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Osceola County Holiday Rentals

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Our top choices for Osceola County holiday rentals

A two-story house with a front porch, a garage, and a deck.

1. Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers

Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers
Okoboji
9.6 out of 10, Exceptional, (41 reviews)
"Nice stay"
United States
Jennifer C.
The price is NZ$200
includes taxes & fees
9 Nov - 10 Nov
Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers
A compact kitchen with a microwave, refrigerator, and a small trash bin.

2. 2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.

2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Arnolds Park
10.0 out of 10, Exceptional, (27 reviews)
"We enjoyed our stay, great location and host. Loved that there was parking for our boat and trailer as well as plug ins. Highly recommend."
United States
AMY T.
The price is NZ$259
includes taxes & fees
16 Nov - 17 Nov
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
A swimming pool with a slide, lounge chairs, and a small building.

3. Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten

Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
Arnolds Park
10.0 out of 10, Exceptional, (162 reviews)
"Great host, beautiful location, clean and comfortable."
United States
Jodie O.
The price is NZ$684
includes taxes & fees
5 Nov - 6 Nov
Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
A spacious kitchen with a central island, wooden flooring, and a view to a living area.

4. Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (26 reviews)
"Great location. Host responds very quickly and is super friendly. Great place to host the family"
United States
Josiah C.
The price is NZ$739
includes taxes & fees
9 Nov - 10 Nov
Cozy Condo by Boardwalk, Restaurants, Golf
A dining area with a wooden table, two chairs, a clock on the wall, and a window with curtains.

5. Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!

Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
Arnolds Park
10.0 out of 10, Exceptional, (15 reviews)
"We had a great time at this air b n b for my bachelorette!! It was very spacious, close to the bars, and so cute for bachelorettes! I would stay here again and again"
United States
Kelsie H.
The price is NZ$761
includes taxes & fees
5 Nov - 6 Nov
Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
A modern living room with a leather sofa, striped armchairs, a white coffee table, and a red vintage refrigerator.

6. 1400 sf 3 bedrooms in Arnolds Park-King bed<br>This suite is on the 3rd floor and does require a guest to use the steps.

1400 sf 3 bedrooms in Arnolds Park-King bed<br>This suite is on the 3rd floor and does require a guest to use the steps.
Arnolds Park
10.0 out of 10, Exceptional, (23 reviews)
"Very clean well cared for property, comfortable accommodations!"
United States
Cynthia M.
The price is NZ$392
includes taxes & fees
10 Nov - 11 Nov
1400 sf 3 bedrooms in Arnolds Park-King bed<br>This suite is on the 3rd floor and does require a guest to use the steps.
A compact living space with a kitchenette, a dining area, and a seating area.

7. Nautical 1BR Loft Steps to East Okoboji Park

Nautical 1BR Loft Steps to East Okoboji Park
Spirit Lake
The price is NZ$484
includes taxes & fees
5 Nov - 6 Nov
Nautical 1BR Loft Steps to East Okoboji Park
A modern living room with a black sofa, beige armchairs, and a marble coffee table.

8. Added a little Halloween Decor!<br>Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs

Added a little Halloween Decor!<br>Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs
Arnolds Park
10.0 out of 10, Exceptional, (22 reviews)
"Just what we needed for our stay"
United States
Jeremiah M.
The price is NZ$235
includes taxes & fees
12 Nov - 13 Nov
Added a little Halloween Decor!<br>Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs
A neatly arranged bedroom with a bed, two bedside tables, a headboard, and wall decorations.

9. 2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.

2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
Arnolds Park
9.2 out of 10, Wonderful, (23 reviews)
"Great location. Host was accommodating and helpful. "
United States
Christine R.
The price is NZ$355
includes taxes & fees
1 Dec - 2 Dec
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
A multi-story building with balconies overlooking a body of water.

10. Bridges Bay Boji Lake-View Condo For Rent!!

Bridges Bay Boji Lake-View Condo For Rent!!
Arnolds Park
9.8 out of 10, Exceptional, (139 reviews)
"We had an amazing time, with great views. The condo had all the necessities and Janel was great to work with and very responsive. We hope to be back next year!"
United States
Deb E.
The price is NZ$688
includes taxes & fees
6 Nov - 7 Nov
Bridges Bay Boji Lake-View Condo For Rent!!
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV, and a fireplace.

11. Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access

Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
Spirit Lake
8.8 out of 10, Excellent, (5 reviews)
"Wonderfully clean property with all the necessary amenities to make for a great, relaxing weekend. I highly recommend this property!"
United States
Kari S.
The price is NZ$981
includes taxes & fees
5 Nov - 6 Nov
Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
A spacious living area with a sofa, coffee table, and a ceiling fan. There is a kitchen area with wooden cabinets and a dishwasher.

