St. Joseph River Suspension Bridge in Mishawaka, Indiana

Holiday Homes in Osceola

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Osceola holiday homes

Exterior

Beautiful Waterfront Home on Baugo Bay

Beautiful Waterfront Home on Baugo Bay
Osceola
9.4 out of 10, Exceptional, (40 reviews)
"Great stay and great host!"
United States
jennifer
The price is €573
includes taxes & fees
22 Jun - 23 Jun
Beautiful Waterfront Home on Baugo Bay
Interior

Cozy place in country settings, only 5 min from ND. No parties allowed however.

Cozy place in country settings, only 5 min from ND. No parties allowed however.
Mishawaka
10.0 out of 10, Exceptional, (52 reviews)
"So peaceful and such a beautiful property. Host was super quick with communication."
United States
KELLE
The price is €180
includes taxes & fees
22 Jun - 23 Jun
Cozy place in country settings, only 5 min from ND. No parties allowed however.
Outdoor spa tub

| Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (98 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is €246
includes taxes & fees
17 Jun - 18 Jun
| Hot Tub | Amish Farm Country | Pergola | Deck |
Interior

Adler House: A charming South Bend escape. - Orange Room

Adler House: A charming South Bend escape. - Orange Room
West Washington
9.8 out of 10, Exceptional, (8 reviews)
"Everything was great!!!"
United States
Alfonso H.
The price is €91
includes taxes & fees
17 Jun - 18 Jun
Adler House: A charming South Bend escape. - Orange Room
Combined shower/bathtub, eco-friendly toiletries, towels, soap

Huge 2700 square foot-4 Bedroom Home with Free parking

Huge 2700 square foot-4 Bedroom Home with Free parking
Mishawaka
9.6 out of 10, Exceptional, (73 reviews)
"Exactly as advertised. Communication was quick and helpful. Definitely, would stay here again."
Canada
Eubie
The price is €253
includes taxes & fees
17 Jun - 18 Jun
Huge 2700 square foot-4 Bedroom Home with Free parking
House

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is €292
includes taxes & fees
17 Jun - 18 Jun
Farm Country Amish Country Newly Renovated
Exterior

Ideal Bell Tent for a Glamping Experience on a Farm with all the Amenities in Niles, MI

Ideal Bell Tent for a Glamping Experience on a Farm with all the Amenities in Niles, MI
Niles
The price is €172
includes taxes & fees
17 Jun - 18 Jun
Ideal Bell Tent for a Glamping Experience on a Farm with all the Amenities in Niles, MI
Smart TV, books

ND Irish homestead, mins away from ND Stadium, Memorial Hospital

ND Irish homestead, mins away from ND Stadium, Memorial Hospital
River Park
9.8 out of 10, Exceptional, (31 reviews)
"Great location! "
United States
Kristin C.
The price is €193
includes taxes & fees
30 Jun - 1 Jul
ND Irish homestead, mins away from ND Stadium, Memorial Hospital
Exterior

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

Charming 3-bedroom house located on Main Street in Downtown Middlebury
Middlebury
9.6 out of 10, Exceptional, (17 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
TV

The Row House on 4th

The Row House on 4th
Dowagiac
The price is €246
includes taxes & fees
22 Jun - 23 Jun
The Row House on 4th
Outdoor spa tub

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (66 reviews)
"Nice, quiet place for a ladies weekend. Would recommend and stay here again."
United States
Stephanie K.
The price is €245
includes taxes & fees
17 Jun - 18 Jun
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Fridge, microwave, oven, stovetop

Modern home just mins to Notre Dame!(52723)

Modern home just mins to Notre Dame!(52723)
South Bend
10.0 out of 10, Exceptional, (38 reviews)
"Awesome place and a great host !"
United States
Bobby M.
Modern home just mins to Notre Dame!(52723)
Outdoor spa tub

HOT TUB | Game Room | Indoor Playground| Sleep 14

HOT TUB | Game Room | Indoor Playground| Sleep 14
South Bend
9.8 out of 10, Exceptional, (27 reviews)
"My family and I enjoyed our stay! The home is Beautiful and everything was perfect. "
United States
Delysa L.
The price is €486
includes taxes & fees
5 Jul - 6 Jul
HOT TUB | Game Room | Indoor Playground| Sleep 14
Fridge, microwave, oven, stovetop

Spacious 4-bed home just 2 miles to ND

Spacious 4-bed home just 2 miles to ND
South Bend
9.0 out of 10, Wonderful, (89 reviews)
"We had a great stay!"
United States
Susan K.
The price is €211
includes taxes & fees
24 Jun - 25 Jun
Spacious 4-bed home just 2 miles to ND
Terrace/patio

Cozy Quiet at Mill Pond Cottage

Cozy Quiet at Mill Pond Cottage
Dowagiac
8.2 out of 10, Very good, (12 reviews)
"Clean house, well equiped, very quiet location, easy access to fishing, caught mostly bluegills and a bass. Comfortable stay for 4 people. We did not have a pet but dogs are welcome. "
United States
Gregory
The price is €283
includes taxes & fees
17 Jun - 18 Jun
Cozy Quiet at Mill Pond Cottage
House

Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
The price is €308
includes taxes & fees
22 Jun - 23 Jun
Hidden Log Cabin Hot Tub Ping Pong Family
Private kitchen

Cozy Home Near Notre Dame

Cozy Home Near Notre Dame
South Bend
The price is €327
includes taxes & fees
15 Jul - 16 Jul
Cozy Home Near Notre Dame
Pool

HOT TUB | Hazel Acres| Quiet Getaway | Notre Dame

HOT TUB | Hazel Acres| Quiet Getaway | Notre Dame
South Bend
10.0 out of 10, Exceptional, (15 reviews)
"Location was great, it was clean and amenities were thoughtful, and there were enough beds for our large group and then some!"
United States
Dianne
HOT TUB | Hazel Acres| Quiet Getaway | Notre Dame
Interior

Modern 3BR/2BA Home | 5m DT Elkhart | 30m ND

Modern 3BR/2BA Home | 5m DT Elkhart | 30m ND
Elkhart
10.0 out of 10, Exceptional, (14 reviews)
"Great location incredible host…everything was great would definitely stay again…!!"
United States
Arnie & Tiffany P.
The price is €402
includes taxes & fees
21 Jun - 22 Jun
Modern 3BR/2BA Home | 5m DT Elkhart | 30m ND
Smart TV, books

Freshly renovated 4 bedroom just 2 Miles to Notre Dame

Freshly renovated 4 bedroom just 2 Miles to Notre Dame
South Bend
9.2 out of 10, Wonderful, (57 reviews)
"Host was great, good location, plenty of beds. "
United States
joe d.
The price is €221
includes taxes & fees
22 Jun - 23 Jun
Freshly renovated 4 bedroom just 2 Miles to Notre Dame
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osceola Hotel Reviews

The Inn at Saint Mary's

The Inn at Saint Mary's

10/10 Excellent
"Staff was friendly and helpful. Breakfast was excellent. Very clean property and room. A lot of remodeling being done but it did not hinder our stay. The only downside, was the in room refrigerator did not work."
Karri 1-night trip
Posted 14 hours ago
The Inn at Saint Mary's

Find out more about Osceola

Osceola Holiday Homes information

Number of reviews
Accommodation
632 Holiday Homes
Lowest Price
€269
Highest Price
€473