Holiday rentals with a fireplace in Dickinson County

4 Bedroom Condo Stillwater Bridges Bay by Jessi

Bring the whole family to this great place with lots of room for fun. This condo has 4 bedrooms (3 king rooms, 1 bunk bed with 2 full beds), 2 1/2 bathrooms, fully furnished kitchen, spacious living room looking out to the lake and a huge front deck with blackstone grill, table & chairs & a nice sitting area to watch to boats & the sunsets. Also included is an under ground garage, 6 free passes to the fabulous indoor/outdoor waterpark with exercise room, arcade & zipline. 2 restaurants close by.

Colcord Point Sunset Cottage & Guest House

This 9 bed 4.5 bath charming lake house offers a perfect retreat, featuring spacious living areas, cozy bedrooms, and a well-appointed kitchen perfect for family meals or entertaining friends. Outside, a private deck or patio overlooks the shimmering waters, providing a scenic spot for morning coffee or evening cocktails. Guests can enjoy swimming, boating, and water sports right from the private dock. Whether seeking adventure or relaxation, this house is perfect in Iowa's beloved Okoboji Lake.

West Lake Escape! Spacious Home 1 Block From Lake

Bring the whole family to this charming retreat! This spacious home features 2 king beds and 6 queen beds, perfect for large groups. The stocked kitchen has everything you need and the outdoor dining area with grill is ideal for family cookouts. Just one block from beautiful West Lake, public beach, boat ramp, and dock! Plenty of space for parking cars and your boat. Enjoy your morning coffee or a nightcap on the cozy front porch with bluetooth speakers. Perfect for memorable family gatherings.

Bougie Boji - Walk to Arnold’s Park, 10 Beds, Pool

Stay in style at this stunning 3-bedroom 4 bath condo just steps from Arnolds Park, Preservation Plaza and Downtown Okoboji! Walk to restaurants, bars, and entertainment—no driving needed. ✔ Sleeps 14+ comfortably in 10 beds ✔ Full kitchen for hosting & entertaining ✔ Well stocked pantry and coffee bar ✔ New pool & public beach access ✔ Attached garage with games Perfect for trips, family getaways, or a fun lake weekend—this is Boji living at its best. Book now before your dates are gone!

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.

Family Cabin Close To Waterpark, Fully Renovated!

Endless Summer is the ultimate kids cabin at Bridges Bay Resort and Waterpark. Our goal is to provide families with a comfortable and convenient place to gather and make new memories. Enjoy all of the amenities of Bridges Bay including 6 daily indoor/outdoor waterpark passes, arcade, zip line, fitness room and fishing ponds. On top of that our place has entertainment for all ages such as a giant connect 4, a putting green, bags game, kids fishing poles, board games, books, kids toys and more!

Rare POOL SIDE/LAKE VIEW condo -Bridges Bay Resort

Newly remodeled 3 bedroom. 2 bathroom condo at Bridges Bay Resort. Imagine grilling out on the patio while you play yard games, swim in the pool, and look out over East Lake Okoboji. Spend your days exploring the many outdoor activities that Okoboji has to offer, enjoying Boji Splash water park, or simply relaxing by the lake. This rare poolside and lake view condo comes with all the amenities! There is so much to do all year round. Let our vacation home be your next relaxing get away!

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.

Enjoy Okoboji & its Amenities!

This home will keep the good times rolling as it features a fully finished garage for extra living space, a foosball table, ping pong table, and multiple large flat screen TVs. Large backyard and a cozy home to relax with friends/family. Located within 2 miles of The Arnolds Park Green Space and Amusement Park! ** HAVE AN EXTRA LARGE GROUP TO ACCOMMODATE? A “sister” property is located within walking distance and can sleep up to 12. Message for details!

* Spirit Lake Studio* Central yet secluded!

Enjoy modern elegance in a studio space at Tallgrass Apartment complex between Spirit and Okoboji lake. Very central location, stylish decor, comfortable furniture, access to community room, playground onsite, coin laundry just down the hall, bike trail in your backyard, directly across from YMCA, full kitchen, free parking, pet friendly ($50 pet fee), easy self check-in. Located on 2nd floor with no elevator. Very friendly and clean area!

Enjoy your stay at a Lakefront Rustic cabin!

Escape to this beautiful century-old cabin nestled on a quiet street by the lake—a perfect spot for family and friends to unwind. With four cozy bedrooms and one bathroom, the home offers plenty of space to relax and reconnect. Whether you're relaxing by the water, kayaking, toasting marshmallows, grilling, playing games, or simply soaking in the peaceful surroundings, this cabin offers the ideal setting for a memorable getaway.