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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Top guest favourite
Home in Arnolds Park
5 out of 5 average rating, 30 reviews

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!

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!

Guest favourite
Cabin in Spirit Lake
4.86 out of 5 average rating, 37 reviews

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.

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, 90 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
Home in Spirit Lake
4.93 out of 5 average rating, 105 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 serene view of a calm lake is framed by two large trees, casting gentle shadows on a grassy area. The water reflects a clear blue sky, with a few boats visible docked along the shore in the distance.
Flat in Arnolds Park
5 out of 5 average rating, 5 reviews

Boji Renovation - major overhaul

Enjoy a stylish experience at this centrally-located apartment. This is a completely overhauled 3 bdr, 2 bath with ability to be 2 separate units with lock out feature. West Lake is across the street with 5 public access dock spaces available to swim from. Close to Abbie Gardner Park and walking distance to the amusement park, restaurants, shopping, Green Space concerts, fireworks and downtown entertainment. On site parking. Quiet neighborhood. Boat/trailer parking available upon request.

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
4.88 out of 5 average rating, 25 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.

Superhost
The home features a welcoming exterior with a wooden deck and a light post. A garage is visible on the left, accompanied by a stone-lined path leading to the entrance. Lush green grass surrounds the structure, highlighted by mature trees in the background.
Cottage in Spirit Lake
4.63 out of 5 average rating, 111 reviews

Lake Access! Cozy home near West Lake Okoboji!

Make yourself comfortable in our beautiful home with easy access to West Lake Okoboji! See the lake from the living room! Located in peaceful Triboji, this home has gone through a refresh which includes new furniture with a comfy feel. Fully furnished with two bedrooms, two entertainment rooms, full kitchen, full bathroom, three driveways and a backyard. You'll have plenty of space for friends, family, and all of your lake toys.

Guest favourite
A green, two-story house sits elevated on a porch, framed by large trees. The exterior features large windows, allowing natural light inside. The surrounding yard is grassy, offering a spacious area for relaxation and outdoor activities.
Holiday home in Milford
4.93 out of 5 average rating, 27 reviews

Adorable Okoboji Guest House

The first floor is accessed by outside stairs into a massive porch. Perfect place to hang out and watch the deer. A set of stairs inside takes you to the second bedroom upstairs. The accommodations are perfect for two couples or a family of 4-5. Come to Okoboji to walk the nature trails (100 yards away), ride the bike trails (100 yards away), kayak (located on the canals), or boat (Emerson Bay boat ramp one mile away).

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, 329 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.

Popular amenities for Dickinson County holiday rentals

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