Osceola Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    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

Check prices for these dates

Holiday Rentals in Osceola

Our top choices for Osceola holiday rentals

Beautiful Waterfront Home on Baugo Bay

9.6 out of 10, Exceptional, (29)
"Gregg's home was very neat, clean and had everything you could need. The view was beautiful. Thank you for a great stay."
The price is AU$1,015
includes taxes & fees
8 Sept - 9 Sept
Beautiful Waterfront Home on Baugo Bay

River Dream & Heated Pool & Movies & Dock & BBQ & Notre Dame

2.0 star property
10.0 out of 10, Exceptional, (1)
River Dream & Heated Pool & Movies & Dock & BBQ & Notre Dame

Charming 3-bedroom house located on Main Street in Downtown Middlebury

10.0 out of 10, Exceptional, (3)
"We enjoyed and appreciated our stay at The Cozy Cottage. Griffon was very nice and allowed us an early check in and welcomed us to stay as long as we wanted on the day of check out. Would definitely recommend and stay again! "
The price is AU$460
includes taxes & fees
2 Sept - 3 Sept
Charming 3-bedroom house located on Main Street in Downtown Middlebury

Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND

10.0 out of 10, Exceptional, (1)
"The entire house is very clean and lots of supplies, such as towels and kitchen items. We enjoyed the decorations. Thank you for being very responsive to our requests for lake toys and access to the electric vehicle charger. We thoroughly enjoyed the house and our short stay. We will definitely keep you in mind next time we are in town."
Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND

Secluded Woods Edge Cottage in Dowagiac MI.

10.0 out of 10, Exceptional, (44)
"We stayed for just 2 nights but we really enjoyed our time! Loved the trails and scenery! Hot tub was great. We had beautiful 60 degree weather and the hot tub really helped us enjoy our stay. House was stocked! Bed was very comfortable! "
Secluded Woods Edge Cottage in Dowagiac MI.

Golden Dome Getaway: Hot Tub, Cinema, Fire Pit!

10.0 out of 10, Exceptional, (25)
"The property was clean and nice and well located. I’ll check in process was smooth and easy and the owners insured that we had a great day every time we have stayed."
Golden Dome Getaway: Hot Tub, Cinema, Fire Pit!

Spacious 4-bed home just 2 miles to ND

9.0 out of 10, Wonderful, (59)
"Worked great"
The price is AU$378
includes taxes & fees
29 Sept - 30 Sept
Spacious 4-bed home just 2 miles to ND

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (156)
"It was a nice spot, near to the events we took in, over the weekend."
Charming farmhouse in peaceful countryside

38-Acres of Luxury by Notre Dame, 9BR, Indoor Pool

10.0 out of 10, Exceptional, (9)
"Wonderful venue for family Christmas celebration. Well supplied with multiple entertainment opportunities. Also close to ND making ice skating available. Will definitely consider returning."
38-Acres of Luxury by Notre Dame, 9BR, Indoor Pool

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

10.0 out of 10, Exceptional, (26)
"We love this place we were hear last October for sweetest day and came back on memorial day wknd we love the pool ,hot tub and the river in the back it's beautiful and also the game room with the massage chair ."
The price is AU$741
includes taxes & fees
3 Sept - 4 Sept
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

2 Miles from NOTRE DAME, Brand New Spacious House!

8.6 out of 10, Excellent, (20)
"The house was beautiful, spacious & clean! Had a great time definitely recommend & would book again! "
The price is AU$620
includes taxes & fees
2 Sept - 3 Sept
2 Miles from NOTRE DAME, Brand New Spacious House!

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

10.0 out of 10, Exceptional, (58)
"Very clean, nicely appointed. Ping pong table and hot tub were a real bonus! "
The price is AU$362
includes taxes & fees
14 Sept - 15 Sept
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi

10.0 out of 10, Exceptional, (6)
"Place is beautiful "
Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi

Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!

9.2 out of 10, Wonderful, (20)
"My family enjoyed this property. Very spacious and plenty to do. Could use many updates. Has great potential to be a beautiful property. Owner responds quickly if needed when staying at property. Overall would stay again. "
Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!

NEW Luxury, Spacious & Close to Notre Dame - 10 min driving

8.0 out of 10, Very good, (15)
"Very spacious house for all 12 of us. Very pet friendly."
The price is AU$955
includes taxes & fees
2 Sept - 3 Sept
NEW Luxury, Spacious & Close to Notre Dame - 10 min driving

ND FOOTBALL AVAILABLE Freshly renovated 4 bedroom just 2 Miles to Notre Dame

9.2 out of 10, Wonderful, (35)
"Nice stay"
The price is AU$415
includes taxes & fees
30 Sept - 1 Oct
ND FOOTBALL AVAILABLE Freshly renovated 4 bedroom just 2 Miles to Notre Dame

5 bedroom 2 bathroom house, Walk to Notre Dame, safe area

8.0 out of 10, Very good, (6)
"Great location... comfortable beds..great communication with host"
5 bedroom 2 bathroom house, Walk to Notre Dame, safe area

Vintage Romance Finds Cozy Charm at Depot Cottage

9.2 out of 10, Wonderful, (12)
"Cozy and charming house! Decor was so well done. "
The price is AU$386
includes taxes & fees
2 Sept - 3 Sept
Vintage Romance Finds Cozy Charm at Depot Cottage

Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

10.0 out of 10, Exceptional, (118)
"Wonderful place to stay for my wife and I while visiting the area! Melody was great to work with. The accommodations worked very well for us and we greatly enjoyed our stay!"
The price is AU$533
includes taxes & fees
2 Sept - 3 Sept
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

Cozy Cottage on St Joseph River in Bristol.

10.0 out of 10, Exceptional, (9)
"Very comfortable and convenient place. I would stay there again!"
Cozy Cottage on St Joseph River in Bristol.
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 Hotel Reviews

Find out more about Osceola

Find out more about Osceola

Everything you need to know about Osceola 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 holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Osceola holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osceola. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osceola 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 holiday rentals we have selected for you start as low as AU$362 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Osceola rentals

At Expedia, we put the best Osceola 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Osceola?

Yes, there are holiday rentals close to the most popular sights in Osceola, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osceola has to offer?

Beautiful Waterfront Home on Baugo Bay: This highly rated holiday home rental in Osceola is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Osceola?

Choose from 7 Expedia holiday rentals in Osceola for a memorable holiday.

What’s there to see and do in Osceola?

Explore the area and family-friendly sights such as Potawatomi Zoo, or get out into nature at a spot like Merrifield Pool. Elkhart Tactical Laser Tag and Midwest Museum of American Art are a couple of places you'll find in the wider area.

What’s a holiday rental in Osceola like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osceola. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.