Osceola Vacation Rentals

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Our top choices for Osceola vacation rentals

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
$686 nightly
The price is $789
Feb 28 - Mar 1
Total with taxes and fees
Beautiful Waterfront Home on Baugo Bay

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.
$169 nightly
The price is $181
Feb 5 - Feb 6
Total with taxes and fees
Relax and unwind at the Cozy Cabin on Heaton Lake.

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.
$236 nightly
The price is $249
Feb 5 - Feb 6
Total with taxes and fees
Vintage Romance Finds Cozy Charm at Depot Cottage

| 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.
$218 nightly
The price is $219
Feb 9 - Feb 10
Total with taxes and fees
| Hot Tub | Amish Farm Country | Pergola | Deck |

Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Goshen
10.0 out of 10, Exceptional, (10 reviews)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
$213 nightly
The price is $215
Feb 5 - Feb 6
Total with taxes and fees
Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Charming farmhouse in peaceful countryside

Charming farmhouse in peaceful countryside
Nappanee
10.0 out of 10, Exceptional, (169 reviews)
"It was a clean nice place to stay. We loved the ping pong table. "
United States
Tracy M.
$139 nightly
The price is $149
Feb 5 - Feb 6
Total with taxes and fees
Charming farmhouse in peaceful countryside

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.
$202 nightly
The price is $213
Feb 5 - Feb 6
Total with taxes and fees
Be home away from home @ Charming Chestnut Cottage

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.
$149 nightly
The price is $159
Feb 24 - Feb 25
Total with taxes and fees
The Gemini

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, (32 reviews)
"Real nice and clean. Beautiful property. "
United States
Brian
$205 nightly
The price is $236
Feb 5 - Feb 6
Total with taxes and fees
Cozy place in country settings, only 5 min from ND. No parties allowed however.

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, (71 reviews)
"Very nice, and very clean, we enjoyed our stay "
United States
Steve
$218 nightly
The price is $226
Feb 5 - Feb 6
Total with taxes and fees
Hot Tub, Couples Hideaway, Private, Gazebo, Serene, Country, Birds, Wildlife

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
$175 nightly
The price is $187
Feb 9 - Feb 10
Total with taxes and fees
Woodside Retreat in the Heart of Amish Country

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.
$310 nightly
The price is $332
Feb 8 - Feb 9
Total with taxes and fees
CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable

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.
$79 nightly
The price is $91
Feb 9 - Feb 10
Total with taxes and fees
Adler House: A charming South Bend escape. - Orange Room

Arrowhead Riverfront- 30 Min to ND Stadium

Arrowhead Riverfront- 30 Min to ND Stadium
Bristol
9.8 out of 10, Exceptional, (17 reviews)
"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.
$435 nightly
The price is $466
Feb 9 - Feb 10
Total with taxes and fees
Arrowhead Riverfront- 30 Min to ND Stadium

Game Day Made Easy! Apt 2 Mi to Notre Dame Stadium

Game Day Made Easy! Apt 2 Mi to Notre Dame Stadium
3.0 star property
Near Northwest
$285 nightly
The price is $323
Feb 5 - Feb 6
Total with taxes and fees
Game Day Made Easy! Apt 2 Mi to Notre Dame Stadium

ND‑Walkable Family Escape | Playroom+ Yard I Bikes

ND‑Walkable Family Escape | Playroom+ Yard I Bikes
Northshore Triangle
10.0 out of 10, Exceptional, (7 reviews)
"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.
$351 nightly
The price is $404
Feb 5 - Feb 6
Total with taxes and fees
ND‑Walkable Family Escape | Playroom+ Yard I Bikes

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.
$181 nightly
The price is $189
Feb 8 - Feb 9
Total with taxes and fees
Secluded Country Cabin

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.
$202 nightly
The price is $202
Feb 5 - Feb 6
Total with taxes and fees
The Historic Riverside Convent: Sister's of the Holy Cross School House

Hot Tub | Game Rooms | Coffee | Sleeps 16 | N64

Hot Tub | Game Rooms | Coffee | Sleeps 16 | N64
Keller Park
10.0 out of 10, Exceptional, (13 reviews)
"Location was great! Lots of activities nearby and on property! "
United States
Jake S.
$328 nightly
The price is $334
Feb 5 - Feb 6
Total with taxes and fees
Hot Tub | Game Rooms | Coffee | Sleeps 16 | N64

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.
$193 nightly
The price is $197
Feb 5 - Feb 6
Total with taxes and fees
Hot Tub | 1.1 MI to Notre Dame | Backyard Oasis
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osceola vacation 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 low season months. For more hustle and bustle, you may prefer to visit Osceola in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $149 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osceola rentals

At Expedia, we put the best Osceola vacation 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 vacation.

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 vacation rentals in Osceola?

Yes, we have vacation rentals near well known local attractions in Osceola, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Osceola?

Waterfront home with dock, pool and hot tub! NOTRE DAME FOOTBALL: Visitors like this Osceola vacation home rental. It is located on a river and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals are there in Osceola?

Choose from 7 Expedia vacation rentals in Osceola for a memorable vacation.

What’s there to see and do in Osceola?

Explore the area and family-friendly sights such as Hannah Lindahl Children’s Museum, 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 larger area.

What’s a vacation rental in Osceola like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Osceola. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips.