Holiday Rentals in Osceola County

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Top cities in Osceola County

Check prices for these dates

Our top choices for Osceola County holiday rentals

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 €149
includes taxes & fees
29 Nov - 30 Nov
Cozy cabin in the woods

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 €346
includes taxes & fees
19 Nov - 20 Nov
Quiet Woodland Escape Secluded 3BR Cabin on 30 Acres

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 €302
includes taxes & fees
15 Nov - 16 Nov
Riverfront | Hot Tub, Fireplace, Kayaks & Tubes

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 €258
includes taxes & fees
16 Nov - 17 Nov
Riverfront Retreat | Fire, Sunroom, Kayaks, Tubes

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 €320
includes taxes & fees
1 Dec - 2 Dec
Luxe Log Chalet | Sauna, River, Fire, Kayaks/Tubes

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 €277
includes taxes & fees
19 Nov - 20 Nov
A-Frame | Hot Tub, Fireplace, River, Kayaks &Tubes

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 €328
includes taxes & fees
1 Dec - 2 Dec
Riverside Retreat | Sauna, Fireplace, Kayaks/Tubes

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 €320
includes taxes & fees
1 Dec - 2 Dec
Riverfront | Hot Tub, Fireplace, Kayaks & Tubes

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 €320
includes taxes & fees
1 Dec - 2 Dec
Secluded Riverfront Cottage | Sauna, Fire & Kayaks

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 €300
includes taxes & fees
1 Dec - 2 Dec
Secluded | Sauna, Fire Pit & 20 Acres of Trails

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

Two Riverfront Homes | Hot Tub, Sauna, Kayaks + More
Evart
The price is €673
includes taxes & fees
22 Nov - 23 Nov
Two Riverfront Homes | Hot Tub, Sauna, Kayaks + More

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 €174
includes taxes & fees
17 Nov - 18 Nov
Chippewa Bluffs Resort

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 €95
includes taxes & fees
17 Nov - 18 Nov
Week/Weekend Cabin Getaway #1

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 €118
includes taxes & fees
27 Nov - 28 Nov
Cabin 3 at Gray’s Riverside Camp

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.
Twin bed cottage on Chippewa Lake with pickleball court

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 €109
includes taxes & fees
17 Nov - 18 Nov
Modern Handicapped Accessible Studio Apartment In-Law suite

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 €81
includes taxes & fees
15 Nov - 16 Nov
Yurt at Gray’s Riverside Camp

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

Delightful 1-bedroom recreational vehicle with AC in Paris!
Paris
The price is €161
includes taxes & fees
15 Nov - 16 Nov
Delightful 1-bedroom recreational vehicle with AC in Paris!

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 €194
includes taxes & fees
16 Nov - 17 Nov
Cozy 1 Bdrm cabin/sleeps 4. Fireplace/Lakefront/Kayaks and pedal boat included

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 €228
includes taxes & fees
30 Nov - 1 Dec
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.

Find holiday rentals that suit your style

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, apart-hotels, 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 €81 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.