Osceola Holiday Rentals

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Holiday Rentals in Osceola

Our top choices for Osceola holiday rentals

Beautiful Waterfront Home on Baugo Bay
Fridge, microwave, oven, stovetop

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 HK$3,900
HK$5,122 total
includes taxes & fees
8 Sept - 9 Sept
Beautiful Waterfront Home on Baugo Bay
River Dream & Heated Pool & Movies & Dock & BBQ & Notre Dame
Dining

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
Exterior

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

10.0 out of 10, Exceptional, (4)
"Convenient location and very clean. Worked perfect for our short trip to the area. "
Charming 3-bedroom house located on Main Street in Downtown Middlebury
Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND
Marina

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
Spacious 4-bed home just 2 miles to ND
Fridge, microwave, oven, stovetop

Spacious 4-bed home just 2 miles to ND

9.0 out of 10, Wonderful, (59)
"Worked great"
The price is HK$772
HK$1,911 total
includes taxes & fees
29 Sept - 30 Sept
Spacious 4-bed home just 2 miles to ND
Golden Dome Getaway: Hot Tub, Cinema, Fire Pit!
Terrace/patio

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!
Secluded Woods Edge Cottage in Dowagiac MI.
Property grounds

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.
Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!
Blender, cookware/dishes/utensils, paper towels, dining tables

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!
38-Acres of Luxury by Notre Dame, 9BR, Indoor Pool
Terrace/patio

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
2 Miles from NOTRE DAME, Brand New Spacious House!
Smart TV

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 HK$975
HK$3,131 total
includes taxes & fees
23 Sept - 24 Sept
2 Miles from NOTRE DAME, Brand New Spacious House!
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Outdoor 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 HK$1,748
HK$3,740 total
includes taxes & fees
8 Sept - 9 Sept
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
Outdoor spa tub

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

10.0 out of 10, Exceptional, (59)
"Very clean, nicely appointed. Ping pong table and hot tub were a real bonus! "
The price is HK$790
HK$1,764 total
includes taxes & fees
14 Sept - 15 Sept
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
Beautiful Private Setting !!!
Exterior

Beautiful Private Setting !!!

9.8 out of 10, Exceptional, (20)
"Well kept and clean"
The price is HK$1,678
HK$3,248 total
includes taxes & fees
15 Sept - 16 Sept
Beautiful Private Setting !!!
Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi
Interior

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
NEW Luxury, Spacious & Close to Notre Dame - 10 min driving
Fridge, microwave, oven, stovetop

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 HK$2,028
HK$4,925 total
includes taxes & fees
8 Sept - 9 Sept
NEW Luxury, Spacious & Close to Notre Dame - 10 min driving
ND FOOTBALL AVAILABLE Freshly renovated 4 bedroom just 2 Miles to Notre Dame
Smart TV, books

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 HK$928
HK$2,099 total
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
Fridge, microwave, oven, stovetop

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
Dining

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 HK$858
HK$1,947 total
includes taxes & fees
22 Sept - 23 Sept
Vintage Romance Finds Cozy Charm at Depot Cottage
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (118)
"Well appointed cottage, clean and quiet. We enjoyed our stay."
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Perfect Vacation Home! 2 Master Suites! Game Rm Arcade Fish Kayak 15 Mins to ND
Outdoor dining

Perfect Vacation Home! 2 Master Suites! Game Rm Arcade Fish Kayak 15 Mins to ND

10.0 out of 10, Exceptional, (97)
"This home was perfect for our family of 15 to celebrate my father-in-law’s 80th birthday! Family aged 11-80, was able to enjoy the large yard playing kick ball, wiffle ball, 4-square and relaxing on the patio. The arcade and indoor games were endless!! So much space for all of us! Perfect place for a family get away!"
Perfect Vacation Home! 2 Master Suites! Game Rm Arcade Fish Kayak 15 Mins to ND
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

Find out more about Osceola

Search for holiday rentals in Osceola on Expedia! You can easily find your home rentals, villas, holiday apartments in Osceola using one of the methods below:

  • View our selection of featured holiday rentals in Osceola
  • Use the map to find apartments and other holiday homes in the Osceola neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osceola while they last

Look no further and take a look at our great range of rental properties in Osceola!

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.