
Holiday houses in Dickinson County
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Top-rated holiday rentals in Dickinson County
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Cozy Lake Front Cabin
Cozy 3 Bedroom Lake Front Cabin on East Lake - GREAT LOCATION Next to The Ritz - Private Dock The best of everything Okoboji has to offer in this lake front cabin nestled right next to the Ritz and within walking distance to all major attractions including Arnolds Park, The Farmers Market, Preservation Plaza, The Emporium, Mau Marina, The Okoboji Store, O'Farrell Sisters, Arnolds Park Public Beach, and more. Public Beach steps away, back yard with grill, fire pit, near boat ramps/ bike trails.
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Nautical Okoboji House
Walk to Barefoot Bar! Spacious 3BR/3BA Park the cars and leave the keys! Located directly across from the iconic Barefoot Bar, our "Nautical Okoboji House" puts you at the heart of the action. Why guests love it: Privacy for Groups: With 3 full bathrooms for 3 bedrooms, everyone has their own space to get ready for the lake without the wait. Prime Spot: Located in a lovely neighborhood with a peaceful backyard, fire pit, and gas grill. Includes Wi-Fi, a 2-stall garage, and a large driveway!
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Lakefront Cabin | East Okoboji Lake | Private Dock
A historic lakefront cabin on East Okoboji Lake with a private dock, gas fire table, and sweeping lake views. Swim from the dock and wake up with a cup of coffee and the water right outside your door. Inside: a cozy bedroom, a sunlit porch overlooking the lake, a living room with a sleeper sofa, and a functional kitchen. The bike trail is right across the street. Whether you're celebrating an anniversary or simply overdue for a quiet lake weekend, this Okoboji cabin is your home away from home.
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Okoboji Bunker House
Your family will be close to everything when you stay at this centrally-located place. This rustic cottage has a Western log cabin feel. The home is right across from East Lake Okoboji and is just walking distance to Barefoot Bar and Parks Marina! This spacious 4 bedrm/2 bath home offers laundry facilities, 4 queen beds, bicycles, outdoor wood-burning fireplace w/wood, natural gas grill, and most home furnishings including, but not limited to, pots, pans, silverware, toaster, coffee pot, etc!
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Bright & Comfortable 3- Bedroom Bridges Bay Cabin
Newer single level, 3-bedroom, 2-bath house at the Bridges Bay Resort in Arnolds Park, Iowa. Bright, comfortable furnished space that is the perfect Okoboji vacation hub. Sleeps 10 comfortably. Screened-in game and entertainment garage space, plus back patio for grilling and relaxation. Neighborhood pool across the street and indoor/outdoor water park, arcade, gym (remodeled in 2020) and on location bars/restaurants are a 5-minute walk or short drive away. Six free waterpark passes each day.
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Breathtaking 3-14 Quiet Lakehome
Relax with the whole family at this peaceful place to stay. Enjoy a stay on a Quiet lake that is just minutes away from all the action. This Lake House boasts TWO 3-season rooms, an open concept with so many great views of the lake. Newly renovated, yet loads of charm and wonderfully decorated. Come relax and have a blast while you play games, read books, let the kids play with toys, or snuggle up and watch your favorite show. There is even a Sauna which might be just what you need.
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Quiet home on the lake
Enjoy this beautiful, quiet lakeside home in the Okoboji area: A special place for year-around fun and comfort for you and your loved ones. This 4 bedroom, 3 bath, 3000 sq. ft. home has 2 family rooms, fully equipped kitchen, and dining room with seating for 12. Large windows show off amazing sunsets and panoramic views of Center Lake; a special secret retreat in Great Lakes. Upper and lower patios are great for lake-side eating. This home is specifically curated for families.
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Silver Lake Home Getaway
Beautiful lake house on Silver Lake. Located in Lake Park Iowa, with a lake view to the east and a golf course the west. Quiet family friendly neighborhood with boating, skiing, jet skiing, fishing and golfing. First floor has two bedrooms with king bed, bathroom, kitchen, family room, living room, laundry and gas fireplace. Top floor has two bedrooms, each with a queen bed, a single bed and one large bathroom. Indoor gas fireplace, fire pit, gas grill and deck.
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East Lake Okoboji House! Hot Tub!
Nestled on the shores of East Lake Okoboji, this charming lake house offers a perfect retreat. Boasting 6 bedrooms, including a loft for 6, and 4 bathrooms, it effortlessly accommodates family&friends. Recently renovated, the interior exudes modern elegance, while the exterior showcases spacious new decks, ideal for lakeside gatherings. Experience comfort and tranquility in this meticulously updated haven, where every detail reflects a blend of style and relaxation.
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On Julia Street
Step into a world of comfort and relaxation at our charming retreat on Julia Street. Nestled in the heart of Okoboji, this serene haven invites you to unwind and recharge amid picturesque surroundings. As you enter, you'll be greeted by a cozy interior adorned with modern amenities and thoughtful touches throughout. Close to the action and within walking distance of many of the Lake's Area favorite places.
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Center Lake Retreat Entire Lower Level Walk Out
As ofJuly 1, 2021 we moved into this beautiful Lakeside home. The AIRBNB is NOT our entire home but it is the entire lower level which is our home. Gorgeous, private lakeside views. It is spacious with a private entrance if suitable, large kitchenette, family room, dining room, 2 bedrooms, bath/shower full bathroom. Lakeside access. There is complete privacy with a Barn Door closure.
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Coop close walk to all the fun!
Your family will be close to everything when you stay at our guest house centrally-located on Emerald Hills Golf Course. You can walk to amusement park, dining/drinking, shopping and public beach! Bike trail right outside door! With a California king in main living area and a full bed in bedroom you can rest in comfort after a long day of exploring come and enjoy!
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Popular amenities for Dickinson County holiday rentals
Other great holiday rentals in Dickinson County

Arnolds Park Cottage with Lake Views
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Little house in Arnolds Park
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Lakefront Cabin on Big Spirit
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Cozy Condo by Boardwalk, Restaurants, Golf
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Lakefront Condo BridgesBay 6 free waterpark passes
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Lovely Bayside condo with lake front view!
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Grant’s Cottage on the Coyote Ranch
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Lakefront Summer Cottage
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Destinations to explore
- Cabin rentals Dickinson County
- Pet-friendly rentals Dickinson County
- Condo rentals Dickinson County
- Apartment rentals Dickinson County
- Rentals with beach access Dickinson County
- Rentals with lake access Dickinson County
- Rentals with a hot tub Dickinson County
- House rentals Dickinson County
- Family-friendly rentals Dickinson County
- Rentals with pools Dickinson County





