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 house with a wooden deck, outdoor furniture, and a large umbrella.

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

Modern Hersey Tiny Home w/ Private Hot Tub!
3.0 star property
Hersey
The price is S$338
includes taxes & fees
1 Oct - 2 Oct
Modern Hersey Tiny Home w/ Private Hot Tub!

2. Chippewa Bluffs Resort

Chippewa Bluffs Resort
3.0 star property
Chippewa Lake
9.6 out of 10, Exceptional, (21 reviews)
"Clean and Quiet.....Great Stay"
United States
Jeff
The price is S$263
includes taxes & fees
29 Sept - 30 Sept
Chippewa Bluffs Resort
A wooden deck with a view of a lake, outdoor furniture, and a covered area with tables and chairs.

3. Stone Ledge Lake Getaway

Stone Ledge Lake Getaway
3.5 star property
Cadillac
10.0 out of 10, Exceptional, (4 reviews)
"Enjoyed our stay. Highly reccomended."
United States
Troy
The price is S$903
includes taxes & fees
21 Oct - 22 Oct
Stone Ledge Lake Getaway
A spacious kitchen with modern appliances, a dining area with wooden chairs, and a view to the outdoors.

4. Chippewa Lake House

Chippewa Lake House
3.0 star property
Chippewa Lake
The price is S$651
includes taxes & fees
29 Sept - 30 Sept
Chippewa Lake House
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

American Inn and Suites Houghton Lake

American Inn and Suites Houghton Lake

8/10 Good
"My only criticism is the bath tub is very slippery. There's no side safety bar to hang onto except a very low bar which is not reachable when standing up. There is a safety bar at the end of the tub to assist you exiting the tub but there needs to be one in the middle of the tub wall. We used a hand towel on the tub floor when showering to keep from falling. Not good."
Dorothy G 6-night trip
Posted 22 hours ago
American Inn and Suites Houghton Lake