Photo by Eric & Kristy's Adventures

Book Osceola County Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Top Cities in Osceola County

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Property class

Top Hotels in Osceola County

Osceola Grand Hotel

2.5 star property
8.0 out of 10, Very good, (301)
"The staff were very friendly and polite. Hotel was clean and nice."
The price is AU$146
includes taxes & fees
4 Aug - 5 Aug
Osceola Grand Hotel

Walk to Gray Lake: Pet-friendly Cottage

3.0 star property
Walk to Gray Lake: Pet-friendly Cottage

Charming Renovated Cabin with a Cottage vibe. Thus "The Cabbage"

9.6 out of 10, Exceptional, (103)
" We recently had the pleasure of staying at The Cabbage, and it was an absolutely delightful experience! From the moment we arrived, everything was just as described—clean, comfortable, and inviting. The location couldn’t be better! Not far from the stunning Sleeping Bear Dunes and the charming Fishtown, we found ourselves perfectly positioned to explore the beauty of the area. Our visit on July 11th, 2025, was quite warm, so we were especially grateful to step into a cool, air-conditioned...
Charming Renovated Cabin with a Cottage vibe. Thus "The Cabbage"

Cozy Riverfront Cabin w/ Water Access, Fireplace, AC, Firepit

10.0 out of 10, Exceptional, (7)
"Very lovely cabin on the river. Very quiet and peaceful. "
Cozy Riverfront Cabin w/ Water Access, Fireplace, AC, Firepit

Lake front Cabin great for boating, fishing, skiing, tubing, weekend getaway.

10.0 out of 10, Exceptional, (1)
"We were in town visiting our son that is working in the area for the summer and this lake front cabin was perfect for our one night stay.My wife and I will definitely stay again when visiting if available."
The price is AU$235
includes taxes & fees
7 Aug - 8 Aug
Lake front Cabin great for boating, fishing, skiing, tubing, weekend getaway.

Gabriel's Cabin in the Woods

10.0 out of 10, Exceptional, (14)
"If you are looking for a remote, semi off grid stay with beautiful views...you found your nirvana!"
Gabriel's Cabin in the Woods

Walk to Gray Lake: Pet-Friendly Cottage

9.4 out of 10, Exceptional, (3)
"Me and my family loved the cabin! Very nice, all rooms were very nice and clean are favorite was the basement, fire pit area was really nice and fun as well! We will definitely be back!"
Walk to Gray Lake: Pet-Friendly Cottage

Modern, Hidden Gem Tiny House, Wood-Fired Hot Tub & Outdoor Screened-In Kitchen

2.0 star property
9.0 out of 10, Wonderful, (2)
"Great experience will be back"
Modern, Hidden Gem Tiny House, Wood-Fired Hot Tub & Outdoor Screened-In Kitchen

Bear Lake | Kayaks, Firepit, Lake Access, Beach

8.0 out of 10, Very good, (1)
"Lot of the houses around it were dumps But it was a nice place"
The price is AU$378
includes taxes & fees
10 Aug - 11 Aug
Bear Lake | Kayaks, Firepit, Lake Access, Beach

COUPLE - on Hersey River, trails, close to golfing, parks and horseback riding

2.0 star property
9.4 out of 10, Exceptional, (6)
"Cute place to stay. It was relaxing woth the water running outside. Bed was comfortable. "
COUPLE - on Hersey River, trails, close to golfing, parks and horseback riding

Amazing Log Cabin Nestled in 1000s of Acres of Beautiful Forest

Amazing Log Cabin Nestled in 1000s of Acres of Beautiful Forest

Riverfront | Hot Tub, Fireplace, Kayaks & Tubes

10.0 out of 10, Exceptional, (11)
"Property was clean, location was beautiful and the host was great to communicate with."
The price is AU$578
includes taxes & fees
6 Aug - 7 Aug
Riverfront | Hot Tub, Fireplace, Kayaks & Tubes

Northern Michigan Vacation Rental on Crooked Lake!

3.0 star property
Northern Michigan Vacation Rental on Crooked Lake!

Hawkins Hideout Luxury Cabin, Wi-Fi, Hot Tub!

10.0 out of 10, Exceptional, (3)
"Perfect little cabin to get away and relax. Took full advantage of the awesome hot tub. Would've liked to see more wildlife, but not this time around. Overall great place, super easy communication with owner."
Hawkins Hideout Luxury Cabin, Wi-Fi, Hot Tub!

Cozy cabin in the woods

10.0 out of 10, Exceptional, (95)
"I have booked a few different cabins, this is the one we keep coming back to! From the views to the pinball and juke box this has everything you could ask for!"
The price is AU$250
includes taxes & fees
18 Aug - 19 Aug
Cozy cabin in the woods

Family/Friend Retreat on Hersey River, close to trails, golf & horseback riding

2.0 star property
Family/Friend Retreat on Hersey River, close to trails, golf & horseback riding

Keefer Cabin on the Hersey Creek

10.0 out of 10, Exceptional, (6)
"We loved our stay at Keefer Cabin! Hersey creek was the perfect place for my daughter to splash and play. We are looking forward to staying here again!!"
Keefer Cabin on the Hersey Creek

Luxury Glamping Yurt with Loft, Wood-Fired Hot Tub

10.0 out of 10, Exceptional, (9)
"Definitely a great little get away!! Just what we were looking for, and will be back next year!"
Luxury Glamping Yurt with Loft, Wood-Fired Hot Tub

Modern Log Cabin | Fire Pit & 20 Acres of Trails

8.6 out of 10, Excellent, (4)
"Great cabin and property! We loved staying at the cabin, it was very peaceful and quiet. We absolutely loved the well groomed trails and our beagle loved them even more! We seen a great abundance of wildlife while sitting outside and walking the trails. If you're looking for a spotless, fancy and luxurious cabin or you're a picky person you might want to look elsewhere. However if you're someone like myself that don't seek absolute perfection and love a secluded cabin getaway from the everyday...
The price is AU$511
includes taxes & fees
12 Aug - 13 Aug
Modern Log Cabin | Fire Pit & 20 Acres of Trails

Lakeside Retreat | Hot Tub, Kayak, Arcade, Pontoon

9.6 out of 10, Exceptional, (14)
"This was a great place to stay! Owner was very sweet. When a previous renter left some issues Stacy contacted me right away letting me know what was happening, what she was doing about and offered some different solutions. She was accommodating with our large group and various combinations of people each night. Highly recommend this place for a peaceful, relaxing getaway or a more fast paced adventure!"
The price is AU$924
includes taxes & fees
6 Aug - 7 Aug
Lakeside Retreat | Hot Tub, Kayak, Arcade, Pontoon
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Osceola County Hotel Reviews