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House holiday rentals in Dickinson County

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Top-rated house rentals in Dickinson County

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
A charming pink house features a welcoming front deck with wooden flooring. Two colorful chairs with cushions are positioned next to vibrant planters. The entrance displays a pink door adorned with decorative elements, complemented by bright accents around the windows.
Home in Arnolds Park
4.96 out of 5 average rating, 47 reviews

Right by Green Space

4 bedrooms, Full kitchen, 2 full bathrooms and a fantastic yard! This location is in a busy area but its great for everyone! Park in the back yard, fire pit , night life or a park for the kids! We have been told its the best location to let the teens hit the "park" area while the parents enjoy some local attractions (wink wink) while having your house be just steps away, so you can check back in. You can walk out the back door and be at Preservation place in 2 mins. to enjoy the concerts.

Guest favourite
Home in Okoboji
4.95 out of 5 average rating, 132 reviews

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!

Superhost
The open living area features a spacious gray sectional couch adorned with vibrant cushions. A flat-screen TV is mounted on the wall, complemented by an electric fireplace below. Large windows allow natural light to fill the space, revealing views of the surrounding greenery.
Home in Arnolds Park
4.94 out of 5 average rating, 16 reviews

Cozy Condo by Boardwalk, Restaurants, Golf

Cozy, well-appointed 2 bed, 2.5 bath condo walking distance to Lake, Shops, Golf, Boardwalk, Emporium, & Broadway restaurants. Ideal for 4 adults & up to 5 more guests: 2 king bedrooms, a pullout couch in living room, + air mattress. Enjoy the open living space, balcony, & well-equipped kitchen on 2nd floor. 3rd floor has laundry, main bath, main bed, + primary ensuite. Outdoor amenities include grassy space + games. Parking & Wi-Fi provided. No pets, smoking, boats, or other trailers 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
4.95 out of 5 average rating, 139 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.

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, 101 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
A single-story home is surrounded by lush green grass and trees. The exterior features dark siding with several windows, and a welcoming front path leading to the entrance. A wooden deck is visible off to the side, equipped with seating, making it an inviting outdoor space.
Home in Spirit Lake
4.89 out of 5 average rating, 9 reviews

Serenity On Hill Ave

This newly renovated home is in a quiet neighborhood close to downtown Spirit Lake and a short drive from all that the Iowa Great Lakes has to offer. The kitchen has everything you need for cooking meals and in the living room is a smart TV and comfortable seating. Two queen beds and four bunks provide comfortable sleeping for 8 guests. The space is completed with 2 bathrooms and main-floor laundry. In the backyard you will find a fire pit with 4 chairs perfect for a calm summer night.

Superhost
A well-maintained house is set against a clear blue sky, featuring a blend of traditional and modern architectural elements. The front yard is landscaped with green grass and decorative stones, while large windows offer a welcoming aspect to the entrance.
Home in Milford
4.93 out of 5 average rating, 15 reviews

Okoboji-Fun Vacation Home!

Beautiful house located just minutes away from the lake, amusement park, shopping, and more. With ample room to accommodate up to 12 guests, this home offers comfort and convenience. Whether you’re seeking a peaceful getaway or looking to partake in the fun of Okoboji, this charming house provides an ideal home base for your stay. Game room with ping pong, darts, and bags also ready for you! **HAVE AN EXTRA LARGE GROUP? "Sister" property within walking distance! Message for details.

Guest favourite
The exterior of the home features a well-maintained lawn with lush green grass and a winding pathway that leads to the entrance. The building is a combination of dark siding and stone accents, with large windows that enhance natural light.
Home in Spirit Lake
5 out of 5 average rating, 12 reviews

Spirit Lake Home

Relax with the whole family at this peaceful home in Spirit Lake, Iowa. It’s the perfect place for fishing, family fun in Okoboji and Arnold’s Park and golfing enthusiasts! This home is located 4 blocks west of East Okoboji Lake, 1.5 miles from Big Spirit Lake, 1 block from a bike path, 10 minutes from Arnold’s Park, Boji Splash lakefront water park, beaches, Barefoot bar, boat docks and 10 mins from all 5 golf courses! 5 minutes from Walmart, Hy-Vee, gas stations and restaurants!

Top guest favourite
A row of three-story condos features multiple balconies with glass railings, providing an outdoor seating area. Large windows punctuate the white and light wood exterior, allowing natural light to enter. A lush green lawn extends in front of the buildings, complemented by a clear blue sky.
Home in Arnolds Park
5 out of 5 average rating, 30 reviews

Boji Candle

Located centrally in the middle of Okoboji Iowa where you can enjoy all the activities within miles. This 3 story condo has it all! Arnolds Park is across the street, plus restaurants and bars located blocks away! Waking up to a sunset on the deck while you enjoy a nice cup of coffee just around the corner. Live music in the summer is extremely nice to hear from the comfort of the deck, or head on over to see it live. Take ease in this brand new condo with lots of entertaining space!

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, 50 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.. This is a strict no smoking which includes vaping property. No unauthorized extra guest allowed without prior approval.

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!

Top 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
4.94 out of 5 average rating, 62 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.

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