park, IA, 51331, United States
1.9k from Dickinson County center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
9.2

Superb

7 reviews

$416
Average price / night
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Bridges Bay Resort Coronado building 200
Bridges Bay Resort Coronado building 200
Apartment
Arnolds Park, IA, USA
2.2k from Dickinson County center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

1 Bedroom8 Guests
New to Booking
$455
Average price / night
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Luxury Townhome Across from Arnolds Park Walk to the Lake, Concerts, Restaurants
Luxury Townhome Across from Arnolds Park Walk to the Lake, Concerts, Restaurants
House
Arnolds Park, IA, 51331, United States
2.0k from Dickinson County center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Heater, Hot Tub, Internet

3 Bedrooms10 Guests
New to Booking
$390
Average price / night
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Bridges Bay Resort Brooklyn Building 308
Bridges Bay Resort Brooklyn Building 308
Apartment
Arnolds Park, IA, USA
2.2k from Dickinson County center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

1 Bedroom8 Guests
8.0

Good

1 reviews

$341
Average price / night
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Heart of Arnolds Park - Walk Everywhere! Adventure awaits at Arnolds Park.
Heart of Arnolds Park - Walk Everywhere! Adventure awaits at Arnolds Park.
Condo
Arnolds Park, IA, 51331, United States
2.0k from Dickinson County center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

20 reviews

$229
Average price / night
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Stillwater 113
Stillwater 113
Apartment
Arnolds Park, IA, USA
2.2k from Dickinson County center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

5 Bedrooms10 Guests
New to Booking
$356
Average price / night
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New Modern Townhome in the Heart of Arnolds Park and Downtown Boji!
New Modern Townhome in the Heart of Arnolds Park and Downtown Boji!
House
Arnolds Park, IA, 51331, United States
2.0k from Dickinson County center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$472
Average price / night
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Bridges Bay Vacation Cabin 69
Bridges Bay Vacation Cabin 69
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom8 Guests
1.0

Review score

1 reviews

$431
Average price / night
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Okoboji New 3 Bed. Cabin at Bridges Bay Resort- Includes 6 passes to Waterpark!
Okoboji New 3 Bed. Cabin at Bridges Bay Resort- Includes 6 passes to Waterpark!
Cabin
Arnolds Park, IA, 51331, United States
2.2k from Dickinson County center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Kitchen, Laundry

3 Bedrooms10 Guests
9.8

Exceptional

68 reviews

$497
Average price / night
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Bridges Bay Vacation Cabin 279
Bridges Bay Vacation Cabin 279
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom14 Guests
New to Booking
$654
Average price / night
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Bridges Bay Cabin and a Boat Hoist Available!
Bridges Bay Cabin and a Boat Hoist Available!
Cabin
Arnolds Park, IA, 51331, United States
2.3k from Dickinson County center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms16 Guests
9.8

Exceptional

81 reviews

$427
Average price / night
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Bridges Bay Vacation Cabin 126
Bridges Bay Vacation Cabin 126
Villa
Arnolds Park, IA, USA
2.2k from Dickinson County center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom11 Guests
10.0

Exceptional

1 reviews

$485
Average price / night
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Upscale 4 Bedroom/3 Bath Lakefront Condo @ Bridges Bay Resort with Amazing View
Upscale 4 Bedroom/3 Bath Lakefront Condo @ Bridges Bay Resort with Amazing View
Condo
Arnolds Park, IA, 51331, United States
2.4k from Dickinson County center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
9.8

Exceptional

78 reviews

$310
Average price / night
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Cozy lakefront retreat, first level condo lakeside overlooking East Lake Okoboji
Cozy lakefront retreat, first level condo lakeside overlooking East Lake Okoboji
Condo
Arnolds Park, IA, 51331, United States
2.5k from Dickinson County center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$552
Average price / night
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Bridges Bay Cabin #249
Bridges Bay Cabin #249
Cabin
Arnolds Park, IA, 51331, United States
2.5k from Dickinson County center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms12 Guests
9.8

Exceptional

39 reviews

$483
Average price / night
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Direct Lakeside View, 5 bed, 2.5 bath Condo at Bridges Bay
Direct Lakeside View, 5 bed, 2.5 bath Condo at Bridges Bay
Condo
Arnolds Park, IA, 51331, United States
2.5k from Dickinson County center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

71 reviews

$704
Average price / night
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Spacioius Bridges Bay Cabin 3BR/2BA+loft for separate kids space - Sleeps 14
Spacioius Bridges Bay Cabin 3BR/2BA+loft for separate kids space - Sleeps 14
Cabin
Arnolds Park, IA, 51331, United States
2.6k from Dickinson County center

AC, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms14 Guests
9.6

Exceptional

44 reviews

$331
Average price / night
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Beautiful Newly built Bayside Lake Front Condo!
Beautiful Newly built Bayside Lake Front Condo!
Condo
Arnolds Park, IA, 51331, United States
2.6k from Dickinson County center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms10 Guests
10.0

Exceptional

36 reviews

$347
Average price / night
Check Availability
Spacious 4 Bedroom\nLakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
Spacious 4 Bedroom\nLakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
Condo
Arnolds Park, IA, 51331, United States
2.8k from Dickinson County center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Fitness Equipment, Free Parking

4 Bedrooms12 Guests
10.0

Exceptional

30 reviews

$403
Average price / night
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Bayside Vacation Condo Rental 4 bedrooms!!
Bayside Vacation Condo Rental 4 bedrooms!!
Condo
Arnolds Park, IA, 51331, United States
2.8k from Dickinson County center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$690
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Dickinson County.

Stay Near Dickinson County's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Dickinson County Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 181 verified vacation rentals with a pool in Dickinson County. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Dickinson County vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $115 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Dickinson County offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Dickinson County welcome pets. Currently, 6 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Dickinson County often include additional outdoor features such as Pool, Fireplace/Heating, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Dickinson County offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.