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Vacation rentals in Osceola

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Osceola

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Elkhart
4.92 out of 5 average rating, 252 reviews

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

Top guest favorite
A spacious living area is featured with a warm-toned sofa and two light gray chairs. Natural light floods in through multiple windows, highlighting the wooden beam ceiling. A small dining table and well-equipped kitchen are visible, creating an inviting atmosphere for relaxation.
Home in Vandalia
4.98 out of 5 average rating, 346 reviews

Couples, Lake Michigan Close, Hot Tub, Private,

Imagine soaking in a private hot tub under a star filled sky, while a gentle creek flows just steps away. Surrounded by trees and pure country quiet. This secluded couples' retreat in Southwest Michigan is your escape from everything. Enjoy a meal, book, or game while watching our feathered friends at the bird feeder right outside your door. Leave the noise behind and reconnect in a quiet setting. Lake Michigan, Amish Country Shipshewana, and Wine Country are all within 45 minutes of us.

Top guest favorite
The front porch of the cottage features a welcoming entrance with a red door. Two seating areas are situated on the porch, complemented by colorful flower pots. The porch is framed by green columns, and a gravel pathway leads towards the entrance.
Guesthouse in South Bend
4.96 out of 5 average rating, 336 reviews

South Bend, 1 Bedroom Cottage Built in 1912

South Bend historic cottage in the National Historic District of Chapin Park. Close to Notre Dame. One dog is welcome. No cats. There is a queen sized bed and a sofa, NOT sofa bed in the sitting room. This cottage built in 1912. Private and cozy, the cottage has a big screen TV, wifi and a gourmet kitchen. The owner lives almost directly behind and is available and happy to assist. Chapin Park's tree-lined, brick streets and diverse historic architecture are charming. No smoking.

Top guest favorite
A serene riverside view captures vibrant autumn foliage reflected in calm waters. Comfortable seating is arranged on a stone patio, overlooking the river, enhancing the tranquil outdoor experience. Sunlight dances on the water's surface, inviting relaxation and connection with nature.
Apartment in Mishawaka
4.95 out of 5 average rating, 576 reviews

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.

Top guest favorite
The charming barn structure is highlighted against a colorful sky at sunset. The building features a silo, while trees and shrubs frame the foreground, creating a serene rural atmosphere. Soft lighting from the windows enhances the inviting appearance of the exterior.
Guest suite in Bremen
4.98 out of 5 average rating, 204 reviews

Blended Threads: Barn Stay -cozy & stylish, ND!!!

Looking to stay at a gorgeous & one of a kind space? This modern barn has a beautifully renovated, private apartment for you to enjoy located in the walkout basement of our home; It is close to downtown Wakarusa, Mishawaka, South Bend & only 25 minutes from the Irish of ND! Cozy up in front of the fireplace with coffee & a book, play some board games in the silo-lounge, or make this luxurious space home, while you get out and explore!!!

Guest favorite
An inviting entrance is framed by a lush archway covered in green leaves, with soft blue lights adorning it. A stone walkway leads up to a side door, flanked by a well-maintained lawn with mature trees providing shade in the background.
Bungalow in Elkhart
4.95 out of 5 average rating, 277 reviews

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.

Top guest favorite
A wooden deck extends over the calm St. Joseph River, featuring a black wrought iron table surrounded by two wicker chairs. Lush greenery lines the opposite bank, with residential homes peeking through the trees, under a partly cloudy sky.
Guest suite in Osceola
4.94 out of 5 average rating, 634 reviews

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.

Top guest favorite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 429 reviews

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.

Top guest favorite
Home in Elkhart
4.99 out of 5 average rating, 136 reviews

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!

Top guest favorite
Guesthouse in Goshen
4.96 out of 5 average rating, 585 reviews

The Guesthouse on 29 Near Shipshewana, Notre Dame

Relax and unwind at The Guesthouse on 29, conveniently located just 1.5 miles off of US Highway 20. This cozy retreat is ideal for travelers exploring Northern Indiana and Amish Country. Enjoy easy access to nearby attractions — 10 minutes to Goshen and Middlebury, 15 minutes to Elkhart, 20 minutes to Shipshewana, and only 40 minutes to the University of Notre Dame.

Top guest favorite
A modern house is nestled among lush greenery, featuring an inviting entrance with a gravel path. The structure showcases multiple levels with a mix of windows and balconies. Bright umbrellas are placed on the deck, providing shade to outdoor seating areas.
Apartment in Granger
4.95 out of 5 average rating, 865 reviews

Wayback House

Country setting. Apartment above our garage. Attached to our house. No Smoking. No Pets. No Parties. No shared space but with the shared wall, you will here sounds from our space including garage door, voices, kitchen noise, dogs may bark, etc. we try to keep noise levels down but we live here and you may hear us. WiFi in this location is sometimes spotty.

Top guest favorite
A two-story home is nestled among trees, featuring a large deck with multiple seating areas. Expansive windows offer views of the surrounding greenery. The structure blends with the natural landscape, providing a sense of seclusion and tranquility.
Home in White Pigeon
4.97 out of 5 average rating, 112 reviews

Secluded forest retreat with view

38 acres of woods, hills, pond, creek 1 mile of hiking trails beautiful views from the home and hiking you will see many deer quiet and secluded no close neighbors whole home to yourself entire property to yourself fire ring with firewood at picnic area Gazebo wood burning stove and fireplace with firewood fast and dependable fiber optic wifi

Popular amenities for Osceola vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. St. Joseph County
  5. Osceola