Holiday rentals in Orleans

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Top-rated holiday rentals in Orleans

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Top guest favourite
The exterior of the cabin is seen, featuring a spacious patio area with several chairs arranged around a fire pit. The cabin showcases a modern architectural design with large windows reflecting the surrounding landscape, complemented by well-maintained grassy areas and distant views of neighboring cabins.
Cabin in Arnolds Park
5 out of 5 average rating, 20 reviews

Cabin #13

When you stay at Cabin #13, located in row one, you will be close to everything, including additional parking in the back. This Cabin comfortably sleeps 10 people with 2 bedrooms, a loft, 2 baths, an open floor plan, vaulted ceilings, a fully equipped kitchen, a washer/dryer, and a finished garage area for socializing. Enjoy a BBQ on the patio while playing lawn games. Six daily passes, lake Okoboji access, outdoor pools, a swim-up bar, an indoor waterpark, a gym, an arcade, and on-site dining.

Top guest favourite
A spacious living area features comfortable seating arrangements, including a sectional and armchairs. A large wall-mounted TV is situated above a modern console, with light from multiple windows enhancing the room's brightness. Decorative elements include a side table and a table lamp.
Home in Spirit Lake
5 out of 5 average rating, 45 reviews

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.

Top guest favourite
An open kitchen and living area features a large wooden dining table with seating for six. The modern kitchen includes dark cabinetry and stainless steel appliances. Natural light fills the space through a window above the sink, enhancing the clean lines and contemporary design.
Home in Jackson
5 out of 5 average rating, 55 reviews

Modern Meets Cozy! NEW Space

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.

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, 94 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.

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.
Flat 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.

Guest favourite
An inviting living space features a floral-patterned sofa complemented by dark brown pillows. A multi-purpose kitchen island invites gatherings, surrounded by a well-equipped kitchen. Light wood paneling and flooring enhance the room's warmth, while a ceiling fan provides comfort.
Cottage in Arnolds Park
4.92 out of 5 average rating, 25 reviews

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.

Guest favourite
A spacious living area features a large sectional sofa adorned with multiple cushions, inviting relaxation. Soft natural light filters through the window, highlighting a patterned area rug beneath the seating. A single armchair is positioned nearby, complementing the overall aesthetic.
Home in Spirit Lake
4.94 out of 5 average rating, 18 reviews

4BR across the street- north shore of West Lake

Discover your perfect getaway in this beautifully renovated 4-bedroom home. Located directly across the street from the north end of West Lake, adjacent to the bike trail. Plenty of space to park your boat on the driveway, and only a 1/2 mile from the public access. After a long day on the lake, come back to a fantastic kitchen to prepare dinner. Enjoy dinner on a deck that backs to abundant green space. Finish the day roasting smores around the bon fire.

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
Home in Arnolds Park
5 out of 5 average rating, 14 reviews

Little house in Arnolds Park

This house is located in a quiet neighborhood across the street from Lake Minnewashta, where you can enjoy a lake view from the deck. It is centrally located within walking distance to the amusement park & beach. Enjoy your day at the park with rides, shopping, restaurants & free concerts and fireworks on Saturday evenings. There is plenty of parking for your boat with a public boat ramp just 1/2 mile away.

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.
Flat in Spirit Lake
4.89 out of 5 average rating, 302 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.

Popular amenities for Orleans holiday rentals

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