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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 favourite
A sturdy wooden dining table is set with floral decorations and a colorful runner. Four wooden chairs are positioned around the table, while the kitchen's warm cabinetry and light-colored walls provide a welcoming atmosphere. Natural light brightens the space from a window above the sink.
Home in Mishawaka
4.96 out of 5 average rating, 109 reviews

Great for all travelers-Fenced yard-Pet friendly

Clover House is a country charmer on the edge of town. This cozy retreat provides plenty of extra room with it's spacious one bedroom. When you arrive you'll find: King bed & queen sleeper sofa Driveway parking Wi-fi & smart TV Coffee/tea/cocoa Dishwasher Washer & dryer Pet friendly Fenced backyard This is an ideal spot when traveling, vacationing or for work. You'll enjoy how private it is. For your convenience, the exact location on the map! Message me with your questions or book now!

Top guest favourite
A functional kitchen setting is depicted, featuring red cookware on a stovetop and dishes in the oven. Dark cabinetry and a stainless steel refrigerator complement the bright countertops. Natural light enters through a nearby window, and kitchen towels are displayed on a hanging rack.
Home in Elkhart
4.92 out of 5 average rating, 264 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 favourite
A cozy living area features a floral-patterned couch paired with a wooden coffee table. A stylish chair and a midcentury desk sit in the corner, complemented by a large wall art featuring tropical elements. Natural light is filtered through sheer curtains in the nearby window.
Guest suite in Elkhart
4.97 out of 5 average rating, 63 reviews

The Gemini

A cheerful retreat in Elkhart, IN located near Shipshewana, Notre Dame/South Bend. Discover the perfect blend of comfort and charm. Relaxing bedroom with queen bed, comfy living room with work area, retro pink bathroom, fully equipped kitchen, dining area & stocked coffee bar! High speed Internet & Netflix access available. Your home away from home near the St. Joe River. Whether you’re seeking adventure or craving a peaceful escape, the Gemini is the perfect base for your Elkhart experience!

Top guest favourite
The cabin is constructed of warm wood, surrounded by lush greenery and tall pine trees. A welcoming front porch features two chairs and flower beds, inviting relaxation. Large glass doors provide views of the outdoor space, enhancing the connection with nature.
Cabin in Goshen
4.96 out of 5 average rating, 348 reviews

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.

Guest favourite
Home in Elkhart
4.93 out of 5 average rating, 83 reviews

Treehouse Acres

Treehouse Acres, a Treehouse style retreat nestled on 10 acres of woods near Baugo Park. This unique home offers king bed, hot tub, air hockey, fire pit, outdoor area and walking trails right to Baugo, ensuring a blend of relaxation and adventure. With 3 bedrooms, 1.5 bathrooms, and a pullout couch, it comfortably sleeps 7 Perfect for family getaways or catch a Notre Dame game, enjoy all the comforts of home, including a full kitchen and laundry, in a secluded yet convenient location

Top guest favourite
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
4.96 out of 5 average rating, 591 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 favourite
A modern kitchen area is highlighted by a large central island with a white countertop. Exposed brick walls add character, while vintage signage provides a nostalgic touch. A cozy seating arrangement features a small chair and a fireplace TV setup against the wall.
Guest suite in Middlebury
5 out of 5 average rating, 157 reviews

Mullet's Speed Shop

Refresh and relax at this newly constructed guest suite! Mullet's Speed Shop is conveniently located just 3 minutes from the famous Das Dutchman Essenhaus Restaurant and Bakery, less than 10 miles from the quaint shops of Shipshewana, and an easy 40 minute drive to Notre Dame (for the football fans). Take a bike ride or a peaceful walk on the Pumpkinvine Nature Trail less than 2 miles away. Nestled in the heart of Amish country, enjoy the buggies passing by!

Superhost
Home in Osceola
5 out of 5 average rating, 4 reviews

Relaxing Riverfront House • Dock Access • Sleeps 6

Stay in our modern riverfront 2‑bedroom home with a private dock! ✔ Direct riverfront access with private dock ✔ Updated, comfortable home with modern touches ✔ Sleeps 6 with 2 queen beds, sleeper sofa & floor mattress ✔ Full kitchen with quality appliances ✔ Reliable WiFi for work or streaming ✔ Professionally cleaned and sanitized ✔ Peaceful setting perfect for fishing, kayaking & relaxing ✔ Great for families, couples, and quiet getaways

Guest favourite
A bright living area showcases a combination of comfortable seating, including two armchairs and a sofa, arranged around a round coffee table. A dining table is positioned nearby, featuring a neutral tablecloth and a potted plant centerpiece. Light filters through sheer window curtains.
Bungalow in Elkhart
4.95 out of 5 average rating, 297 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 favourite
The image displays a creatively designed sign reading 'Silk on the Bend,' set against a textured, warm brown brick wall. The lettering features a combination of bold and cursive styles, enhancing the welcoming identity of the space.
Guest suite in Osceola
4.95 out of 5 average rating, 637 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 favourite
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, 442 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 favourite
Home in Elkhart
4.99 out of 5 average rating, 142 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!

Popular amenities for Osceola vacation rentals