Holiday Rentals in Osceola

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Osceola holiday rentals

10.0 out of 10, Exceptional, (95 reviews)
"Beautiful house, well equipped (including an outdoor hot tub!), clean, comfortable, top-notch. We're definitely hoping to stay there again sometime."
United States
Joel J N.
The price is €186
includes taxes & fees
4 Mar - 5 Mar
| Hot Tub | Amish Farm Country | Pergola | Deck |
10.0 out of 10, Exceptional, (25 reviews)
"This was a convenient option over hotel while we were in town. "
United States
Nancy K.
The price is €157
includes taxes & fees
8 Mar - 9 Mar
Relax and unwind at the Cozy Cabin on Heaton Lake.
10.0 out of 10, Exceptional, (62 reviews)
"The host was very welcoming and made sure everything was to our satisfaction. The house was clean and nice and in a quiet neighborhood. We had a very enjoyable stay."
United States
Judith T.
The price is €183
includes taxes & fees
4 Mar - 5 Mar
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
10.0 out of 10, Exceptional, (123 reviews)
"So cute and lots of things to do! We had a wonderful stay!"
United States
Stephanie W.
The price is €288
includes taxes & fees
5 Mar - 6 Mar
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
10.0 out of 10, Exceptional, (12 reviews)
"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"
United States
VICKI
The price is €171
includes taxes & fees
4 Mar - 5 Mar
Woodside Retreat in the Heart of Amish Country
10.0 out of 10, Exceptional, (74 reviews)
"Very nice, and very clean, we enjoyed our stay "
United States
Steve
The price is €213
includes taxes & fees
15 Mar - 16 Mar
Hot Tub, Couples Hideaway, Private, Gazebo, Serene, Country, Birds, Wildlife
9.6 out of 10, Exceptional, (61 reviews)
"Great place, nice neighborhood. Easy to work with host."
United States
Matt G.
The price is €238
includes taxes & fees
4 Mar - 5 Mar
Huge 2700 square foot-4 Bedroom Home with Free parking

Cabin in Berrien Springs

Secluded Country Cabin
10.0 out of 10, Exceptional, (74 reviews)
"Awesome people and a awesome place to stay we have been there 4 times and just love it and love the owners......Thank you for this place God bless you "
United States
Kevin & Susan O.
The price is €163
includes taxes & fees
11 Mar - 12 Mar
Secluded Country Cabin
9.6 out of 10, Exceptional, (58 reviews)
"Very well kept and lots of space with a great backyard. We had a blast and will be back! "
United States
Jack F.
The price is €167
includes taxes & fees
4 Mar - 5 Mar
Hot Tub | 1.1 MI to Notre Dame | Backyard Oasis
9.6 out of 10, Exceptional, (19 reviews)
"The amenities, our hosts response when requested, nearby restaurants and location for our weekend visit to Notre Dame game couldn't have been better "
United States
Stephen K.
The price is €253
includes taxes & fees
25 Mar - 26 Mar
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!

Apartment in Niles

Rivers Edge Lofts - Unit 5
9.4 out of 10, Exceptional, (27 reviews)
"The host was helpful and kind through the process of booking and checking in and out. This is a cute and unique family excursion for visiting family in the area. Or to enjoy a quiet get away. We will definitely look to this unique stay over chain hotels in the future. "
United States
Todd J.
The price is €125
includes taxes & fees
6 Mar - 7 Mar
Rivers Edge Lofts - Unit 5

Holiday Home in Elkhart

Choo Choo Inn
10.0 out of 10, Exceptional, (26 reviews)
"Wonderful comfortable property. Clean and was more spacious than expected. Outside deck was nice to hang out on with large backyard for privacy. Inside had comfortable couches and beds. "
United States
Kristin D.
The price is €205
includes taxes & fees
4 Mar - 5 Mar
Choo Choo Inn
9.2 out of 10, Wonderful, (15 reviews)
"Heather is very accommodating and communicates very well."
United States
Jeff B.
The price is €224
includes taxes & fees
23 Mar - 24 Mar
Vintage Romance Finds Cozy Charm at Depot Cottage
9.2 out of 10, Wonderful, (47 reviews)
"Good response good communication, convenient location. Comfortable and cozy"
United States
J C.
The price is €233
includes taxes & fees
8 Mar - 9 Mar
Freshly renovated 4 bedroom just 2 Miles to Notre Dame
10.0 out of 10, Exceptional, (1 review)
"Everything was great!!!"
United States
Alfonso H.
The price is €81
includes taxes & fees
26 Mar - 27 Mar
Adler House: A charming South Bend escape. - Orange Room

Holiday Home in South Bend

Spacious 4-bed home just 2 miles to ND
9.0 out of 10, Wonderful, (75 reviews)
"Great place to stay "
United States
Ulrich K.
The price is €198
includes taxes & fees
5 Mar - 6 Mar
Spacious 4-bed home just 2 miles to ND
8.0 out of 10, Very good, (8 reviews)
"Loved the decor, cute historic home. Clean and comfortable. Had an enjoyable stay!"
United States
P.j. M.
The price is €195
includes taxes & fees
4 Mar - 5 Mar
Be home away from home @ Charming Chestnut Cottage
10.0 out of 10, Exceptional, (36 reviews)
"Fantastic stay! The home was exactly as pictured and had everything we needed. We arrived after heavy snow and the driveway and parking was cleared which I really appreciated. Great instructions and communication. Great location - quiet but close to restaurants and ND. Will definitely book again."
United States
Sally
The price is €155
includes taxes & fees
9 Mar - 10 Mar
Cozy place in country settings, only 5 min from ND. No parties allowed however.
9.4 out of 10, Exceptional, (13 reviews)
"This was such a cute place, and the beds were so comfortable! My family and I loved staying here!"
United States
Tiffany E.
Charming 3-bedroom house located on Main Street in Downtown Middlebury
10.0 out of 10, Exceptional, (14 reviews)
"Well maintained and nicely stocked residence, exceptionally clean and comfortably decorated home. We had a great time during our brief one night stay for a family wedding. "
United States
Michele Lynn M.
The price is €231
includes taxes & fees
6 Mar - 7 Mar
Cozy little lake cottage on Buck Lake!
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

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, apart-hotels, 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 favorite 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 depends 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 €155 per night. Entering your travel dates in the search wizard you might find 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?

Waterfront home with dock, pool and hot tub! NOTRE DAME FOOTBALL: This highly rated holiday home rental in Osceola is located on a river, and has an outdoor pool, 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. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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 Wellfield Botanic Gardens. Mishawaka Fieldhouse 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.