Osceola County holiday homes

We found 254 holiday rentals — enter your dates for availability
Select from 26 homes, 27 cottages and other holiday rentals in Osceola County to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Popular Osceola County destinations on Bookabach

Holiday rentals with weekly discounts – Osceola County

Showing deals for:18 Dec - 25 Dec

Private kitchen
upstairs hallway
Interior
Interior
Exceptional
(63 reviews)

Maple Lane Lake House

Tustin

8% off
NZ$4,011
for 7 nights, 1 cabin
NZ$573 per night
includes taxes & fees
Maple Lane Lake House
Living area
Exterior
Living area
Exceptional
(28 reviews)

Beautiful Lakefront Home on Sunset Point

Cadillac

8% off
NZ$5,349
for 7 nights, 1 home
NZ$764 per night
includes taxes & fees
Beautiful Lakefront Home on Sunset Point
Room
Terrace/patio
Dining
Living area
Exceptional
(84 reviews)

Lake Mitchell Lakefront Rental, very sandy lakefront. great ice fishing lake

Cadillac

8% off
NZ$2,643
for 7 nights, 1 home
NZ$378 per night
includes taxes & fees
Lake Mitchell Lakefront Rental, very sandy lakefront. great ice fishing lake
 View from living room
Take it all in on this fabulous deck and  comfy furniture!
Nice open floor plan.
Exterior
Exceptional
(10 reviews)

Beautiful Waterfront Home with Gorgeous Views on All-Sports Lake

Le Roy

12% off
NZ$3,707
for 7 nights, 1 home
NZ$530 per night
includes taxes & fees
Beautiful Waterfront Home with Gorgeous Views on All-Sports Lake
Outdoor dining
Room
Private kitchen
Property grounds
Exceptional
(167 reviews)

Mill Pond Hideaway

Luther

8% off
NZ$1,878
for 7 nights, 1 cottage
NZ$268 per night
includes taxes & fees
Mill Pond Hideaway
Bonfire
Open Floor Plan
Private kitchen
Exterior
Exceptional
(20 reviews)

Secluded Tustin Cabin with Fire Pit and Hiking Trails

Tustin

9% off
NZ$3,828
for 7 nights, 1 cabin
NZ$547 per night
includes taxes & fees
Secluded Tustin Cabin with Fire Pit and Hiking Trails
Living area
Kitchen
primary bedroom with a king size bed and attached bath room
The front deck with a lovely view of the lake is perfect for meals and relaxing
Exceptional
(8 reviews)

13-person home for families & groups!

Lake

8% off
NZ$5,466
for 7 nights, 1 home
NZ$781 per night
includes taxes & fees
13-person home for families & groups!
Living room
Terrace/patio
Master bedroom pic #2.
Property grounds
Exceptional
(21 reviews)

W Lake Mitchell. Priv shared frontage. Snow trail access.Caberfae Peaks,15 miles

Cadillac

9% off
NZ$2,324
for 7 nights, 1 cottage
NZ$332 per night
includes taxes & fees
W Lake Mitchell. Priv shared frontage. Snow trail access.Caberfae Peaks,15 miles
Private kitchen
Terrace/patio
Exterior
Living area
Exceptional
(29 reviews)

Whitetail Hollow

McBain

9% off
NZ$1,930
for 7 nights, 1 home
NZ$276 per night
includes taxes & fees
Whitetail Hollow
Kitchen with large eating area
Lake View from Patio Area
Living Room and Kitchen Area
Living Room/Kitchen
Exceptional
(13 reviews)

Brand New Barndominium on 40 Acres with Private Lake

Evart

8% off
NZ$2,531
for 7 nights, 1 home
NZ$362 per night
includes taxes & fees
Brand New Barndominium on 40 Acres with Private Lake
Exterior
Exterior
Living area
Dining Table for 6 & 4 Bar Stools
Exceptional
(18 reviews)

Red Roof on Arbor Drive

Lake George

9% off
NZ$3,564
for 7 nights, 1 home
NZ$509 per night
includes taxes & fees
Red Roof on Arbor Drive
Living area
Interior
Dining
Room
Exceptional
(17 reviews)

Cozy cabin retreat in rustic setting. Private lake, bonfire under the stars!

