An aerial view of a coastal city with high-rise buildings, a curved waterfront promenade, and a beach.

Osceola County Holiday Rentals

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Our top choices for Osceola County holiday rentals

A modern kitchen with a granite countertop, stainless steel sink, and wooden shelves. There is a large window with a view of trees and a bench with a blanket.

1. On-site Trails & Trout Stream! NW Michigan Escape

On-site Trails & Trout Stream! NW Michigan Escape
3.0 star property
Hersey
The price is AU$379
includes taxes & fees
20 Oct - 21 Oct
On-site Trails & Trout Stream! NW Michigan Escape
A spacious living area with a high ceiling, exposed wooden beams, a staircase, and a ceiling fan.

2. Cozy cabin in the woods

Cozy cabin in the woods
Evart
10.0 out of 10, Exceptional, (127 reviews)
"Very nice property and excellent hosts!"
United States
Kristina E.
The price is AU$232
includes taxes & fees
9 Nov - 10 Nov
Cozy cabin in the woods
A wooden cabin with a snow-covered porch and a small porch area.

3. Quiet Woodland Escape Secluded 3BR Cabin on 30 Acres

Quiet Woodland Escape Secluded 3BR Cabin on 30 Acres
Sears
10.0 out of 10, Exceptional, (11 reviews)
The price is AU$555
includes taxes & fees
15 Oct - 16 Oct
Quiet Woodland Escape Secluded 3BR Cabin on 30 Acres
A wooden cabin interior with a large wooden dining table, kitchen area with appliances, and large windows.

4. Riverfront | Hot Tub, Fireplace, Kayaks & Tubes

Riverfront | Hot Tub, Fireplace, Kayaks & Tubes
Evart
10.0 out of 10, Exceptional, (22 reviews)
"Nice winter get away! Host was very responsive, cabin was clean and had all the basic amenities you could need for a long weekend. Overall great cabin! "
United States
Kim D.
The price is AU$489
includes taxes & fees
15 Oct - 16 Oct
Riverfront | Hot Tub, Fireplace, Kayaks & Tubes
A log cabin with a wooden porch, a grill, and a number '982' on the door.

5. Luxe Log Chalet | Sauna, River, Fire, Kayaks/Tubes

Luxe Log Chalet | Sauna, River, Fire, Kayaks/Tubes
Hersey
9.6 out of 10, Exceptional, (25 reviews)
"We really enjoyed our stay in this comfortable and private retreat. The bonfire area was great and the house had everything we needed. "
United States
Ben B.
The price is AU$489
includes taxes & fees
14 Oct - 15 Oct
Luxe Log Chalet | Sauna, River, Fire, Kayaks/Tubes
A modern kitchen with a granite countertop, stainless steel sink, and wooden shelves. There is a large window with a view of trees and a bench with a blanket.

6. On-Site Trails & Trout Stream! NW Michigan Escape

On-Site Trails & Trout Stream! NW Michigan Escape
Hersey
10.0 out of 10, Exceptional, (3 reviews)
"This was a wonderful visit! Beautiful scenery! Very clean place! Fresh smells! The owners are wonderful and there to help with whatever you need! We enjoyed every moment spent here and will absolutely visit again! "
United States
Makayla W.
The price is AU$381
includes taxes & fees
20 Oct - 21 Oct
On-Site Trails & Trout Stream! NW Michigan Escape
A wooden gazebo with benches and a hanging chair, surrounded by trees and a grassy area.

7. Riverside Retreat | Sauna, Fireplace, Kayaks/Tubes

Riverside Retreat | Sauna, Fireplace, Kayaks/Tubes
Hersey
9.4 out of 10, Exceptional, (14 reviews)
"Great place to stay. The property was private and comfortable, and the outdoor grill areas were awesome. We really enjoyed the river access, and the big yard was perfect for playing lawn games all day. Overall, it was a perfect spot for a weekend getaway!"
United States
Justin N.
The price is AU$510
includes taxes & fees
18 Oct - 19 Oct
Riverside Retreat | Sauna, Fireplace, Kayaks/Tubes
A cabin interior with a wooden floor, large windows, a couch, and a door leading outside.

8. Riverfront Retreat | Fire, Sunroom, Kayaks, Tubes

Riverfront Retreat | Fire, Sunroom, Kayaks, Tubes
Sears
10.0 out of 10, Exceptional, (1 review)
"We had such a great time here for our anniversary! We took the kayaks out on the river, we floated in the tubes, we had brought our fishing poles and did some fishing and had a fire. It was so quiet and peaceful. Honestly I would’ve loved to stay longer there was no shortage of things to do. They had everything we needed there. Robert the property manager was so responsive and was very helpful as well. I highly recommend coming to this cute cottage and experiencing it for yourself! We will...
United States
Samantha W.
The price is AU$416
includes taxes & fees
14 Oct - 15 Oct
Riverfront Retreat | Fire, Sunroom, Kayaks, Tubes
A cabin with a deck and a river in the foreground.

9. Riverfront | Hot Tub, Fireplace, Kayaks & Tubes

Riverfront | Hot Tub, Fireplace, Kayaks & Tubes
Reed City
9.8 out of 10, Exceptional, (18 reviews)
"The host was very responsive, the house was very clean, quiet and cozy. Perfect for a weekend getaway! Will definitely be back!! "
United States
Ariel O.
The price is AU$485
includes taxes & fees
15 Oct - 16 Oct
Riverfront | Hot Tub, Fireplace, Kayaks & Tubes
A cabin surrounded by a forest with a small stream and a wooden dock.

