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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Osceola vacation homes

Exterior

Beautiful Waterfront Home on Baugo Bay

Beautiful Waterfront Home on Baugo Bay
Osceola
9.4 out of 10, Exceptional, (38 reviews)
"Great stay and great host!"
United States
jennifer
The price is ￥91,620
￥120,465 total
includes taxes & fees
Feb 28 - Mar 1
Beautiful Waterfront Home on Baugo Bay
Outdoor spa tub

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

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (94 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 ￥12,468
￥33,350 total
includes taxes & fees
Feb 17 - Feb 18
| Hot Tub | Amish Farm Country | Pergola | Deck |
Fridge, microwave, oven, stovetop

Charming farmhouse in peaceful countryside

Charming farmhouse in peaceful countryside
Nappanee
10.0 out of 10, Exceptional, (170 reviews)
"It was a clean nice place to stay. We loved the ping pong table. "
United States
Tracy M.
The price is ￥13,606
￥22,728 total
includes taxes & fees
Feb 17 - Feb 18
Charming farmhouse in peaceful countryside
Interior

Woodside Retreat in the Heart of Amish Country

Woodside Retreat in the Heart of Amish Country
Nappanee
10.0 out of 10, Exceptional, (11 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 ￥17,561
￥30,554 total
includes taxes & fees
Feb 17 - Feb 18
Woodside Retreat in the Heart of Amish Country
Living area

The Gemini

The Gemini
Elkhart
9.2 out of 10, Wonderful, (13 reviews)
"We have friends that live close. This was the perfect location for a weekend visit."
United States
Rhonda R.
The price is ￥17,728
￥22,237 total
includes taxes & fees
Feb 24 - Feb 25
The Gemini
Outdoor spa tub

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (62 reviews)
"Nice, quiet place for a ladies weekend. Would recommend and stay here again."
United States
Stephanie K.
The price is ￥17,034
￥37,369 total
includes taxes & fees
Feb 22 - Feb 23
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Outdoor dining

Hot Tub | 1.1 MI to Notre Dame | Backyard Oasis

Hot Tub | 1.1 MI to Notre Dame | Backyard Oasis
South Bend
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 ￥10,712
￥30,197 total
includes taxes & fees
Feb 18 - Feb 19
Hot Tub | 1.1 MI to Notre Dame | Backyard Oasis
Interior

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

Adler House: A charming South Bend escape. - Orange Room
West Washington
10.0 out of 10, Exceptional, (1 review)
"Everything was great!!!"
United States
Alfonso H.
The price is ￥8,551
￥13,346 total
includes taxes & fees
Feb 17 - Feb 18
Adler House: A charming South Bend escape. - Orange Room
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, (34 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 ￥20,615
￥27,219 total
includes taxes & fees
Feb 27 - Feb 28
Cozy place in country settings, only 5 min from ND. No parties allowed however.
Interior

1-bedroom in South Bend

1-bedroom in South Bend
South Bend
The price is ￥18,324
￥24,585 total
includes taxes & fees
Feb 17 - Feb 18
1-bedroom in South Bend
Smart TV

Choo Choo Inn

Choo Choo Inn
Elkhart
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 ￥24,508
￥37,045 total
includes taxes & fees
Feb 17 - Feb 18
Choo Choo Inn
Dining

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, (61 reviews)
"Nice and clean place to stay, close to activities. Host is quick to respond to any and all needs. "
United States
Joe S.
The price is ￥15,117
￥41,969 total
includes taxes & fees
Feb 17 - Feb 18
Huge 2700 square foot-4 Bedroom Home with Free parking
Dining

Riverhaven! Gorgeous A-Frame On St Joe River!!

Riverhaven! Gorgeous A-Frame On St Joe River!!
Bristol
9.8 out of 10, Exceptional, (25 reviews)
"Convenient, pet friendly, responsive host, great location on the river"
United States
Nicole S.
The price is ￥38,893
￥81,809 total
includes taxes & fees
Feb 23 - Feb 24
Riverhaven! Gorgeous A-Frame On St Joe River!!
Exterior

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

Charming 3-bedroom house located on Main Street in Downtown Middlebury
Middlebury
9.4 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.
The price is ￥32,678
￥57,350 total
includes taxes & fees
Mar 1 - Mar 2
Charming 3-bedroom house located on Main Street in Downtown Middlebury
Interior

CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable

CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable
Goshen
10.0 out of 10, Exceptional, (10 reviews)
"Great place to relax, children loved the pool!"
United States
Delmer Y.
The price is ￥19,088
￥51,305 total
includes taxes & fees
Feb 17 - Feb 18
CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable
Living area

Cozy home near Notre Dame - 1 mile walk to campus

Cozy home near Notre Dame - 1 mile walk to campus
Northshore Triangle
The price is ￥15,270
￥50,223 total
includes taxes & fees
Feb 23 - Feb 24
Cozy home near Notre Dame - 1 mile walk to campus
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, (75 reviews)
"Great place to stay "
United States
Ulrich K.
The price is ￥15,117
￥37,930 total
includes taxes & fees
Feb 22 - Feb 23
Spacious 4-bed home just 2 miles to ND
Terrace/patio

Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (15 reviews)
"Was the perfect location for our trip to Niles/Buchanan area "
United States
Kathy J.
The price is ￥14,965
￥31,362 total
includes taxes & fees
Feb 17 - Feb 18
Romantic Cozy Home in "America’s Nicest Town"
TV, fireplace

Cozy & well stocked 2-bedroom house sleeps 6 in South Bend, Walk to Notre Dame

Cozy & well stocked 2-bedroom house sleeps 6 in South Bend, Walk to Notre Dame
Northeast South Bend
The price is ￥18,324
￥49,169 total
includes taxes & fees
Feb 17 - Feb 18
Cozy & well stocked 2-bedroom house sleeps 6 in South Bend, Walk to Notre Dame
3 bedrooms, iron/ironing board, free WiFi, bed sheets

The Historic Riverside Convent: Sister's of the Holy Cross School House

The Historic Riverside Convent: Sister's of the Holy Cross School House
Niles
10.0 out of 10, Exceptional, (24 reviews)
"We enjoyed our stay. The house is convenient to ND campus and is in a quiet area. "
United States
Cam V.
The price is ￥18,553
￥31,074 total
includes taxes & fees
Feb 19 - Feb 20
The Historic Riverside Convent: Sister's of the Holy Cross School House
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

The Inn at Saint Mary's

The Inn at Saint Mary's

10/10 Excellent
"Perfect"
Ric 3-night trip
Posted 2 days ago
The Inn at Saint Mary's

Find out more about Osceola

Osceola Vacation Homes information

Number of reviews
722
Accommodation
596 Vacation Homes
Lowest Price
￥22,237
Highest Price
￥120,465