Lake

8% off
NZ$1,533
for 7 nights, 1 home
NZ$219 per night
includes taxes & fees
Cozy cabin retreat in rustic setting. Private lake, bonfire under the stars!
Kitchen area looking into great room.
Great room from front door view
Back deck and firepit overlooking the river.
Exterior
Exceptional
(51 reviews)

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

Marion

9% off
NZ$2,777
for 7 nights, 1 home
NZ$397 per night
includes taxes & fees
Riverside/Fishing/Arcade/Pool Table/Disk Golf/Fire Pit/Basketball/Pets/WiFi/UTV

Find the perfect holiday rental for your Osceola County getaway

Learn about the unique charm of Osceola County with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Osceola County

Are you searching for top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that Osceola County has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Katke Golf Course (13.1 mi / 21.2 km)
  • St Ives Golf Course (21 mi / 33.8 km)
  • Tullymore Golf Club (21.1 mi / 33.9 km)
  • Eldorado Golf Course (23 mi / 37.1 km)
  • McGuire's Resort (24.8 mi / 39.8 km)
  • Caberfae Peaks Ski & Golf (27.4 mi / 44 km)

Exploring the natural features in Osceola County

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Osceola County is a great place to spend some time outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Austin Lake (6.2 mi / 9.9 km)
  • Strawberry Lake (9.5 mi / 15.3 km)
  • Round Lake (10.1 mi / 16.3 km)
  • White Pine Trail State Park (10.9 mi / 17.6 km)
  • Townline Lake (11.2 mi / 18 km)
  • Big Rapids Riverwalk (12.5 mi / 20.1 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Osceola County?
The most in-demand types of holiday homes in Osceola County are cabins. Prefer something different? Bookabach has a variety of options to match the diverse needs of our guests, so you'll see holiday homes in lots of shapes and sizes. The perfect fit is waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Osceola County?
Length of stay, property type and time of year are some of the things that can influence the price of a holiday home. Simply enter your travel dates to find your perfect escape. From cosy cabins to sprawling villas, all Bookabach holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Osceola County?
When you travel and the style and size of the property will determine the cost of your beachside stay. Type in your Osceola County travel dates to view your available options on Bookabach. Can't live without a hot tub? Use the filters to choose the amenities and features you want in your home.
What are popular home amenities in Osceola County?
Some of the most popular home amenities people are searching for in Osceola County are a microwave oven, a fridge and a stovetop. Whether you're hitting the road with your besties, family or even pets, Bookabach holiday homes include the best amenities for ultimate relaxation with your loved ones.
Are there large group holiday homes in Osceola County?
Choose from 15 holiday homes in Osceola County that can host a group of 10 or more people. Whether you're organising time away with the family or an event like a birthday party, there's enough room to get your loved ones together under the same roof.
Can I find two-bedroom holiday homes in Osceola County?
Gather your besties and relax in total privacy and comfort in one of the 15 two-bedroom holiday homes Osceola County has to offer.
Are there holiday homes with WiFi in Osceola County?
Osceola County has 14 holiday homes with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to sending emails, these Bookabach homes make it easy to go online.
How old do you have to be to rent a holiday home in Osceola County?
The minimum required age is normally 16, 18 or 21. It can change from one property to another on Bookabach, so look at the rules of your preferred Osceola County holiday home before booking your stay.
How long can I rent a holiday home in Osceola County for?
The amount of time you can book an Osceola County holiday home for is down to the property. Simply tap in your dates of travel to find options offering extended stays. They come with all you need to make your extended holiday more enjoyable and convenient, such as kitchens and backyards. Some holiday homes may also offer discounted weekly or monthly prices, so you can stay even longer for less.

More holiday ideas