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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
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 place. This is a completely overhauled 3 bedroom, 2 bath, apartment 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, mini golf, restaurants, shopping, Green Space concerts, fireworks and downtown entertainment. On site parking. Quiet neighborhood. External work in progress.

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
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.
Cabin in Spirit Lake
4.86 out of 5 average rating, 36 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.

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 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, 103 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, 106 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!

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 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, 24 reviews

Amazing Grace.LL

Clean, quiet, spacious, shabby chic 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.

Guest favourite
A bright sleeping area features a large queen bed dressed in white linens. Natural light enters through two small windows with white frames, illuminating the room's clean design. A wall sign adds a touch of character to the serene atmosphere.
Cottage in Arnolds Park
4.95 out of 5 average rating, 19 reviews

West Lake Okoboji Summer Cottage (Scout)

The Scout Cottage has undergone a complete renovation. Easy access to West Lake Okoboji. Walking distance to amusement park, restaurants and lake access. Quiet, family neighborhood. Cottage has a queen bed with an additional queen air mattress with a gourmet ready kitchen and bathroom with shower. Towels and linens are provided. This is a great spot for a couple or a family to relax and unwind while enjoying all that Okoboji has to offer. Connect with us on IG @TheReederAgency

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.

Guest favourite
A serene lakeside setting features a green lawn with two wooden chairs and a fire pit surrounded by grass. A swing hangs from a tree, and a private dock extends into the water, offering access for swimming and fishing.
Cottage in Spirit Lake
4.87 out of 5 average rating, 15 reviews

Lakeshore Cottage Waterfront listing!

Fun for the whole family! A fisherman’s haven with great fishing right off the dock. A bunkroom with sleeping for up to 5 kids. Relax around the fire pit at night or sunbathe on the dock during the day. Looking for some toys for the lake? No problem, we have kayaks, a water trampoline or Maui Mat for rent. Bike trails down the road. Longing for some nostalgia, less than 10 miles away is the Superior 71 Drive-In. Endless of fun for everyone!

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

Stay in style at this stunning 3-bedroom condo just steps from Arnolds Park! Walk to restaurants, bars, and entertainment—no driving needed. ✔ Sleeps 10 comfortably ✔ Full kitchen for hosting & entertaining ✔ Open-concept living space ✔ Outdoor pool access ✔ Attached garage Perfect for trips, family getaways, or a fun lake weekend—this is Boji living at its best. Book now before your dates are gone!

Popular amenities for Dickinson County holiday rentals

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