Vacation rentals in Orleans

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Top-rated vacation rentals in Orleans

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Top guest favorite

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, 42 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.

Guest favorite

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

4.85 out of 5 average rating, 117 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 favorite

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, 54 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.

Top guest favorite

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, 89 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.

Top guest favorite

A quaint cottage is situated along a serene canal, framed by lush green trees. A private dock extends into the calm water, reflecting the surrounding landscape. A small seating area with colorful chairs is visible near the water's edge, creating a relaxing outdoor space.

Home in Milford

4.95 out of 5 average rating, 38 reviews

Boji Waterfront Retreat - Millers Bay Canals

Soak up the best of life at the lake as you enjoy our Waterfront Retreat on the Millers Bay Canals in the quiet village of Wahpeton. This cottage has just finished its renovation and now features all new furniture and a relaxed beach house style. Your stay here will ensure your time at the lake with family or friends is an Aussie experience without the need for the 15 hr flying time! Enjoy the kayaks or the stand up paddle board and head straight out to the dock and onto the water.

Guest favorite

A cozy seating area features a dark gray couch and two accent chairs. A round coffee table holds decorative items, while a large wall-mounted TV provides entertainment. Wall art and houseplants add a touch of style to the space.

Apartment in Arnolds Park

4.97 out of 5 average rating, 87 reviews

Cozy 1 bedroom suite with patio.

Looking for that cozy spot for a weekend away? Youve found it! Great little patio so you can relax and enjoy the outside before you head out to the local attractions. Queen Room with the opportunity to cook in the room or heat up something later. This is a great location for you to relax and enjoy your time away. Walk to the Ritz, Okoboji Store, Smiles with Miles, Okoboji Dough Factory are within seconds of parking your car. Take a selfie at the selfie walls inside the Stay Suites.

Top guest favorite

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

4.95 out of 5 average rating, 22 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 favorite

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, 81 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.

Superhost

A spacious outdoor deck overlooks the lake, featuring a large wooden table with four black chairs. A pair of orange candle holders adds subtle color to the arrangement. Lush trees provide natural shade, enhancing the serene lakeside setting.

Home in Jackson

4.85 out of 5 average rating, 13 reviews

4BR Lakeside Luxury | Hot Tub | Gameroom | Firepit

This house nestled on Little Spirit Lake has EVERYTHING you need for a fun getaway! Newly renovated in April 2024! *15 mins to Lake Okoboji *Brand new hot tub *Private deck + dock *Game room- Air hockey, foosball, basketball, darts, karaoke *Fire Pit *BBQ Grill *Outdoor dining *Smart TV's *Fully stocked kitchen overlooking the water *Family Friendly- Pack n play + high chair *Washer & Dryer *Pet Friendly ($125/stay)

Guest favorite

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, 297 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 favorite

The image features a serene lake view at sunset, with silhouetted trees framing the scene. Several boat docks are visible on the water, while the sky transitions from orange to deep blue, creating a tranquil setting.

Home in Orleans

5 out of 5 average rating, 13 reviews

Make memories on the Lake!

Are you ready to make memories at the lake?! Look no further! This house is located on Big Spirit Lake. Enjoy time with your family on this peaceful lake! Go tubing, skiing, fishing, have a campfire, and enjoy the beautiful sunset!! Our house has 2 king size beds, 1 pull out couch, and one twin mattress. There is plenty of room downstairs for an air mattress.

Superhost

Apartment in Milford

4.75 out of 5 average rating, 8 reviews

Cozy, spacious 2 bedroom Okoboji Ave. home

This home is conveniently located 5 mins from Terrace Park beach and less than 7 mins from the Great Lakes with 2 bedrooms, 1 full bath, eat-in kitchen and a large living room. House is set up as a duplex style home with private entrance. This listing is for the upper level, with no inside access to the basement apartment. Inquire about garage availability.