
Holiday houses in Osceola
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Top-rated holiday rentals in Osceola
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Whispering Pines
This beautiful, relaxing guest space is a self-contained basement apartment with with its own entry stairway from the inside of the garage. Totally remodeled in the summer of 2018, it is complete with a full kitchen and cooking essentials. The host couple occupy the main level of this large ranch home, but the basement is dedicated for guest usage. Guests can come and go through a coded entry door into the garage. EiUse of the back yard, with all its amenities, is available when pre-arranged

Lakeshore Cottage🎣 🚣♂️Waterfront/Great Wi-fi
Book your next getaway at this charming Lakefront home on Heaton lake! 96"TV , Swim, Fish, 4 person paddle boat and Kayaks. Large back yard for games! We provide Corn Hole Boards. 7 minutes from great food and shopping in Elkhart. Close to the toll road and 30 Minutes from Notre Dame Stadium. 1 Gbps Frontier Fiber Internet! This is a very quiet neighborhood. No parties or events or fireworks and there is a zero noise policy after 9 PM. 6 Parking spaces in the driveway. No Street parking allowed

My Happy Place!!
The whole group will be comfortable in this Spacious Nicely Decor Unique space. Two bedroom and small office sitting area I’m Big on house keeping and my house rules being meet at all times Any items stolen Damaged or stained will be a $500 charge No pets , smoking ,Drugs or Guns in the unit this a Neighborhood watch community My Airbnb is setup for business workers and out of town travelers Only No Local guest Allowed Also the home is not setup for children at this time (sorry) Thank you

Lux, Hot Tub, Restore, Calm, Creekside, Escape
*Escape to your private couple’s retreat. *Whether sipping coffee at sunrise or star gazing, The Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

Tiny home log cabin at the pines
Nurture your most important relationships at this peaceful authentic log cabin, built in 2022, set halfway in the long lane of our 18 acre property. Enjoy privacy with the massive pine trees behind you. Relax on the front porch and watch the sunset beyond the horse pasture and cornfields. The cabin boasts Wi-Fi, TV screen w options,a soaker tub, queen bed, recliners with heating feature, a full kitchen stocked with pots and pans, a washer and dryer. Everything you need for a longer stay.

Private Entrance Guest Suite on the River
Stay in our studio apartment suite with private exterior door entrance. Hosts live in the rest of the house. From the backyard you can fish, kayak/canoe, paddle board, enjoy a bonfire, grill, and relax by the river. There's a king memory foam bed, sleeper sofa, and 49" TV. Remote work friendly with spacious workspace desk, fast WIFI, and coffee. The closet has a mini food prep area with mini fridge and microwave, and grill out on back patio. It's a quick 15 min drive to Notre Dame.

Cozy family friendly oasis |4 BR |River views|ND
Relax and unwind with the whole family !Unpack and enjoy our quiet and safe neighborhood with beautiful views of the river for those evening walks! The 4 bedroom 2 bath comes with a fully stocked kitchen and lounging areas to watch your favorite shows and movies. Enjoy the views of the channel from the gas grill as you prepare a delicious meal with the family. After a good meal, make some memories with some board/card game Close to great restaurants and hospital near by.

Rainbows End 🌈 Plensa
Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

The Boho Bungalow
The Boho Bungalow is an updated 1920's bungalow with plenty of traditional charm. Wood floors, built ins and vintage kitchen make it cozy and welcoming. It's perfect for traveling professionals or families needing short term housing while visiting the Elkhart/South Bend area. The home is just blocks from Elkhart General Hospital and is very convenient to downtown Elkhart, Granger and South Bend. It's less than 15 miles from Notre Dame.

Silk On the Bend
My place is close to 80/90 Toll -road exit 83-Mishawaka IN. Visit us for events at :Notre Dame/St. Mary's/Bethel college/Holy Cross College. Mileage to ND Campus is 11.4. 15 Minutes to Elkhart Aquatic Center. Approx 20 Min to Four Winds Casino (Via the 20 Bi-pass) This Spring 2021 The Silk was chosen by AIRBNB as the 2d best place to stay in the greater South Bend-Mishawaka area. I close in January and February but re-open in March.

Cabin off 39 - Peaceful, private one bedroom cabin
Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Little House On The River
Escape to the Little House On The River in Elkhart, IN! This cozy 1-bedroom, 1-bath retreat sleeps 4 and offers stunning river views, a private deck, and all the comforts of home. Just 30 minutes from Notre Dame and a short drive to Shipshewana, it’s the perfect spot for game days, Amish country exploring, or simply relaxing by the water. Peaceful, private, and unforgettable—your riverside getaway awaits!
Popular amenities for Osceola holiday rentals
Other great holiday rentals in Osceola

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Beautiful Lakehouse View

Luxury Waterfront Home w/hot tub in Harbor Country

Enchanting Pool House (2.2 miles from Notre Dame)

Resort Villa with Pool and Hot Tub
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- Warren Dunes State Park
- University of Notre Dame
- Washington Park Zoo
- Potato Creek State Park
- Silver Beach Carousel
- Indiana Dunes State Park
- Grand Mere State Park
- 12 Corners Vineyards
- Woodlands Course at Whittaker
- Blue Gate Restaurant & Bakery
- Beachwalk Vacation Rentals
- Benton Harbor St Joseph Ymca
- Silver Beach Park
- Jean Klock Park
- Van Buren State Park
- Potawatomi Zoo
- Four Winds Casino
- New Buffalo Public Beach
- Shady Creek Winery
- Tiscornia Park
- Weko Beach
- Dablon Winery and Vineyards
- Four Winds Casino
- Studebaker National Museum




