Holiday houses in Osceola

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Top-rated holiday rentals in Osceola

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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, 281 reviews

Best Couples Vacation, Private, Hot Tub, Creek,

*Imagine soaking in your private hot tub under the stars while a gentle creek flows just steps away. You are surrounded by trees and natural beauty. *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

Guest favourite
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, 333 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 favourite
A serene view of the Saint Joseph River stretches across the image, framed by lush greenery. A floating dock is positioned nearby, offering access to the water, with two kayaks visibly resting on the shore. A firepit seating area adds a cozy element to the backyard.
Apartment in Mishawaka
4.96 out of 5 average rating, 570 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 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, 190 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 favourite
A bright family lounge area features a spacious sectional couch in front of a large window with views of the outdoors. A wooden coffee table sits on a patterned rug, while a staircase leads to the upper level. Potted plants add a touch of green to the space.
Home in Elkhart
4.98 out of 5 average rating, 127 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.

Guest favourite
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, 273 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
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, 633 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.

Guest favourite
An interior view of the studio apartment showcases a small kitchenette with a refrigerator, stove, and sink. A door leads outside, and a window with turquoise curtains allows natural light to enter. A cozy bed with a patterned quilt is positioned nearby, creating a functional yet inviting space.
Apartment in South Bend
4.97 out of 5 average rating, 275 reviews

Tiny Retro Studio for One Person

This is a TINY studio for ONE person. Non-smoking inside & out. No pets. Our typical guest is in town for work at Notre Dame or the local hospital, so we try to keep a quiet house for sleeping and studying. Our neighborhood is usually quiet, but not always. See the LOCATION section under the map to read a description of our neighborhood. *Winter Note: We shovel the walkways at the Airbnb, but not usually until later in the day.

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, 423 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, 132 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 favourite
A modern kitchen features wooden cabinetry and sleek countertops. Stainless steel appliances, including a gas range, are present. A large island with seating is positioned at one end, while a glass dining table with stylish chairs occupies the space, complemented by bright lighting.
Home in South Bend
5 out of 5 average rating, 130 reviews

Spacious Ranch in a Quiet Neighborhood Near N.D.

A spacious ranch home in a quiet neighborhood just minutes from Notre Dame, University Park Mall, shopping centers, and plenty of restaurants and bars. 3 private bedrooms, full kitchen access, and a modern updated bath with heated floors and an air jetted tub. Great for couples and families with children. This is the perfect place to relax during your busy getaway.

Top Guest favourite
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, 862 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.

Popular amenities for Osceola holiday rentals

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