Holiday houses in Dickinson County

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Top-rated holiday rentals in Dickinson County

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Guest favourite

Home in Spirit Lake

5 out of 5 average rating, 16 reviews

Quiet home on the lake

Enjoy this beautiful 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. Host requests 3-night minimum stay from May 20 until November 4, 2025.

Top Guest favourite

Cottage in Arnolds Park

4.89 out of 5 average rating, 136 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

Cabin in Okoboji

4.92 out of 5 average rating, 75 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

Home in Arnolds Park

4.97 out of 5 average rating, 119 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

Home in Spirit Lake

4.94 out of 5 average rating, 82 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.

Top Guest favourite

Home in Milford

4.94 out of 5 average rating, 34 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

Home in Arnolds Park

5 out of 5 average rating, 26 reviews

Boji Candle

Located centrally in the middle of Okoboji Iowa where you can enjoy all the activities within miles. This 3 story condo has it all! Arnolds Park is across the street, plus restaurants and bars located blocks away! Waking up to a sunset on the deck while you enjoy a nice cup of coffee just around the corner. Live music in the summer is extremely nice to hear from the comfort of the deck, or head on over to see it live. Take ease in this brand new condo with lots of entertaining space!

Top Guest favourite

Home in Spirit Lake

4.94 out of 5 average rating, 16 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

Apartment in Arnolds Park

4.94 out of 5 average rating, 77 reviews

Suite with patio 1 bedroom queen bed

Intimate Suite at Stay Suites with a private patio. We have added several suites to the former 316 building. Stay Suites are in the heart of Arnolds Park, just off Hwy 71 south of the Ritz. We are steps from the public beach and dock. We are 4 blocks from the downtown strip area, you can walk to the night life. You can access our roof top patio on the west side of the 2nd level. This is open to all guests, but you do have your own small deck right off your suite.

Guest favourite

Home in Okoboji

4.89 out of 5 average rating, 38 reviews

On Julia Street

Step into a world of comfort and relaxation at our charming retreat on Julia Street. Nestled in the heart of Okoboji, this serene haven invites you to unwind and recharge amid picturesque surroundings. As you enter, you'll be greeted by a cozy interior adorned with modern amenities and thoughtful touches throughout. Close to the action and within walking distance of many of the Lake's Area favorite places.

Guest favourite

Apartment in Spirit Lake

4.89 out of 5 average rating, 287 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.

Guest favourite

Condo in Spirit Lake

5 out of 5 average rating, 5 reviews

Easy Iowa Great Lakes Area Getaway Unit E

A perfect place to unwind after a day of adventure! This brand-new 2 bed, 2 bath unit in Spirit Lake offers over 1,070 sq. ft. of modern comfort. Located minutes from the Iowa Great Lakes, enjoy easy access to boating, beaches, trails, and dining. Featuring a full kitchen, in-unit laundry, and stylish finishes—your relaxing retreat awaits in this newly built 8-plex community.