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Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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

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Guest favourite
The exterior of a rustic log cabin is showcased, featuring original hand-hewn beams and a wraparound porch. A spacious hot tub is positioned on the side, surrounded by a well-kept lawn and landscaping. Natural light highlights the warm wooden tones of the cabin.
Cabin in Goshen
4.97 out of 5 average rating, 184 reviews

Historic Log Cabin clean and private getaway

Rest and refresh in this 1836 Log Cabin with original hand hewn beams and the feel of an era long past. We strive to bring the present to life here with plenty of modern touches and comfort in every room. A full kitchen with special extras like dishwasher, garbage disposal and full size gas range and a refrigerator with ice maker. The entire house is wrapped in porches where there is space to enjoy the nature and peacefulness of country life. Off the porch there is a huge open air hot tub for8.

Guest favourite
A spacious lakefront home is set within a green landscape, featuring a well-maintained front lawn. Trees provide shade, while a wide driveway accommodates parking. The home showcases a combination of soft gray siding and brick accents, creating a welcoming entrance.
Home in Elkhart
4.88 out of 5 average rating, 138 reviews

Lakeshore Cottage🎣 🚣‍♂️Waterfront/Great Wi-fi

Book your family getaway at this charming Lakefront home on Heaton lake! Enjoy swimming, fishing and a 4 person paddle boat. Large back yard for games! We provide Corn Hole Boards and Spike ball. 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. Parking for up to 6 cars in the driveway.

Top guest favourite
A modern living area features a stylish brown leather sofa with a decorative pillow. Large windows allow natural light to fill the space, while tall indoor plants add a touch of greenery. A round woven basket and a small side table complete the inviting atmosphere.
Tiny homes in Near Northwest
4.96 out of 5 average rating, 246 reviews

Tiny House Living | 1.8 Mi to Notre Dame | Coffee

Welcome to the Portage Tiny House, a unique, modern space located in the beautiful city of South Bend, Indiana. Just 2 miles from the Notre Dame Campus! Sustainably built to produce as much energy as it uses, this place provides memorable stays for visitors to South Bend & Michiana. Enjoy a ‘little’ luxury with 18 ft ceilings, natural light galore, a balcony with grill, a fully stocked kitchen, highspeed Wifi & TV, and a Notre Dame-themed bedroom. We’d be honored to welcome you as our guests!

Top guest favourite
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, 263 reviews

Luxury Country Retreat for Romantic Escape, Creek

*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 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, 555 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.

Guest favourite
An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.
Villa in Niles
4.97 out of 5 average rating, 127 reviews

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

Waterfront property with a private hot tub, pool, and tennis court, making it an ideal destination for those seeking both relaxation and recreation. Visit beautiful Southwest Michigan and stay at the St. Joe Overlook. Take a swim in the pool, unwind in the hot tub, take the kayaks out for a river cruise, or sit by the fire. Enjoy this stunning location and top-notch amenities. A trip to the St Joe Overlook is the perfect place to gather & reconnect. Maximum Guest Count 16.

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, 114 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 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
4.97 out of 5 average rating, 261 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
4.94 out of 5 average rating, 626 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, 400 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, 117 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!

Superhost
A spacious living room features a large sectional couch adorned with yellow accent pillows. A flat-screen TV is mounted on the wall, providing entertainment options. Natural light enters through the nearby window, illuminating the hardwood floor and the adjacent dining area.
Home in South Bend
4.9 out of 5 average rating, 137 reviews

3BR Home Near Edison Park | Quiet & Comfortable

Comfortable renovated 3-bedroom home next to Edison Park, ideal for extended stays of 1–8 weeks. Perfect for visiting professionals, insurance placements, or guests who want a quiet residential location near Notre Dame. With reliable high-speed Wi-Fi, a fully equipped kitchen, and private outdoor space, this home offers an easy, practical place to settle in during the winter months.

Popular amenities for Osceola vacation rentals

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