Holiday rentals with a patio in Dickinson County

Cozy Lake Front Cabin

Cozy 3 Bedroom Lake Front Cabin on East Lake - GREAT LOCATION Next to The Ritz - Private Dock The best of everything Okoboji has to offer in this lake front cabin nestled right next to the Ritz and within walking distance to all major attractions including Arnolds Park, The Farmers Market, Preservation Plaza, The Emporium, Mau Marina, The Okoboji Store, O'Farrell Sisters, Arnolds Park Public Beach, and more. Public Beach steps away, back yard with grill, fire pit, near boat ramps/ bike trails.

Stunning Bridges Bay Retreat Cabin Accommodates 11

We are a single level, non-smoking, fully furnished 3 bedroom, 2 bathroom cabin that can accommodate 11 guests. Located at Bridges Bay, where guests get SIX FREE WATERPARK PASSES PER DAY ($156 value), as well as access to the swim up bar, zipline, hot tub, and fitness center. Other cabin benefits include: fully stocked kitchen, inside and outside dining areas, vaulted ceiling, large backyard, grill, fire pit, laundry area, dishwasher, Wi-Fi, TVs in all bedrooms, and double stall attached garage.

Lake Okoboji Waterfront Top Floor 3BR Condo

Located on Lake Okoboji at Bridge's Bay Resort, this condo offers amazing views year-round. Top floor, lake views, large balcony, vaulted ceilings, onsite restaurants, 6 daily waterpark/ pool passes (seasonally) & exercise room. This family friendly condo has 3BR, a remote workspace, washer/dryer, grill, TV, games, and a fully furnished kitchen. In the heart of Okoboji, this condo is minutes from incredible shopping, restaurants, and plenty of outdoor activities. No pets, parties or smoking.

Cabin #13

When you stay at Cabin #13, located in row one, you will be close to everything, including additional parking in the back. This Cabin comfortably sleeps 10 people with 2 bedrooms, a loft, 2 baths, an open floor plan, vaulted ceilings, a fully equipped kitchen, a washer/dryer, and a finished garage area for socializing. Enjoy a BBQ on the patio while playing lawn games. Six daily passes, lake Okoboji access, outdoor pools, a swim-up bar, an indoor waterpark, a gym, an arcade, and on-site dining.

Cozy Condo by Boardwalk, Restaurants, Golf

Cozy, well-appointed 2 bed, 2.5 bath condo walking distance to Lake, Shops, Golf, Boardwalk, Emporium, & Broadway restaurants. Ideal for 4 adults & up to 5 more guests: 2 king bedrooms, a pullout couch in living room, + air mattress. Enjoy the open living space, balcony, & well-equipped kitchen on 2nd floor. 3rd floor has laundry, main bath, main bed, + primary ensuite. Outdoor amenities include grassy space + games. Parking & Wi-Fi provided. No pets, smoking, boats, or other trailers allowed.

Haywards Bay Estate

Welcome to your perfect lakeside escape! Nestled on beautiful West Lake Okoboji, this charming lake home offers the ultimate family-friendly retreat—with plenty of space to relax, play, and make memories. The property includes a spacious main house and a separate guest house, making it ideal for multi-family stays or giving everyone their own comfortable space. Whether you're on the large patio grilling out, or winding down with a sunset view, you’ll find this is a place where time slows down.

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!

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.

Arnolds Park Cabin on sawmill Park w/bikes, kayaks

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.

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.

Large House Near Splash Pad

Bring the whole family to this great place with lots of room for fun! Welcome to your perfect Okoboji getaway! This spacious and updated home is located walking distance from the Splash Pad at Memorial Park in Spirit Lake and the shores of East Lake Okoboji—making it an excellent choice for families, groups, and lake lovers alike. Bringing a boat? You’re in luck! The property is conveniently located near a boat ramp and offers ample space for boat parking.

Adorable Okoboji Guest House

The first floor is accessed by outside stairs into a massive porch. Perfect place to hang out and watch the deer. A set of stairs inside takes you to the second bedroom upstairs. The accommodations are perfect for two couples or a family of 4-5. Come to Okoboji to walk the nature trails (100 yards away), ride the bike trails (100 yards away), kayak (located on the canals), or boat (Emerson Bay boat ramp one mile away).