12. Beautiful Boji, Cabin #22

Beautiful Boji, Cabin #22
Arnolds Park
9.8 out of 10, Exceptional, (15 reviews)
"Beautiful, clean, cute updated style, great location to pool, shopping, lake and restaurants. Highly recommend! We would stay again."
United States
Julie V.
The price is NZ$847
includes taxes & fees
1 Dec - 2 Dec
Beautiful Boji, Cabin #22
A compact living space with a kitchenette, a dining area, and a seating area with a sofa and chairs.

13. Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.

Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
Arnolds Park
10.0 out of 10, Exceptional, (37 reviews)
"Very nice and clean place. Great beds. I will stay there again."
United States
Patty F.
The price is NZ$400
includes taxes & fees
1 Dec - 2 Dec
Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
Outside view of the condo

14. Condo, Arnolds Park, Walk to Restaurants & Shops, 4 Bedroom, 2 Bath, Pool

Condo, Arnolds Park, Walk to Restaurants & Shops, 4 Bedroom, 2 Bath, Pool
Arnolds Park
10.0 out of 10, Exceptional, (14 reviews)
"This is a great place to stay. Love the space. It has new owners and they are awesome and accommodating! Will definitely stay again"
United States
Tami P.
The price is NZ$1,391
includes taxes & fees
16 Nov - 17 Nov
Condo, Arnolds Park, Walk to Restaurants & Shops, 4 Bedroom, 2 Bath, Pool
A modern bedroom with a grey sofa, a bed, and a TV mounted on the wall.

15. Artsy Tartsy Bunk House off West Lake Okoboji

Artsy Tartsy Bunk House off West Lake Okoboji
Arnolds Park
7.6 out of 10, Good, (10 reviews)
"Walking distance to many local attractions."
United States
Tracy F.
The price is NZ$501
includes taxes & fees
5 Nov - 6 Nov
Artsy Tartsy Bunk House off West Lake Okoboji
A modern living room with a black leather sofa, yellow chairs, and a dining table.

16. New!! 4 Bedroom Unit sleeps 14

New!! 4 Bedroom Unit sleeps 14
Arnolds Park
10.0 out of 10, Exceptional, (25 reviews)
"Super cute and clean, great spot to hang out for weekend."
United States
Madeline H.
The price is NZ$578
includes taxes & fees
8 Nov - 9 Nov
New!! 4 Bedroom Unit sleeps 14
A waterfront property with a dock leading to a house with a balcony and outdoor seating.

17. NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake

NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake
Orleans
10.0 out of 10, Exceptional, (4 reviews)
"Very nice property with beautiful lakeside view. Plenty of room for our family of four, comfortable beds, and convenient access to the Okoboji attractions. Host did a great job of communicating prior to our visit and easy check-in/check-out. Will definitely be coming back again!"
United States
Jon W.
The price is NZ$1,094
includes taxes & fees
10 Nov - 11 Nov
NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake
A modern kitchen with stainless steel appliances, a bar area, and wooden flooring.

18. Charming remodeled 4-Bedroom home with fire pit

Charming remodeled 4-Bedroom home with fire pit
Spirit Lake
10.0 out of 10, Exceptional, (25 reviews)
"Great place, only down side was traffic noise as it is just off of the main road, but it was not a big deal at all."
United States
Becca D.
The price is NZ$721
includes taxes & fees
5 Nov - 6 Nov
Charming remodeled 4-Bedroom home with fire pit
A modern kitchen with a central island, a dining area with a black table, and a living room with a sofa and a coffee table.

19. Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!

Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
Arnolds Park
10.0 out of 10, Exceptional, (33 reviews)
"Very nice property. Friendly owners. Enjoyed our family time in Okoboji."
United States
Gwen
The price is NZ$727
includes taxes & fees
6 Nov - 7 Nov
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
A spacious living room with a sectional sofa, a ceiling fan, and a large window offering a view of the outside.

20. Bridges Bay Retreat - The Perfect Okoboji Getaway

Bridges Bay Retreat - The Perfect Okoboji Getaway
Arnolds Park
10.0 out of 10, Exceptional, (2 reviews)
"Great for the price, comfy and close to all the activities in Arnold’s park"
United States
Connor S.
The price is NZ$670
includes taxes & fees
8 Nov - 9 Nov
Bridges Bay Retreat - The Perfect Okoboji Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osceola County Hotel Reviews

AmericInn by Wyndham Worthington

AmericInn by Wyndham Worthington

8/10 Good
"F"
Bailey 2-night trip
Posted 6 hours ago
AmericInn by Wyndham Worthington

Find out more about Osceola County

Everything you need to know about Osceola County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osceola County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osceola County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osceola County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osceola County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osceola County holiday rentals we have selected for you start as low as NZ$200 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osceola County rentals

At Expedia, we put the best Osceola County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Osceola County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osceola County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osceola County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.