Holiday rentals in Dickinson County

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Top-rated holiday rentals in Dickinson County

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Top guest favourite
The exterior of the cabin is seen, featuring a spacious patio area with several chairs arranged around a fire pit. The cabin showcases a modern architectural design with large windows reflecting the surrounding landscape, complemented by well-maintained grassy areas and distant views of neighboring cabins.
Cabin in Arnolds Park
5 out of 5 average rating, 20 reviews

Cabin #13

When you stay at Cabin #13, located in row one, you will be close to everything, including additional parking in the back. This Cabin comfortably sleeps 10 people with 2 bedrooms, a loft, 2 baths, an open floor plan, vaulted ceilings, a fully equipped kitchen, a washer/dryer, and a finished garage area for socializing. Enjoy a BBQ on the patio while playing lawn games. Six daily passes, lake Okoboji access, outdoor pools, a swim-up bar, an indoor waterpark, a gym, an arcade, and on-site dining.

Top guest favourite
A spacious living area features comfortable seating arrangements, including a sectional and armchairs. A large wall-mounted TV is situated above a modern console, with light from multiple windows enhancing the room's brightness. Decorative elements include a side table and a table lamp.
Home in Spirit Lake
5 out of 5 average rating, 43 reviews

Hosta House Stay and Play

The whole group will enjoy easy access to everything from this centrally located place. Located in the established heart of Spirit Lake just minutes from all of the Great Lakes. Come and enjoy the luxury of the 86” TV, sauna, fireplace, spacious fenced in back yard. The back yard is full of fun. It has a fire pit and a comfortable couch and a dining table. FREE EV charging coming in Fall of 2025. This is a strict no smoking which includes vaping property. No unauthorized extra guest allowed.

Guest favourite
An open-concept living area is presented, featuring a cozy seating arrangement with a gray sofa and circular coffee table. A well-equipped kitchen with modern appliances and an island bar is visible, alongside a dining table that accommodates several guests, all illuminated by natural light.
Home in Arnolds Park
4.96 out of 5 average rating, 133 reviews

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.

Guest favourite
A two-story cabin is showcased, featuring a combination of light-colored siding and a grey shingle roof. A well-maintained lawn surrounds the home, and a concrete driveway leads to an attached garage. Clear blue skies serve as the backdrop.
Cabin in Arnolds Park
4.86 out of 5 average rating, 118 reviews

Okoboji Bridges Bay Cabin on Pond

Awesome cabin in Bridges Bay Resort located on the fishing pond. 2 enclosed bedrooms plus loft. Nicely finished garage provides additional hang-out space. 2 kayaks provided for pond use. Includes 6 passes daily to water park, walking distance to Bridges Bay restaurants and lake access. Over-sized patio with Weber gas grill. Extended driveway for up to 4 cars (street parking not allowed). Washer/dryer available in unit for guest use. Booking guest must be 25 or older, parties not allowed.

Top guest favourite
A serene sunroom features large windows that provide views of the lake and surrounding trees. A cozy seating area with a plush sofa and a low coffee table is present, while wooden ceiling beams and ceiling fans add to the inviting ambiance.
Home in Spirit Lake
4.93 out of 5 average rating, 91 reviews

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.

Guest favourite
Apartment in Arnolds Park
4.98 out of 5 average rating, 105 reviews

Rare POOL SIDE/LAKE VIEW condo -Bridges Bay Resort

Newly remodeled 3 bedroom. 2 bathroom condo at Bridges Bay Resort. Imagine grilling out on the patio while you play yard games, swim in the pool, and look out over East Lake Okoboji. Spend your days exploring the many outdoor activities that Okoboji has to offer, enjoying Boji Splash water park, or simply relaxing by the lake. This rare poolside and lake view condo comes with all the amenities! There is so much to do all year round. Let our vacation home be your next relaxing get away!

Top guest favourite
A grassy area is seen from beneath a wooden deck, offering a view of the street and lush trees. The scene features a clear sky with scattered clouds, and paths lead toward Gilbert Park and East Lake Okoboji in the distance.
Flat in Spirit Lake
4.96 out of 5 average rating, 23 reviews

Amazing Grace.LL

Clean, quiet, spacious flat with a view of East Lake Okoboji. Gilbert Park across the street, a short walk to downtown Spirit Lake, and only 4 blocks from the bike trail. This apartment has it's own unique flair with a beautifully updated walk-in tile shower, kitchenette, big screen tv, wi-fi, 1 bedroom queen bed, and a den with a full-sized futon. This apartment is perfect for the professional looking for a monthly home away from home. This is NOT a party house.

Top guest favourite
An outdoor patio features four comfortable chairs with turquoise cushions arranged around a black table. Lush greenery surrounds the area, and a tranquil lake can be seen in the background, enhancing the serene outdoor setting.
Home in Spirit Lake
5 out of 5 average rating, 9 reviews

Lakefront Cove | 4BR 3BA Retreat

Welcome to The Lakefront Cove — a beautifully designed, spacious 4-bedroom, 3-bath lakefront home tucked away in a peaceful cove on East Lake Okoboji. Iowa Great Lakes attractions are just minutes away, including historic Arnolds Park Amusement Park, Central Emporium and seasonal Farmer’s Market. Shops, restaurants, live entertainment, walking trails, convenience stores, golf courses and more are close by too. Lake days are the best days!

Guest favourite
Home in Arnolds Park
5 out of 5 average rating, 10 reviews

Little house in Arnolds Park

This house is located in a quiet neighborhood across the street from Lake Minnewashta, where you can enjoy a lake view from the deck. It is centrally located within walking distance to the amusement park & beach. Enjoy your day at the park with rides, shopping, restaurants & free concerts and fireworks on Saturday evenings. There is plenty of parking for your boat with a public boat ramp just 1/2 mile away.

Guest favourite
A cozy living room is furnished with two gray sofas adorned with decorative pillows. A black coffee table sits centrally, holding candles and a welcoming sign. A gallery wall of framed photographs provides visual interest, while natural light filters through a window.
Home in Lake Park
4.98 out of 5 average rating, 41 reviews

Cozy and equipped house with no cleaning fee

Escape to a serene retreat in Lake Park, Iowa. This fully furnished 3-bed, 2-bath home is just 15 miles from the stunning Iowa Great Lakes. Relax in the cozy living room, cook meals in the well-equipped kitchen, and enjoy the game room downstairs. Fenced backyard with seating, fire pit, and grill. Queen beds ensure comfort. Embrace nature's beauty or unwind in the peaceful ambiance of your home away from home.

Guest favourite
A charming retreat is showcased, with a circular design and a clock tower prominent on the roof. Lush greenery surrounds the structure, complemented by vibrant orange and yellow flowers in the foreground. Two wooden chairs are positioned on a porch, inviting relaxation.
Home in Okoboji
4.92 out of 5 average rating, 48 reviews

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.

Superhost
A modern living area features a cozy sectional sofa paired with two armchairs, arranged on a patterned rug. Large glass doors provide a view of the outdoor balcony and the lush greens of the golf course, inviting natural light into the space.
Townhouse in Arnolds Park
4.89 out of 5 average rating, 9 reviews

Central Park Retreat, Golf course views

Escape to this luxurious, brand-new townhome in Arnolds Park, Iowa, overlooking the beautiful greens of the Emerald Hills Golf Course. Featuring 3 large bedrooms, 3.5 bathrooms, and a fully equipped modern kitchen, this townhome combines elegance and comfort. Only a two-minute walk to Arnolds Park Amusement Park and nearby dining and entertainment, it's perfectly situated for a fun-filled getaway.

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