Osceola Holiday Rentals

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

Our top choices for Osceola holiday rentals

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 HK$4,689
HK$6,166 total
includes taxes & fees
28 Feb - 1 Mar
Beautiful Waterfront Home on Baugo Bay
Property grounds

Relax and unwind at the Cozy Cabin on Heaton Lake.

Relax and unwind at the Cozy Cabin on Heaton Lake.
Elkhart
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 HK$774
HK$1,430 total
includes taxes & fees
27 Feb - 28 Feb
Relax and unwind at the Cozy Cabin on Heaton Lake.
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 HK$809
HK$1,451 total
includes taxes & fees
3 Mar - 4 Mar
Woodside Retreat in the Heart of Amish Country
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 HK$800
HK$1,919 total
includes taxes & fees
23 Feb - 24 Feb
| Hot Tub | Amish Farm Country | Pergola | Deck |
Exterior

Vintage Romance Finds Cozy Charm at Depot Cottage

Vintage Romance Finds Cozy Charm at Depot Cottage
Dowagiac
9.2 out of 10, Wonderful, (15 reviews)
"Heather is very accommodating and communicates very well."
United States
Jeff B.
The price is HK$853
HK$1,944 total
includes taxes & fees
19 Feb - 20 Feb
Vintage Romance Finds Cozy Charm at Depot Cottage
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 HK$907
HK$1,138 total
includes taxes & fees
24 Feb - 25 Feb
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 HK$872
HK$1,913 total
includes taxes & fees
22 Feb - 23 Feb
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
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 HK$696
HK$1,163 total
includes taxes & fees
19 Feb - 20 Feb
Charming farmhouse in peaceful countryside
Property grounds

Cozy little lake cottage on Buck Lake!

Cozy little lake cottage on Buck Lake!
Vandalia
10.0 out of 10, Exceptional, (14 reviews)
"A wonderful getaway from the city. Thank you!"
United States
Michael H.
The price is HK$1,407
HK$2,134 total
includes taxes & fees
25 Feb - 26 Feb
Cozy little lake cottage on Buck Lake!
Interior

1-bedroom in South Bend

1-bedroom in South Bend
South Bend
The price is HK$938
HK$1,258 total
includes taxes & fees
19 Feb - 20 Feb
1-bedroom in South Bend
Beach

Be home away from home @ Charming Chestnut Cottage

Be home away from home @ Charming Chestnut Cottage
Dowagiac
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 HK$812
HK$1,639 total
includes taxes & fees
19 Feb - 20 Feb
Be home away from home @ Charming Chestnut Cottage
Outdoor spa tub

Hot Tub, Couples Hideaway, Private, Gazebo, Serene, Country, Birds, Wildlife

Hot Tub, Couples Hideaway, Private, Gazebo, Serene, Country, Birds, Wildlife
Vandalia
10.0 out of 10, Exceptional, (74 reviews)
"Very nice, and very clean, we enjoyed our stay "
United States
Steve
The price is HK$1,125
HK$1,865 total
includes taxes & fees
24 Feb - 25 Feb
Hot Tub, Couples Hideaway, Private, Gazebo, Serene, Country, Birds, Wildlife
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 HK$461
HK$710 total
includes taxes & fees
23 Feb - 24 Feb
Adler House: A charming South Bend escape. - Orange Room
Property grounds

Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
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 HK$1,094
HK$1,480 total
includes taxes & fees
17 Mar - 18 Mar
Secluded Country Cabin
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 HK$1,055
HK$1,393 total
includes taxes & fees
27 Feb - 28 Feb
Cozy place in country settings, only 5 min from ND. No parties allowed however.
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 HK$950
HK$1,590 total
includes taxes & fees
19 Feb - 20 Feb
The Historic Riverside Convent: Sister's of the Holy Cross School House
TV, offices

Rivers Edge Lofts - Unit 4

Rivers Edge Lofts - Unit 4
Niles
9.2 out of 10, Wonderful, (16 reviews)
"Very pretty stay! Very clean and quiet since I work during the night and sleep during the day. "
United States
Ashley
The price is HK$584
HK$1,069 total
includes taxes & fees
22 Feb - 23 Feb
Rivers Edge Lofts - Unit 4
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 HK$938
HK$2,517 total
includes taxes & fees
19 Feb - 20 Feb
Cozy & well stocked 2-bedroom house sleeps 6 in South Bend, Walk to Notre Dame
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 HK$977
HK$2,592 total
includes taxes & fees
22 Feb - 23 Feb
CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable
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 HK$766
HK$1,605 total
includes taxes & fees
2 Mar - 3 Mar
Romantic Cozy Home in "America’s Nicest Town"
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

Holiday Inn Mishawaka by IHG

Holiday Inn Mishawaka by IHG

10/10 Excellent
"The rooms are a generous size, very clean! It was an enjoyable place to stay! "
Tami 1-night trip
Posted 2 days ago
Holiday Inn Mishawaka by IHG

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?

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. 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.