House holiday rentals in Dickinson County

5 out of 5 average rating, 14 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.

4.97 out of 5 average rating, 116 reviews

Home in Arnolds Park

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.

4.93 out of 5 average rating, 75 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.

4.94 out of 5 average rating, 33 reviews

Home in Milford

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.

5 out of 5 average rating, 24 reviews

Home in Arnolds Park

Bougie Boji

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!

Superhost

5 out of 5 average rating, 3 reviews

Stylish+Modern Lake View Cottage

Relax and unwind at the official Milk and Cookies House at the lake, this brand new 2024 cottage is well equipped with all the essential amenities you'll need to have a sweet stay! Steps away from Memorial park which features a splash pad, 2 playgrounds, 2 picnic shelters, + a public dock for fishing, blocks away from a public boat drop! A short drive to Arnolds Amusement Park and Barefoot Bar and Grill, this lake house is perfect for your stay in Okoboji/Spirit Lake.

5 out of 5 average rating, 49 reviews

Home in Lake Park

Silver Lake Home Getaway

Beautiful lake house on Silver Lake. Located in Lake Park Iowa, with a lake view to the east and a golf course the west. Quiet family friendly neighborhood with boating, skiing, jet skiing, fishing and golfing. First floor has two bedrooms with king bed, bathroom, kitchen, family room, living room, laundry and gas fireplace. Top floor has two bedrooms, each with a queen bed, a single bed and one large bathroom. Indoor gas fireplace, fire pit, gas grill and deck.

4.96 out of 5 average rating, 24 reviews

Home in Milford

Family Style Home right on the Bike Trail

Very nice family style home situated along the entrance to Emerson Bay State Park. Completely re-furnished (2005 built) home with new flooring, all new furniture, beds and décor. Lightning fast wireless internet with brand new 75" Roku T.V.s upstairs and down. Fenced in backyard for guest privacy. Located on the west side of West Lake Okoboji, this property includes direct access to the Iowa Great Lakes bike trail as it runs along the property frontage.

4.89 out of 5 average rating, 36 reviews

Home in Okoboji

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.

4.95 out of 5 average rating, 63 reviews

Home in Arnolds Park

5 Bed, 3 Bath Heart of Arnolds Park

LOCATION!! The Cabin is along Hwy 71 cross the parking lot from our Stay-Cation! 5 bedroom, 3 bathroom home. 1 block to the public beach on West Lake and 4 blocks to the Emporium, this location allows you to walk anywhere. There is plenty of parking and you are right in the middle of all the fun that Okoboji has to offer. Fully Furnished. Yard for games and entertainment.

4.9 out of 5 average rating, 42 reviews

Close to Okoboji attractions!

Relax with the family or friends at this peaceful place to stay. Newer family home in Spirit Lake and close to Okoboji. Quiet neighborhood with a patio and large back yard. Within 10 minutes of all the attractions in Okoboji. 5 min. to Barefoot bar, 8 min to Arnolds Park, 2 min. to Hy vee and 4 min to boat dock. Many amenities and comforts included.