Osceola Holiday Rentals

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Holiday Rentals in Osceola

Holiday Home in Osceola

9.4 out of 10, Exceptional, (38)
"Great stay and great host!"
United States
jennifer
The price is NZ$1,170
includes taxes & fees
23 Nov - 24 Nov
Beautiful Waterfront Home on Baugo Bay

Cabin in Elkhart

2.0 star property
10.0 out of 10, Exceptional, (23)
"This property was wonderful! Great use of the space and very clean and beautiful decor! Peaceful lake and having the kayaks was perfect. If we need to be in the area again, will book here for sure! "
United States
Ann S.
The price is NZ$315
includes taxes & fees
30 Nov - 1 Dec
Relax and unwind at the Cozy Cabin on Heaton Lake.

Cottage in Dowagiac

9.2 out of 10, Wonderful, (15)
"We enjoyed our stay at the Depot Cottage. It’s a charming historic home, conveniently located within walking distance to everything we needed. The house had cute decorations and the bedding was very comfortable. Our dogs loved the fenced-in backyard. We’d definitely stay here again. Heather was wonderful to communicate with."
United States
Brittany D.
The price is NZ$432
includes taxes & fees
2 Dec - 3 Dec
Vintage Romance Finds Cozy Charm at Depot Cottage

Holiday Home in Northshore Triangle

2.0 star property
10.0 out of 10, Exceptional, (4)
"This is a very comfortable property. Home is well furnished with all the most up-to-date appliances. The large backyard has all you need to enjoy it--fire pit, pizza oven, grill. And a wonderful pergola where I could have spent the entire day. Had fun exploring the house and discovering all it had to offer. Would definitely come again!"
United States
Leitia V.
The price is NZ$709
includes taxes & fees
2 Dec - 3 Dec
Walk to ND | Playroom | Pet Friendly | EV Charger

Holiday Home in Middlebury

10.0 out of 10, Exceptional, (91)
"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 NZ$437
includes taxes & fees
24 Nov - 25 Nov
| Hot Tub | Amish Farm Country | Pergola | Deck |

Apartment in Niles

9.4 out of 10, Exceptional, (37)
"We really enjoyed our experience."
United States
sean b.
Rivers Edge Lofts - Unit 10

Holiday Home in Elkhart

8.8 out of 10, Excellent, (10)
"We have friends that live close. This was the perfect location for a weekend visit."
United States
Rhonda R.
The price is NZ$259
includes taxes & fees
23 Nov - 24 Nov
The Gemini

Cottage in Vandalia

10.0 out of 10, Exceptional, (64)
"Very nice, and very clean, we enjoyed our stay "
United States
Steve
The price is NZ$406
includes taxes & fees
23 Nov - 24 Nov
Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet

Holiday Home in Nappanee

10.0 out of 10, Exceptional, (10)
"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 NZ$356
includes taxes & fees
23 Nov - 24 Nov
Woodside Retreat in the Heart of Amish Country

Holiday Home in Milford

10.0 out of 10, Exceptional, (29)
"We had a really great time and the host was very very responsive to all our questions. "
United States
Mary B.
The price is NZ$650
includes taxes & fees
24 Nov - 25 Nov
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Cottage in Vandalia

10.0 out of 10, Exceptional, (13)
"Very peaceful and quiet location. Enjoyed nearby park for hiking. Beautiful view of lake from porch. "
United States
sharon k.
The price is NZ$483
includes taxes & fees
23 Nov - 24 Nov
Cozy little lake cottage on Buck Lake!

Cabin in Berrien Springs

10.0 out of 10, Exceptional, (74)
"We thoroughly enjoyed our stay. Charming, family-friendly and with gracious hosts. Check-in and check-our was a breeze. Thank you!"
United States
Joshua J.
The price is NZ$337
includes taxes & fees
23 Nov - 24 Nov
Secluded Country Cabin

Cottage in Bristol

9.8 out of 10, Exceptional, (17)
"This is a great place to stay with a larger group, it was clean and comfortable. There was plenty of space for three generations of family. We shared meals around the huge dinning table, visited with friends and family and played a few games. We would definitely stay again in the future."
United States
betsy s.
The price is NZ$869
includes taxes & fees
23 Nov - 24 Nov
Arrowhead Riverfront- 30 Min to ND Stadium

Apartment in Cassopolis

10.0 out of 10, Exceptional, (24)
"The place was beautifully done. The shower is outdoors (on the porch) but that didn't bother us at all. Overall great place to stay especially if you're attending a wedding at the venue just around the corner."
United States
Kristin E.
The price is NZ$375
includes taxes & fees
4 Dec - 5 Dec
The Sanctuary at Eby Farms

Holiday Home in South Bend

2.0 star property
10.0 out of 10, Exceptional, (7)
"Super clean place. Everything is there. Host is very responsive and helpful. "
United States
Steve F.
The price is NZ$422
includes taxes & fees
30 Nov - 1 Dec
Charming Retreat on Quiet Street, close to Notre Dame and DTSB

Holiday Home in Vandalia

10.0 out of 10, Exceptional, (29)
"This stay was all we could ask for plus more ! Communication was perfect with the owner, and the house was just amazing. Absolutely recommend staying here."
United States
Adrian L.
The price is NZ$358
includes taxes & fees
24 Nov - 25 Nov
Couples Hideaway, Romantic, Private, Shipshewana close, Nature, Trails, Wildlife

Cottage in South Bend

9.8 out of 10, Exceptional, (6)
"Very spacious house and well kept"
United States
Gabino B.
The price is NZ$874
includes taxes & fees
7 Dec - 8 Dec
Hot Tub! Fire Pit! Gas Fire Table! Game Garage!

Holiday Home in Buchanan

9.8 out of 10, Exceptional, (14)
"Was the perfect location for our trip to Niles/Buchanan area "
United States
Kathy J.
The price is NZ$371
includes taxes & fees
7 Dec - 8 Dec
Romantic Cozy Home in "America’s Nicest Town"

Apartment in Niles

9.4 out of 10, Exceptional, (14)
"Everything was good. Had a little trouble finding it. Loft was closer to the ceiling than we expected. "
United States
Kassity
The price is NZ$244
includes taxes & fees
23 Nov - 24 Nov
Rivers Edge Lofts - Unit 4

Cabin in Niles

10.0 out of 10, Exceptional, (4)
"Very cute place to stay. Melissa and her husband are great! "
United States
Kathleen S.
The price is NZ$330
includes taxes & fees
23 Nov - 24 Nov
Cozy warm cottage in the woods
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 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, 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 NZ$315 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?

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 Strikes and Spares Entertainment Center, or get out into nature at a spot like Wellfield Botanic Gardens. Elkhart Tactical Laser Tag and Mishawaka Fieldhouse 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.