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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
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, 110 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 favorite
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, 268 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

Guest favorite
Guesthouse in South Bend
4.95 out of 5 average rating, 345 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
Home in Elkhart
4.93 out of 5 average rating, 86 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 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
4.96 out of 5 average rating, 596 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
A studio apartment is displayed, featuring a spacious bed with neutral bedding. A kitchen area comprises a countertop with two barstools and modern appliances. Natural light enters through two windows, while artwork adorns the walls. A soft glow from a lamp enhances the ambiance.
Guest suite in Elkhart
4.97 out of 5 average rating, 204 reviews

The Serenity Suite

The Serenity Suite is one of two listings to accommodate guests. This suite is a 230 sq ft. tiny house studio apartment created in 2022. A kitchen island with 2 barstools is in the center of the space. This can be used as a sit down eating spot or a dedicated workspace. The 3/4 bath boasts up to date accessories and soft, thirsty towels. Please check out our Whispering Pines listing for a more spacious area. It will accommodate 1-5 guests at a very competitive price.

Guest favorite
The charming cottage is nestled among trees, featuring a metal roof and wooden exterior. A small covered porch with sheer curtains surrounds the hot tub, while a pergola with string lights stands nearby, accompanied by adirondack chairs and a neatly arranged firewood stack.
Cottage in Goshen
4.94 out of 5 average rating, 593 reviews

Cottage Escape cozy getaway for two, Clean, Quiet

This charming, semi-private cottage, set in a quiet country location is perfect for your next getaway. Small kitchenette with sink, fridge and microwave provides you with kitchen basics. PLEASE NOTE: there is no stove/oven in this room. Bathroom is equipped with all the necessities plus extras like a two person shower with rain fall shower head. Outside is a 2-3 person hot tub along with a beautiful pergola with string lights and adirondack chairs.

Superhost
Home in Osceola
4.6 out of 5 average rating, 5 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

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

Cozy family friendly oasis |4 BR |River views|ND

Pack your bags and bring the whole crew! This stunning 4-bed, 2-bath retreat offers serene river and channel views in a safe, welcoming neighborhood. Grill outdoors, whip up meals in a fully equipped kitchen, and binge your favorites in spacious lounging areas. From river view evening walks, outside campfires and s’mores under the lights, stars to late-night card games, adventure and relaxation await. Great dining and a hospital close by!

Guest favorite
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, 302 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
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 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, 444 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.

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