Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Guest favorite
The exterior of a two-story home is viewed at dusk, surrounded by landscaped greenery and large trees. Smooth concrete leads to a spacious driveway with a garage. Soft light glows from the windows, enhancing the welcoming appearance of the property against a vibrant, colorful sky.
Home in Elkhart
4.88 out of 5 average rating, 138 reviews

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

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, 246 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
The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.
Farm stay in Vandalia
5 out of 5 average rating, 276 reviews

Lux, Creekside, Escape to Tranquility, Private,

*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

Top guest favorite
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
4.95 out of 5 average rating, 323 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.

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, 564 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
4.98 out of 5 average rating, 184 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.

Top guest favorite
Home in Elkhart
4.98 out of 5 average rating, 121 reviews

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.

Top guest favorite
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, 122 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!

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
4.94 out of 5 average rating, 629 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, 413 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.

Guest favorite
An inviting living area features a spacious sectional sofa adorned with an assortment of pillows. A coffee table with a glass top sits in the center, while a large window allows natural light to illuminate the space. The kitchen area is visible in the background, showcasing an open layout.
Home in Mishawaka
4.96 out of 5 average rating, 139 reviews

Russ Street Retreat - 10 minutes from Notre Dame

This southwest style oasis is 10 minutes from Notre Dame or short walk to Bethel University. Three bedrooms, an open living area, and a bright kitchen makes it an easy choice for your next getaway. A large, private yard and ample parking also makes this location a great stay for game day. It is within walking distance to many shops and restaurants. Pet dishes and treats available upon request.

Guest favorite
Guesthouse in Goshen
4.96 out of 5 average rating, 575 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.

Popular amenities for Osceola vacation rentals

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