Holiday houses 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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Superhost
Apartment in Arnolds Park
4.88 out of 5 average rating, 8 reviews

Sunset Shores, 4BR Lake Escape, Family Friendly

Welcome to Sunset Shores at Bridges Bay Resort! This spacious 4 BR, 3 Bath condo with stunning East Lake views sleeps 11 and includes 6 daily waterpark passes. The condo is fully equipped with kitchen essentials, a breakfast bar, and a large dining table, perfect for gatherings. Step out onto a private deck with ample seating or enjoy the cozy living room with a fireplace and large windows.Minutes away from Arnolds Park, dining, and shopping, plus resort amenities like pools, gym, and an arcade.

Top Guest favourite
Home in Spirit Lake
5 out of 5 average rating, 42 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. FREE EV charging coming in Fall of 2025. This is a strict no smoking which includes vaping property. No unauthorized extra guest allowed.

Guest favourite
Home in Arnolds Park
4.96 out of 5 average rating, 133 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.

Guest favourite
Cabin in Arnolds Park
4.85 out of 5 average rating, 117 reviews

Okoboji Bridges Bay Cabin on Pond

Awesome cabin in Bridges Bay Resort located on the fishing pond. 2 enclosed bedrooms plus loft. Nicely finished garage provides additional hang-out space. 2 kayaks provided for pond use. Includes 6 passes daily to water park, walking distance to Bridges Bay restaurants and lake access. Over-sized patio with Weber gas grill. Extended driveway for up to 4 cars (street parking not allowed). Washer/dryer available in unit for guest use. Booking guest must be 25 or older, parties not allowed.

Top Guest favourite
Home in Spirit Lake
4.93 out of 5 average rating, 91 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
Condo in Arnolds Park
4.98 out of 5 average rating, 105 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
Condo in Arnolds Park
4.97 out of 5 average rating, 33 reviews

The Condo at the Park: Your Home Base to Fun!

Park the car & walk to everything when you stay at this centrally-located, updated, & spacious condo. In the heart of Arnold’s Park, you’ll be a skip away from the amusement park, public beach, restaurants, shopping, and live music. You have the entire condo to yourselves with access to a pool right out the front door. Enjoy the large kitchen and living area with all amenities needed to prep meals! 3 bedrooms have the ability to sleep 10. You won't find a better location in Okoboji!

Guest favourite
Home in Milford
4.92 out of 5 average rating, 39 reviews

Boji Waterfront Retreat - Millers Bay Canals

Soak up the best of life at the lake as you enjoy our Waterfront Retreat on the Millers Bay Canals in the quiet village of Wahpeton. This cottage has just finished its renovation and now features all new furniture and a relaxed beach house style. Your stay here will ensure your time at the lake with family or friends is an Aussie experience without the need for the 15 hr flying time! Enjoy the kayaks or the stand up paddle board and head straight out to the dock and onto the water.

Top Guest favourite
Apartment in Spirit Lake
4.95 out of 5 average rating, 22 reviews

Amazing Grace.LL

Clean, quiet, spacious 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
Cottage in Arnolds Park
4.92 out of 5 average rating, 24 reviews

Arnolds Park Cabin with kayaks, bikes, & golf cart

This centrally located cabin is the perfect getaway for couples, family or friends. It is within easy walking distance to the amusement park, free concerts, restaurants, bars, etc. Adjacent to the cabin's fenced backyard is the city park with playground, basketball, picklball courts, shelter house and docks for fishing or launching the kayaks. Located directly on the bike trail, and just blocks to the nearest boat ramp. Includes use of 4 bikes, 2 kayaks and 1 canoe.

Guest favourite
Apartment in Arnolds Park
4.94 out of 5 average rating, 62 reviews

2 bedroom Suite (Hayward) in Arnolds Park

We have added Multiple suites on the 2nd level of the former Table 316 building. These are in addition to our other Stay properties that you can find on Airbnb. Attractions close by: *You are half a block from the public beach on West or East Lake. *4 blocks to the Emporium and Amusement Park *The Ritz, Dry Dock and Miles are steps away so you can begin your FUN IN BOJI! *Boat ramp is 3 blocks away so you can launch quickly

Top Guest favourite
Home in Lake Park
4.98 out of 5 average rating, 41 reviews

Cozy and equipped house with no cleaning fee

Escape to a serene retreat in Lake Park, Iowa. This fully furnished 3-bed, 2-bath home is just 15 miles from the stunning Iowa Great Lakes. Relax in the cozy living room, cook meals in the well-equipped kitchen, and enjoy the game room downstairs. Fenced backyard with seating, fire pit, and grill. Queen beds ensure comfort. Embrace nature's beauty or unwind in the peaceful ambiance of your home away from home.

Popular amenities for Dickinson County holiday rentals

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