Osceola Vacation Rentals

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Vacation Rentals in Osceola

Our top choices for Osceola vacation rentals

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 ¥74,025
¥96,195 total
includes taxes & fees
Sep 15 - Sep 16
Beautiful Waterfront Home on Baugo Bay

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

10.0 out of 10, Exceptional, (3)
"We enjoyed and appreciated our stay at The Cozy Cottage. Griffon was very nice and allowed us an early check in and welcomed us to stay as long as we wanted on the day of check out. Would definitely recommend and stay again! "
Charming 3-bedroom house located on Main Street in Downtown Middlebury

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

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.

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.

Spacious 4-bed home just 2 miles to ND

9.0 out of 10, Wonderful, (59)
"Worked great"
The price is ¥14,657
¥36,265 total
includes taxes & fees
Sep 29 - Sep 30
Spacious 4-bed home just 2 miles to ND

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (156)
"It was a nice spot, near to the events we took in, over the weekend."
Charming farmhouse in peaceful countryside

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!

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 ¥18,506
¥59,420 total
includes taxes & fees
Sep 23 - Sep 24
2 Miles from NOTRE DAME, Brand New Spacious House!

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 ¥33,178
¥70,987 total
includes taxes & fees
Sep 8 - Sep 9
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

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 ¥15,664
¥34,323 total
includes taxes & fees
Sep 14 - Sep 15
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

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

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!

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 ¥37,753
¥92,450 total
includes taxes & fees
Sep 9 - Sep 10
NEW Luxury, Spacious & Close to Notre Dame - 10 min driving

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 ¥17,618
¥39,840 total
includes taxes & fees
Sep 30 - Oct 1
ND FOOTBALL AVAILABLE Freshly renovated 4 bedroom just 2 Miles to Notre Dame

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

9.2 out of 10, Wonderful, (12)
"Cozy and charming house! Decor was so well done. "
The price is ¥16,286
¥36,954 total
includes taxes & fees
Sep 22 - Sep 23
Vintage Romance Finds Cozy Charm at Depot Cottage

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

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:

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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?

Beautiful Waterfront Home on Baugo Bay: Visitors like this Osceola vacation home rental. It is located on the waterfront and has a fireplace, 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. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 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 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.