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

Osceola County Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Osceola County vacation rentals

A spacious living area with a high ceiling, exposed wooden beams, a staircase, and a ceiling fan.

1. Cozy cabin in the woods

Cozy cabin in the woods
Evart
10.0 out of 10, Exceptional, (128 reviews)
"Very nice property and excellent hosts!"
United States
Kristina E.
The price is CA $143
CA $231 total
includes taxes & fees
Nov 29 - Nov 30
Cozy cabin in the woods
A cabin with a red roof surrounded by tall trees and a grassy yard.

2. 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, (13 reviews)
"Perfect for a remote getaway"
United States
Trevor D.
The price is CA $357
CA $542 total
includes taxes & fees
Dec 4 - Dec 5
Quiet Woodland Escape Secluded 3BR Cabin on 30 Acres
A wooden staircase leading down to a body of water, surrounded by trees.

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

Riverfront | Hot Tub, Fireplace, Kayaks & Tubes
Evart
10.0 out of 10, Exceptional, (23 reviews)
"Property was clean, location was beautiful and the host was great to communicate with."
United States
Nicholas B.
The price is CA $405
CA $477 total
includes taxes & fees
Nov 15 - Nov 16
Riverfront | Hot Tub, Fireplace, Kayaks & Tubes
A wooden deck with benches overlooking a calm lake, surrounded by trees.

4. 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 CA $348
CA $409 total
includes taxes & fees
Nov 16 - Nov 17
Riverfront Retreat | Fire, Sunroom, Kayaks, Tubes
A forested campsite with Adirondack chairs and a picnic table.

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

Luxe Log Chalet | Sauna, River, Fire, Kayaks/Tubes
Hersey
9.6 out of 10, Exceptional, (26 reviews)
"Good"
United States
Riley M.
The price is CA $431
CA $507 total
includes taxes & fees
Dec 1 - Dec 2
Luxe Log Chalet | Sauna, River, Fire, Kayaks/Tubes
A cabin surrounded by a forest with a small stream and a wooden dock.

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

A-Frame | Hot Tub, Fireplace, River, Kayaks &Tubes
Sears
9.4 out of 10, Exceptional, (23 reviews)
"Had a relaxing stay and enjoyed close hiking trails"
United States
Scott F.
The price is CA $387
CA $456 total
includes taxes & fees
Nov 19 - Nov 20
A-Frame | Hot Tub, Fireplace, River, Kayaks &Tubes
A wooden deck with metal chairs and a table by a river, surrounded by lush greenery and trees.

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

Riverside Retreat | Sauna, Fireplace, Kayaks/Tubes
Hersey
9.4 out of 10, Exceptional, (16 reviews)
"Great, private get away! Enjoyed the fire pit, by the beautiful river. The cottage was nice and roomy. It can sleep so many people comfortably. Next time, I’ll bring more family. It was lovely."
United States
Ann V.
The price is CA $431
CA $507 total
includes taxes & fees
Dec 1 - Dec 2
Riverside Retreat | Sauna, Fireplace, Kayaks/Tubes
A cabin with a deck and a river in the foreground.

8. 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 CA $405
CA $477 total
includes taxes & fees
Nov 17 - Nov 18
Riverfront | Hot Tub, Fireplace, Kayaks & Tubes
A cabin with a wooden deck and a second-story balcony overlooking a river, surrounded by dense green forest.

9. Secluded Riverfront Cottage | Sauna, Fire & Kayaks

Secluded Riverfront Cottage | Sauna, Fire & Kayaks
Evart
8.4 out of 10, Very good, (9 reviews)
"Lovely spot to get in touch with nature :)"
United States
Patrick S.
The price is CA $405
CA $477 total
includes taxes & fees
Nov 15 - Nov 16
Secluded Riverfront Cottage | Sauna, Fire & Kayaks
A wooden staircase with a unique spiral design, leading to a second floor.

10. 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)
"Perfect for a weekend away with our dog! We loved walking the beautiful trails, enjoyed reading on the big sunny porch and relished the peace and quiet of the woods. We also enjoyed our breakfast at the Lamplighter cafe in town and walking around the local farmer’s market! The house itself was comfy but a bit more rustic than we thought and it could have been a little cleaner. Totally fine for our purposes though!"
United States
Katie H.
The price is CA $396
CA $465 total
includes taxes & fees
Nov 25 - Nov 26
Secluded | Sauna, Fire Pit & 20 Acres of Trails
A wooden staircase leading down to a body of water, surrounded by trees.

