Pet-friendly vacation rentals in Dickinson County

Bridges Bay Condo Lake & Pool views!

This is a great condo on the 3rd floor in Bridges Bay, Newport Bridge building. 3 bedrooms and 2 bathrooms with an awesome view of East Lake Okoboji! Receive 6 daily passes to the indoor water park and outdoor pool with swim-up bar. A swimming pool is also located just outside our building; direct views of the pool from our deck. Bracco & Waterfront restaurants, arcade and fitness center in walking distance. Experience a family friendly, spacious condo with a feeling of home while on vacation!

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.

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!

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.

Open for winter Games

A stylish quiet resort attached escape in the exciting hidden gem of the country. Designed with a group getaway feel in mind. Whether it be family, friends, or alone, this property is set up to elegantly host you comfortably and conveniently. It is located in the Bridges Resort property, with access to all of the amenities of the resort, including 6 passes a day to the indoor outdoor water park, 2 pools, pickle ball courts, a fully stocked pond for fishing, and access to the lake.

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.

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.

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.

Charming Lakes Cottage in the Woods!

Escape to a peaceful woodland retreat nestled in a wildlife refuge. Just steps from Pikes Point State Park and one of the Iowa Great Lakes’ most popular swim beaches. Located on scenic Lakeshore Drive, close to shopping, dining, and year-round entertainment. Enjoy ample outdoor space, easy parking, and the chance to spot wildlife right in your backyard. -perfect for guests seeking a peaceful getaway with easy access to lakeside fun and local attractions.

Okoboji Bridges Bay Resort Private Cabin

Okoboji Bridges Bay Resort Vacation Cabin, Boat Hoist, and Golf Cart for Rent. Fully Stocked and Very Clean 3 Bedrooms with Loft acting as a 4th bedroom. 5 Large TV's W/streaming, and Wi Fi. Includes 6 free Water Park Passes. Also, Multiple Cabin Owner/Manager Great for Large Groups who only want to deal with one host. All of our places are very well stocked like a home away from home. Boat Hoist or Golf Cart rentable for extra fee.

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.

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.