10. A-Frame | Hot Tub, Fireplace, River, Kayaks &Tubes

A-Frame | Hot Tub, Fireplace, River, Kayaks &Tubes
Sears
9.4 out of 10, Exceptional, (22 reviews)
"Had a relaxing stay and enjoyed close hiking trails"
United States
Scott F.
The price is AU$473
includes taxes & fees
21 Oct - 22 Oct
A-Frame | Hot Tub, Fireplace, River, Kayaks &Tubes
A modern house with a wooden deck, outdoor furniture, and a large umbrella.

11. Modern Hersey Tiny Home w/ Private Hot Tub!

Modern Hersey Tiny Home w/ Private Hot Tub!
3.0 star property
Hersey
The price is AU$378
includes taxes & fees
25 Oct - 26 Oct
Modern Hersey Tiny Home w/ Private Hot Tub!
A wooden cabin interior with a dining area, kitchen, and a staircase leading to an upper level.

12. Secluded | Sauna, Fire Pit & 20 Acres of Trails

Secluded | Sauna, Fire Pit & 20 Acres of Trails
Evart
9.0 out of 10, Wonderful, (8 reviews)
"Great cabin very clean and comfortable. Excellent communication with the owner. Highly recommend staying for a long weekend. "
United States
J M.
The price is AU$475
includes taxes & fees
25 Oct - 26 Oct
Secluded | Sauna, Fire Pit & 20 Acres of Trails
A cabin with a wooden deck and a second-story balcony overlooking a river, surrounded by dense green forest.

13. Secluded Riverfront Cottage | Sauna, Fire & Kayaks

Secluded Riverfront Cottage | Sauna, Fire & Kayaks
Evart
8.6 out of 10, Excellent, (7 reviews)
The price is AU$485
includes taxes & fees
15 Oct - 16 Oct
Secluded Riverfront Cottage | Sauna, Fire & Kayaks
A wooden cabin interior with a large wooden dining table, kitchen area with appliances, and large windows.

14. Two Riverfront Homes | Hot Tub, Sauna, Kayaks + More

Two Riverfront Homes | Hot Tub, Sauna, Kayaks + More
Evart
The price is AU$1,190
includes taxes & fees
21 Oct - 22 Oct
Two Riverfront Homes | Hot Tub, Sauna, Kayaks + More
A yurt interior with a wooden bed, a sofa, a woven chair, and a patterned rug.

15. Yurt at Gray’s Riverside Camp

Yurt at Gray’s Riverside Camp
Big Rapids
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely what we were looking for. A nice, relaxing night away before a pheasant hunt on Sunday. The temp was a little chilly at night but the space heater provided enough heat that we were very comfortable in the Yurt. Close to the showers and restroom. Highly recommend."
United States
Janae
The price is AU$139
includes taxes & fees
14 Oct - 15 Oct
Yurt at Gray’s Riverside Camp
A compact kitchen with a microwave, stove, and refrigerator.

16. Delightful 1-bedroom recreational vehicle with AC in Paris!

Delightful 1-bedroom recreational vehicle with AC in Paris!
Paris
The price is AU$261
includes taxes & fees
24 Oct - 25 Oct
Delightful 1-bedroom recreational vehicle with AC in Paris!
Property amenity

17. Chippewa Bluffs Resort

Chippewa Bluffs Resort
3.0 star property
Chippewa Lake
9.4 out of 10, Exceptional, (23 reviews)
"The property was beautiful. We had a very awesome view overlooking Chippewa Lake!! We definitely will be back."
United States
Andrew
The price is AU$257
includes taxes & fees
15 Oct - 16 Oct
Chippewa Bluffs Resort
Two small cabins with a snow-covered ground, a table, and a grill outside.

18. Week/ Weekend Cabin Rental #2

Week/ Weekend Cabin Rental #2
Luther
9.4 out of 10, Exceptional, (26 reviews)
"Home away from home. "
United States
Thomas P.
The price is AU$175
includes taxes & fees
14 Oct - 15 Oct
Week/ Weekend Cabin Rental #2
A multi-tiered metal stand with kitchenware and a coffee maker.

19. Gray’s Riverside Camp Cabin 4

Gray’s Riverside Camp Cabin 4
Big Rapids
9.6 out of 10, Exceptional, (30 reviews)
"Really fun little cabin to stay at, comfy with an air conditioner too!"
United States
Louis Y.
The price is AU$261
includes taxes & fees
14 Oct - 15 Oct
Gray’s Riverside Camp Cabin 4
A covered outdoor deck with wooden furniture and a ceiling fan.

20. Riverfront Blufftop Escape | Hot Tub, Deck, Fireplace, Kayaks, Tubes & Firepit

Riverfront Blufftop Escape | Hot Tub, Deck, Fireplace, Kayaks, Tubes & Firepit
Big Rapids
10.0 out of 10, Exceptional, (3 reviews)
"The property was just as listed and communication was clear and prompt. Everyone enjoyed their stay!"
United States
Christine K.
The price is AU$570
includes taxes & fees
28 Oct - 29 Oct
Riverfront Blufftop Escape | Hot Tub, Deck, Fireplace, Kayaks, Tubes & Firepit
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

Mushroom Cap Motel

Mushroom Cap Motel

10/10 Excellent
"Very clean. My only thing was I had"
Julie 1-night trip
Posted 4 hours ago
Mushroom Cap Motel

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 favourite 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 depend 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 chosen for you start as low as AU$182 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.