Holiday rentals in Dickinson County

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Top-rated holiday rentals in Dickinson County

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Top guest favourite
The exterior of the cabin is shown, featuring a green façade with a large triangular window arrangement. A patio area with seating is visible, along with a grill, surrounded by a spacious lawn that enhances the outdoor living experience.
Cabin in Arnolds Park
4.97 out of 5 average rating, 68 reviews

Cabin #5

LOCATION, LOCATION, LOCATION! Row 1 Cabin #5 has 2 bedrooms with loft and sleeps 12. You will love this cabin with 2 bathrooms, open floor plan, vaulted ceilings, furnished kitchen, washer/dryer, and a finished garage space for hanging out. Head to the backyard for a BBQ on the patio, games in the greenspace and additional parking. Resort amenities include 6 daily passes, Lake Okoboji access, outdoor pools with slides and swim-up bar, an indoor waterpark, gym, arcade and on-site restaurants.

Top guest favourite
A charming cottage is set against a backdrop of greenery, featuring a well-maintained front lawn and landscaped steps leading to a welcoming entrance. Two large windows on either side of the front door provide natural light to the interior, and a patio is visible to the side.
Cottage in Arnolds Park
4.89 out of 5 average rating, 139 reviews

A Place In the Park Cottage

A Place In the Park–Cozy Cottage near the Fun! Sleeps 5 | Superhost Welcome to A Place In the Park — your ideal escape in the heart of Boji! This home offers comfort, convenience, and adventure. Location: Steps from trails, restaurants, and shops — no car needed. Water Fun: Kayaking, paddleboarding, swimming, and more nearby! Walkability: Everything you need is a short stroll away. Perfect for families, couples, or small groups. As a Superhost, we're here to make your stay easy and memorable.

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, 85 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!

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
4.96 out of 5 average rating, 135 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, 96 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, 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
The kitchen features modern cabinetry with light-colored doors and granite countertops. Stainless steel appliances, including an oven and microwave, are positioned for convenience. A kitchen island with seating is paired with dark bar stools, creating a functional area for meal preparation and gathering.
Apartment 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!

Top guest favourite
The living room features a couch and two upholstered chairs, creating a comfortable seating arrangement. A coffee table is positioned in the center, with a decorative plant atop it. Natural light enters through two windows, while patterned curtains frame the space.
Flat in Arnolds Park
4.93 out of 5 average rating, 101 reviews

3 bedroom King Suite at Stay Suites-Browns Bay

Stay Suites are in the heart of Arnolds Park. We have added Multiple suites on the 2nd level of the former Table 316 Restaurant. These are in addition to our other Stay Properties across the street. Browns Bay Suite offers a comfy king bed with a full bathroom. There are 2 additional rooms, each with a queen bed. There is a full bathroom just off the kitchen. There is a stove, microwave, coffee pot (k cup and grounds) pots and pans. The living room area has couch, chairs and smart TV.

Top guest favourite
The large deck features a round metal table surrounded by four chairs, each with floral cushions. A stunning sunset reflects on the lake's surface, casting warm hues across the tranquil water, with trees framing the scene.
Home in Spirit Lake
5 out of 5 average rating, 21 reviews

Quiet home on the lake

Enjoy this beautiful, quiet lakeside home in the Okoboji area: A special place for year-around fun and comfort for you and your loved ones. This 4 bedroom, 3 bath, 3000 sq. ft. home has 2 family rooms, fully equipped kitchen, and dining room with seating for 12. Large windows show off amazing sunsets and panoramic views of Center Lake; a special secret retreat in Great Lakes. Upper and lower patios are great for lake-side eating. This home is specifically curated for families.

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, 22 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 spacious lake cabin is situated alongside a large structure, possibly a garage. The property is surrounded by well-maintained greenery and trees, with autumn leaves scattered across the yard. A thoughtful landscaping design is evident around the cabin's entrance.
Cabin in Orleans
4.93 out of 5 average rating, 84 reviews

Barleans - Cozy Cabin Conveniently Located

1 bedroom 1 bathroom lake cabin with plenty of parking. Ice Fishing or Hunting Bungalow! Perfect for families or weekend getaways with 2 additional queen pull out sleepers. In the summer months enjoy the large patio by the barn, sand box for kids, and barleans bar for adults on the property (coming soon). Great for campfires and grill outs. Numerous amenities. RV hookup available upon request. Make some memories at this unique and family friendly place.

Top guest favourite
Home in Arnolds Park
5 out of 5 average rating, 14 reviews

Little house in Arnolds Park

This house is located in a quiet neighborhood across the street from Lake Minnewashta, where you can enjoy a lake view from the deck. It is centrally located within walking distance to the amusement park & beach. Enjoy your day at the park with rides, shopping, restaurants & free concerts and fireworks on Saturday evenings. There is plenty of parking for your boat with a public boat ramp just 1/2 mile away.

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