House holiday rentals in Dickinson County

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.

Bougie Boji - Walk to Arnold’s Park, 10 Beds, Pool

Stay in style at this stunning 3-bedroom 4 bath condo just steps from Arnolds Park, Preservation Plaza and Downtown Okoboji! Walk to restaurants, bars, and entertainment—no driving needed. ✔ Sleeps 14+ comfortably in 10 beds ✔ Full kitchen for hosting & entertaining ✔ Well stocked pantry and coffee bar ✔ New pool & public beach access ✔ Attached garage with games Perfect for trips, family getaways, or a fun lake weekend—this is Boji living at its best. Book now before your dates are gone!

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!

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.

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.

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.

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.

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.

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.

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!

High-end cabin at Lake Okoboji w/ Waterpark passes

Welcome to Okoboji Oasis! Escape to our spacious and fully equipped cabin at Bridges Bay Resort and Lake Okoboji! Take advantage of everything Okoboji has to offer including local restaurants, bars, live entertainment, boat ramps, public beaches, Arnold's Park amusement park, a 14-mile paved bike path, pickleball courts, and several golf courses.

Okoboji Getaway, a cozy cottage

Keep it simple at this peaceful and centrally-located cottage in the heart of Arnolds Park. Within walking distance of the Amusement Park, an array of local boutiques and shops, beaches, and many options for food and beverage. This newly remodeled cottage is a great place for a weekend getaway!