Pet-friendly holiday rentals in Dickinson County

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.

BOHO Bungalow on the Pond w/ Hot Tub

Welcome to the BOHO Bungalow on the Pond, a peaceful retreat within Bridges Bay Resort. This 3-bedroom, 2-bath retreat with a spacious loft features a private hot tub, pond views, and access to Okoboji’s top attractions. ~ Prime Location: Steps from dining, waterpark, and entertainment. ~ Cozy Comforts: King, queen, twin bunkbed, and sleeper sofa. ~ Fun Amenities: Hot tub, fishing gear, kayak, paddleboard, yard games. ~ Extras: 6 daily waterpark passes included! ($168/day value!!)

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.

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.

Charming Cabin! Pet Friendly

Spacious cabin with master bed & master bath. Patio area looks out to outdoor pool and plenty of yard space for yard games. Cabin sleeps 11 guests; has three bedrooms (includes a loft bedroom), and a pull out sofa in the family room. The heated garage is a great place for games and hanging out! Six free daily waterpark passes & access to the fitness center. One pet is allowed; cat or dog under 50 lbs.