Holiday rentals in Orleans

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!

Lakefront Cabin | East Okoboji Lake | Private Dock

A historic lakefront cabin on East Okoboji Lake with a private dock, gas fire table, and sweeping lake views. Swim from the dock and wake up with a cup of coffee and the water right outside your door. Inside: a cozy bedroom, a sunlit porch overlooking the lake, a living room with a sleeper sofa, and a functional kitchen. The bike trail is right across the street. Whether you're celebrating an anniversary or simply overdue for a quiet lake weekend, this Okoboji cabin is your home away from home.

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!

Henderson Guest House: Modern Meets Cozy!

This beautiful and cozy newly constructed guest house is a perfect modern space for a single, family or group getaway! Sleeps 4 adults with king bedroom and ultra plush full queen sofa sleeper in living room , two electric fireplaces, two TVs, full kitchen, heated concrete floors and three blocks from downtown restaurants, shopping and walking trails and several areas parks. Furnished dining patio and seasonally available gas grill. No pets or parties please. All guests must be registered.

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.

Serenity On Hill Ave

This newly renovated home is in a quiet neighborhood close to downtown Spirit Lake and a short drive from all that the Iowa Great Lakes has to offer. The kitchen has everything you need for cooking meals and in the living room is a smart TV and comfortable seating. Two queen beds and four bunks provide comfortable sleeping for 8 guests. The space is completed with 2 bathrooms and main-floor laundry. In the backyard you will find a fire pit with 4 chairs perfect for a calm summer night.

Lakefront Cabin on Big Spirit

Relax with family and friends at this peaceful cabin on Big Spirit Lake. Completely remodeled in 2023. Enjoy the open floor plan and beautiful outdoor space. This cabin is located on the south east side of Spirit Lake. A short walk to the spill way, boat ramp and park! A private dock and a swimmable beach is the perfect place to enjoy swimming, fishing and floating. Enjoy all the amenities of home including central air, full size washer and dryer, Blackstone grill, wifi and flat screen tv.

Grandpa's Family Big Spirit Cabin *Lift Available*

Grandpa's Cabin is a cozy cottage on Big Spirit Lake. With private dock access your family can enjoy fishing, swimming, and the best sunsets. The cottage has 3 bedrooms, one bathroom with a bathtub/shower, a living room with a sleeper sofa, a full kitchen (oven, stove top, microwave, fridge, dishwasher) and a dining room table. A patio overlooks the lake, a hammock rests between oak trees, charcoal & gas grill, 2 kayaks, and a compact washer/dryer are available. Hoist available.

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.

Lakeshore Cottage Waterfront listing!

Fun for the whole family! A fisherman’s haven with great fishing right off the dock. A bunkroom with sleeping for up to 5 kids. Relax around the fire pit at night or sunbathe on the dock during the day. Looking for some toys for the lake? No problem, we have kayaks, a water trampoline or Maui Mat for rent. Bike trails down the road. Longing for some nostalgia, less than 10 miles away is the Superior 71 Drive-In. Endless of fun for everyone!

* 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!

Charming and cozy 4-Bedroom home with fire pit

Forget your worries in this spacious and serene newly remodeled 4-Bedroom home, which has a lot to offer for a family getaway or friends retreat. Great fishing is only a block away with entertainment at Arnolds Amusement Park and Barefoot Bar and Grill within a short drive to Okoboji. We want you to come and relax at our home and have lots of fun enjoying all the things Spirit Lake and Okoboji have to offer.