Holiday houses in Orleans

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Top-rated holiday rentals in Orleans

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Top Guest favourite
A spacious living area features two brown leather sofas arranged around a decorative area rug. Exposed wooden beams adorn the ceiling, while natural light fills the room through large windows. Artwork is displayed on the walls, adding character to the inviting space.
Cabin in Okoboji
4.93 out of 5 average rating, 85 reviews

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!

Guest favourite
An open-concept living area is presented, featuring a cozy seating arrangement with a gray sofa and circular coffee table. A well-equipped kitchen with modern appliances and an island bar is visible, alongside a dining table that accommodates several guests, all illuminated by natural light.
Home in Arnolds Park
4.96 out of 5 average rating, 135 reviews

Bright & Comfortable 3- Bedroom Bridges Bay Cabin

Newer single level, 3-bedroom, 2-bath house at the Bridges Bay Resort in Arnolds Park, Iowa. Bright, comfortable furnished space that is the perfect Okoboji vacation hub. Sleeps 10 comfortably. Screened-in game and entertainment garage space, plus back patio for grilling and relaxation. Neighborhood pool across the street and indoor/outdoor water park, arcade, gym (remodeled in 2020) and on location bars/restaurants are a 5-minute walk or short drive away. Six free waterpark passes each day.

Guest favourite
A two-story cabin is showcased, featuring a combination of light-colored siding and a grey shingle roof. A well-maintained lawn surrounds the home, and a concrete driveway leads to an attached garage. Clear blue skies serve as the backdrop.
Cabin in Arnolds Park
4.86 out of 5 average rating, 119 reviews

Okoboji Bridges Bay Cabin on Pond

Awesome cabin in Bridges Bay Resort located on the fishing pond. 2 enclosed bedrooms plus loft. Nicely finished garage provides additional hang-out space. 2 kayaks provided for pond use. Includes 6 passes daily to water park, walking distance to Bridges Bay restaurants and lake access. Over-sized patio with Weber gas grill. Extended driveway for up to 4 cars (street parking not allowed). Washer/dryer available in unit for guest use. Booking guest must be 25 or older, parties not allowed.

Top Guest favourite
A serene sunroom features large windows that provide views of the lake and surrounding trees. A cozy seating area with a plush sofa and a low coffee table is present, while wooden ceiling beams and ceiling fans add to the inviting ambiance.
Home in Spirit Lake
4.93 out of 5 average rating, 97 reviews

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.

Guest favourite
A fire pit with blue adirondack chairs is positioned on a grassy area near the lake. A wooden dock extends into the water, where boats are visible. The sunset creates a colorful sky, enhancing the serene lakeside atmosphere.
Home in Orleans
5 out of 5 average rating, 15 reviews

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.

Top Guest favourite
The large deck features a round metal table surrounded by four chairs, each with floral cushions. A stunning sunset reflects on the lake's surface, casting warm hues across the tranquil water, with trees framing the scene.
Home in Spirit Lake
5 out of 5 average rating, 21 reviews

Quiet home on the lake

Enjoy this beautiful, quiet lakeside home in the Okoboji area: A special place for year-around fun and comfort for you and your loved ones. This 4 bedroom, 3 bath, 3000 sq. ft. home has 2 family rooms, fully equipped kitchen, and dining room with seating for 12. Large windows show off amazing sunsets and panoramic views of Center Lake; a special secret retreat in Great Lakes. Upper and lower patios are great for lake-side eating. This home is specifically curated for families.

Guest favourite
A compact kitchen area features light wooden cabinetry and modern appliances. A white refrigerator stands adjacent to a stove and oven. A decorative shelf with small items is mounted on the wall, and a black mat lies on the floor, providing a functional entry point.
Home in Spirit Lake
4.91 out of 5 average rating, 22 reviews

Tranquil Lakeside Haven

Nestled just 3 minutes from Okoboji, this charming property is one of only two homes on Prairie Lake, offering an exclusive and secluded escape from the hustle and bustle. Breathtaking Lake Views: Step onto the deck and soak in the panoramic views of Prairie Lake. Proximity to Okoboji: You’re close enough to enjoy the attractions but far enough to savor peace and quiet. Modern Comforts: Inside, find a cozy living area, fully equipped kitchen, and comfortable bedroom.

Top Guest favourite
A grassy area is seen from beneath a wooden deck, offering a view of the street and lush trees. The scene features a clear sky with scattered clouds, and paths lead toward Gilbert Park and East Lake Okoboji in the distance.
Apartment in Spirit Lake
4.96 out of 5 average rating, 24 reviews

Amazing Grace.LL

Clean, quiet, spacious flat with a view of East Lake Okoboji. Gilbert Park across the street, a short walk to downtown Spirit Lake, and only 4 blocks from the bike trail. This apartment has it's own unique flair with a beautifully updated walk-in tile shower, kitchenette, big screen tv, wi-fi, 1 bedroom queen bed, and a den with a full-sized futon. This apartment is perfect for the professional looking for a monthly home away from home. This is NOT a party house.

Top Guest favourite
A spacious lake cabin is situated alongside a large structure, possibly a garage. The property is surrounded by well-maintained greenery and trees, with autumn leaves scattered across the yard. A thoughtful landscaping design is evident around the cabin's entrance.
Cabin in Orleans
4.93 out of 5 average rating, 84 reviews

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.

Top Guest favourite
A charming retreat is showcased, with a circular design and a clock tower prominent on the roof. Lush greenery surrounds the structure, complemented by vibrant orange and yellow flowers in the foreground. Two wooden chairs are positioned on a porch, inviting relaxation.
Home in Okoboji
4.93 out of 5 average rating, 56 reviews

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.

Guest favourite
A rustic barn door painted in navy blue features welcoming text that reads 'Welcome to our Lake Retreat.' The door is situated in a hallway, and the adjacent wall is finished in a neutral color, contributing to the inviting atmosphere.
Apartment in Spirit Lake
4.89 out of 5 average rating, 306 reviews

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.

Guest favourite
An inviting interior porch showcases a cozy seating area with four patterned chairs arranged around a small table. Natural light filters through multiple windows, illuminating a corner with cushions and a plant. A patterned rug adds warmth to the space.
Home in Spirit Lake
4.86 out of 5 average rating, 36 reviews

Clarity Cabin

Escape the daily grind and find tranquility at our lakefront cabin in Okoboji, Iowa. Located on East Okoboji Lake, the cabin has direct access to the area’s 60 miles of recreation trails and is just a short distance from a boat launch. The space is ideal for individuals, couples, and small families looking for a peaceful getaway.

Popular amenities for Orleans holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Dickinson County
  5. Orleans