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

Two Riverfront Homes | Hot Tub, Sauna, Kayaks + More
Evart
The price is CA $883
CA $1,038 total
includes taxes & fees
Nov 19 - Nov 20
Two Riverfront Homes | Hot Tub, Sauna, Kayaks + More
Property amenity

12. Chippewa Bluffs Resort

Chippewa Bluffs Resort
3.0 star property
Chippewa Lake
9.6 out of 10, Exceptional, (24 reviews)
"Clean and Quiet.....Great Stay"
United States
Jeff
The price is CA $87
CA $274 total
includes taxes & fees
Nov 17 - Nov 18
Chippewa Bluffs Resort
A room with a wooden interior, a table with a bowl and a 'WELCOME' sign, a television mounted on the wall, and a window with curtains.

13. Week/Weekend Cabin Getaway #1

Week/Weekend Cabin Getaway #1
Luther
9.0 out of 10, Wonderful, (24 reviews)
"Great place"
United States
Farhaan
The price is CA $143
CA $160 total
includes taxes & fees
Nov 19 - Nov 20
Week/Weekend Cabin Getaway #1
A spacious living area with a wooden floor, a black leather sofa, a rocking chair, a dining table with chairs, a ceiling fan, and a window with a view of greenery.

14. Cabin 3 at Gray’s Riverside Camp

Cabin 3 at Gray’s Riverside Camp
Big Rapids
8.0 out of 10, Very good, (2 reviews)
"Clean room awesome spot!!! Had a great time! Would definitely come back again!"
United States
Richard
The price is CA $107
CA $181 total
includes taxes & fees
Nov 27 - Nov 28
Cabin 3 at Gray’s Riverside Camp
Gazebo filled with board games and coloring supplies. This is a shared space for all the cabins and house.

15. Twin bed cottage on Chippewa Lake with pickleball court

Twin bed cottage on Chippewa Lake with pickleball court
Chippewa Lake
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time at Chippewa Lake! Cabin was clean, had everything we needed, the set up for a camp fire including the wood! We will be back! Great place to stay! A wonderful and relaxing time😊"
United States
Karla D.
The price is CA $107
CA $300 total
includes taxes & fees
Nov 20 - Nov 21
Twin bed cottage on Chippewa Lake with pickleball court
Interior

16. Modern Handicapped Accessible Studio Apartment In-Law suite

Modern Handicapped Accessible Studio Apartment In-Law suite
Harrison
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay. Donna(host) was always available for us. The apartment was spotlessly clean. We were able to watch the Michigan football game on this huge flatscreen TV! The bath towels were fine quality and we had plenty for our stay. Large shower convenient for handicap use. Kitchen was well stocked. This property is located on Sand Lake in Harrison, Michigan. The one very minor item I would suggest is to space the recliner a tad further away from the bed to allow a wheelchair...
United States
Donald
The price is CA $122
CA $168 total
includes taxes & fees
Nov 23 - Nov 24
Modern Handicapped Accessible Studio Apartment In-Law suite
A cozy interior with a high ceiling, a central light fixture, a patterned wall, and a seating area with a rug and cushions.

17. 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 CA $71
CA $124 total
includes taxes & fees
Nov 19 - Nov 20
Yurt at Gray’s Riverside Camp
A compact kitchen with a microwave, stove, and refrigerator.

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

Delightful 1-bedroom recreational vehicle with AC in Paris!
Paris
The price is CA $186
CA $249 total
includes taxes & fees
Nov 27 - Nov 28
Delightful 1-bedroom recreational vehicle with AC in Paris!
A lakeside view with a gazebo, chairs, and a tree.

19. Cozy 1 Bdrm cabin/sleeps 4. Fireplace/Lakefront/Kayaks and pedal boat included

Cozy 1 Bdrm cabin/sleeps 4. Fireplace/Lakefront/Kayaks and pedal boat included
Remus
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful place peaceful and serene. My family had wonderful time and kim is a great host we needed needed nothing at our stay she had everything we willbe soon :)"
United States
G N.
The price is CA $173
CA $296 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 1 Bdrm cabin/sleeps 4. Fireplace/Lakefront/Kayaks and pedal boat included
A loft bedroom with a bunk bed, a ladder, a white sofa, a small desk, and a clock on the wall.

20. Gray’s Riverside Camp Cabin 2

Gray’s Riverside Camp Cabin 2
Big Rapids
9.2 out of 10, Wonderful, (32 reviews)
"Great place "
United States
Michelle T.
The price is CA $214
CA $362 total
includes taxes & fees
Dec 15 - Dec 16
Gray’s Riverside Camp Cabin 2
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osceola County Hotel Reviews

Quality Inn Clare

Quality Inn Clare

8/10 Good
"Clean room good rate"
John 1-night trip
Posted 1 day ago
Quality Inn Clare

Find out more about Osceola County

Everything you need to know about Osceola County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola County vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osceola County vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osceola County vacation rentals we have selected for you start as low as CA $542 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 vacation 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 vacation.

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. 

Explore a world of travel with Expedia