Holiday rentals in Dickinson County

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Top-rated holiday rentals in Dickinson County

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

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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!

Top guest favourite
A spacious living area features two brown leather sofas arranged around a decorative area rug. Exposed wooden beams adorn the ceiling, while natural light fills the room through large windows. Artwork is displayed on the walls, adding character to the inviting space.
Cabin in Okoboji
4.93 out of 5 average rating, 88 reviews

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!

Top guest favourite
A spacious deck is framed by two trees, providing a clear view of East Lake. The shimmering water reflects the sky, while a dock is visible in the background. The area is surrounded by well-maintained greenery, enhancing the natural setting.
Cabin in Arnolds Park
5 out of 5 average rating, 23 reviews

Okoboji Lake Place

Cozy cabin on East Lake. Centrally located. Have morning coffee on the deck. A mile from just about everything. Walk to the green space, Arnold's Park, concerts, farmer's market, art shows etc. Walk distance to restaurants/bars. No worries about driving or parking. Near the Ritz, listen to the music in the back yard, No waiting for a seat! Walk to Spudnutz and let the kids play at the boat park.. There’s a dock but can’t be used for long term boat parking.Unfort, no place for a boat trailer

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, 140 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.

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!

Guest favourite
A compact kitchen area features light wooden cabinetry and modern appliances. A white refrigerator stands adjacent to a stove and oven. A decorative shelf with small items is mounted on the wall, and a black mat lies on the floor, providing a functional entry point.
Home in Spirit Lake
4.91 out of 5 average rating, 23 reviews

Tranquil Lakeside Haven

Nestled just 3 minutes from Okoboji, this charming property is one of only two homes on Prairie Lake, offering an exclusive and secluded escape from the hustle and bustle. Breathtaking Lake Views: Step onto the deck and soak in the panoramic views of Prairie Lake. Proximity to Okoboji: You’re close enough to enjoy the attractions but far enough to savor peace and quiet. Modern Comforts: Inside, find a cozy living area, fully equipped kitchen, and comfortable bedroom.

Top guest favourite
A blue two-story lake house is presented, featuring a textured exterior with multiple windows allowing natural light. A sloped roof and front stairs enhance the architectural interest, while trees are visible in the background, complementing the serene lakefront setting.
Home in Lake Park
4.98 out of 5 average rating, 64 reviews

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.

Guest favourite
A living room is presented with a gray sofa adorned with patterned throw pillows, accompanied by a modern coffee table. Two comfortable chairs are positioned nearby, and a ceiling fan promotes airflow. Abstract wall art adds a contemporary touch, while natural light filters through the window.
Home in Milford
5 out of 5 average rating, 11 reviews

Enjoy Okoboji & its Amenities!

This home will keep the good times rolling as it features a fully finished garage for extra living space, a foosball table, ping pong table, and multiple large flat screen TVs. Large backyard and a cozy home to relax with friends/family. Located within 2 miles of The Arnolds Park Green Space and Amusement Park! ** HAVE AN EXTRA LARGE GROUP TO ACCOMMODATE? A “sister” property is located within walking distance and can sleep up to 12. Message for details!

Top guest favourite
A rustic barn door painted in navy blue features welcoming text that reads 'Welcome to our Lake Retreat.' The door is situated in a hallway, and the adjacent wall is finished in a neutral color, contributing to the inviting atmosphere.
Flat in Spirit Lake
4.9 out of 5 average rating, 315 reviews

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.

Guest favourite
An inviting interior porch showcases a cozy seating area with four patterned chairs arranged around a small table. Natural light filters through multiple windows, illuminating a corner with cushions and a plant. A patterned rug adds warmth to the space.
Home in Spirit Lake
4.86 out of 5 average rating, 36 reviews

Clarity Cabin

Escape the daily grind and find tranquility at our lakefront cabin in Okoboji, Iowa. Located on East Okoboji Lake, the cabin has direct access to the area’s 60 miles of recreation trails and is just a short distance from a boat launch. The space is ideal for individuals, couples, and small families looking for a peaceful getaway.

Popular amenities for Dickinson County holiday rentals

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