Vacation Rentals in Osceola County

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Top Cities in Osceola County

Top Vacation Rentals in Osceola County

Charming Rose Lake beach house

Le Roy
9.8 out of 10, Exceptional, (106)
"Rose Lake is a beautiful place, the cottage is perfect and the owner's a gem."
United States
Brenda W.
Charming Rose Lake beach house

Maple Lane Lake House

Tustin
10.0 out of 10, Exceptional, (61)
"We had a great time and the house was way better than expected! "
United States
Stephanie S.
Maple Lane Lake House

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

2.0 star property
Reed City
10.0 out of 10, Exceptional, (3)
"This was the perfect spot for our visit with great access to the White Pine Trail. The rental was clean and comfy and had everything we needed for a great visit. "
United States
Timothy P.
Family/Friend Retreat on Hersey River, close to trails, golf & horseback riding

Chippewa Bluffs Resort

3.0 star property
Chippewa Lake
9.8 out of 10, Exceptional, (8)
"Cute place. Wish we had longer to enjoy it. "
United States
Jodi
$185 nightly
The price is $189
Nov 23 - Nov 24
Total with taxes and fees
Chippewa Bluffs Resort

Adult Themed Cabin w/ Hot Tub

Idlewild
10.0 out of 10, Exceptional, (34)
"Great place for a romantic getaway "
United States
Kari G.
Adult Themed Cabin w/ Hot Tub

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

Lake
9.6 out of 10, Exceptional, (114)
"Nice little place that lived up to its reviews "
United States
Daniel F.
Charming Renovated Cabin with a Cottage vibe. Thus "The Cabbage"

Dog friendly cozy red cottage near lakes and trails

Harrison
9.6 out of 10, Exceptional, (37)
"Very clean and comfortable. Our next trip to Cranberry Lake we will definitely be looking to stay here again"
United States
Brandon J.
Dog friendly cozy red cottage near lakes and trails

Cozy lakefront cabin with fireplace, private beach, 2 firepits. Open year round!

Remus
10.0 out of 10, Exceptional, (14)
"Great spot on the lakeside. Totally recommend this place if you’re in the area and in need of small lakeside accommodations. "
United States
abby S.
$180 nightly
The price is $186
Nov 23 - Nov 24
Total with taxes and fees
Cozy lakefront cabin with fireplace, private beach, 2 firepits. Open year round!

Bluegill lake -Lake front retreat- Dog friendly - additional charge

Harrison
10.0 out of 10, Exceptional, (112)
"Everything was perfect and being right on the water was amazing. The host is very helpful. We can’t wait to come back!"
United States
Rebecca B.
Bluegill lake -Lake front retreat- Dog friendly - additional charge

Stylish, Cozy Cabin in Lake George.

Lake
9.6 out of 10, Exceptional, (11)
"The only thing that would make it a little better would be better shades on the windows for privacy."
United States
Thomas
Stylish, Cozy Cabin in Lake George.

Peaceful Retreat for Families/Couples/Groups - All Sports Lake w/ Kayaks & SUP's

Cadillac
10.0 out of 10, Exceptional, (157)
"The house was perfect for our 3 generations of family. The lake area was quiet with lots of natural wildlife around: herons, loons, songbirds, toads, fish. The grandkids loved it all!"
United States
Donnan? F.
Peaceful Retreat for Families/Couples/Groups - All Sports Lake w/ Kayaks & SUP's

The Little A frame

Wellston
9.6 out of 10, Exceptional, (43)
"Great little getaway spot! "
United States
Jinny H.
The Little A frame

Week/ Weekend Cabin Rental #2

Luther
9.4 out of 10, Exceptional, (24)
"It is a very nice peaceful cabin. It was comfortable and the guest next door were very friendly. "
United States
Thomas C.
$120 nightly
The price is $120
Nov 21 - Nov 22
Total with taxes and fees
Week/ Weekend Cabin Rental #2

Birchwood Resort & Campground

3.0 star property
Cadillac
9.2 out of 10, Wonderful, (152)
"The owner is very friendly and the cabin was clean and well kept."
United States
Jason
Birchwood Resort & Campground

Big Red Lakefront Getaway & Golf Retreat at Canadian Lakes

Stanwood
9.8 out of 10, Exceptional, (48)
"Loved staying at this spacious home. We had a blast using the many kayaks and pontoon boat! Nights were spent around the campfire and playing cards. The little ones really enjoyed the sandy beach too. "
United States
Sue M.
Big Red Lakefront Getaway & Golf Retreat at Canadian Lakes

Cozy 2-bedroom waterfront cabin with AC and WiFi in pleasant Barryton

Barryton
4.0 out of 10, (1)
"“This charming cabin in Barryton boasts 2 inviting bedrooms. Each bedroom is thoughtfully furnished with 1 queen bed and 1 twin bunk bed, ensuring a comfortable stay for guests. The soothing ambiance of the cabin creates a relaxing atmosphere, perfect for unwinding after a day of exploring. The beautiful waterfront location provides excellent fishing opportunities or bring your boat for fun on the water! With amenities like AC, heating, and WiFi, your needs are well taken care of. The bathroom...
United States
Bethany
$143 nightly
The price is $143
Nov 21 - Nov 22
Total with taxes and fees
Cozy 2-bedroom waterfront cabin with AC and WiFi in pleasant Barryton

Lakefront, Indoor Pool+Hot Tub, Sandy Beach+Dock+Kayak, Gameroom+Firepit

Lake
10.0 out of 10, Exceptional, (25)
"We had the best experience! The host Connie was amazing. Her responsiveness was unbelievable prompt. The pool, and the game room kept the kids happy. Beach access and the view from the house is picturesque! We will definitely revisit! "
United States
Nirma J.
Lakefront, Indoor Pool+Hot Tub, Sandy Beach+Dock+Kayak, Gameroom+Firepit

Relax at Perch Lake Lodge!

Lake Station
10.0 out of 10, Exceptional, (129)
"Everything was as advertised. We enjoyed our stay."
United States
Chad C.
Relax at Perch Lake Lodge!

Riverside/Fishing/Arcade/Pool Table/Disk Golf/Fire Pit/Basketball/Pets/WiFi/UTV

Marion
10.0 out of 10, Exceptional, (40)
"We book for our yearly kayaking trip and we're so happy with this property. We are already talking about going back!!"
United States
Courtney D.
Riverside/Fishing/Arcade/Pool Table/Disk Golf/Fire Pit/Basketball/Pets/WiFi/UTV

Awesome!! 3 Bedroom Home w/ Budd Lake Beach 9 houses away Leota Trails close by

Harrison
10.0 out of 10, Exceptional, (48)
"Was an amazing place, really enjoyed my stay"
United States
Anonymous traveler
Awesome!! 3 Bedroom Home w/ Budd Lake Beach 9 houses away Leota Trails close by
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

Find out more about Osceola County

Discover your perfect Osceola County vacation rental with Expedia

How many vacation rentals are available in Osceola County?


Expedia has plenty of vacation rentals to choose from in and around  Osceola County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Osceola County?


The selection of Osceola County vacation rentals we have selected for you start as low as $120 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Osceola County?


Vacation rentals in Osceola County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Osceola County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Osceola County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. 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. 


How do I find the best deal on a vacation rental in Osceola County?


Find vacation rentals in Osceola County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Osceola County.  


What amenities are available in a vacation rental in Osceola County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Osceola County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Osceola County?   


Everytime is a great time to head to Osceola County! Staying in a Osceola County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Osceola County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Osceola County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Osceola County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Osceola County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.