Holiday rentals in Osceola

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Top-rated holiday rentals in Osceola

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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, 70 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!

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 home in Near Northwest
4.95 out of 5 average rating, 232 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!

Guest favourite
The living area is furnished with two patterned chairs and a dark sofa, creating a comfortable seating arrangement. A coffee table sits in the center, with a television mounted on the wall opposite. Natural light fills the space through large windows, highlighting the modern decor.
Flat in South Bend
4.98 out of 5 average rating, 441 reviews

ND Events, Four Winds or Business Short Stay Suite

Dedicated Short-Stay for Notre Dame events or Business Downtown NEW 2 bed/2 full bath suite (2nd floor) with 10-12' ceilings, all amenities, including free internet, fully supplied kitchen and whirlpool tub. In downtown South Bend walking distance to multiple bars, restaurants, Morris Performing Arts Center and Century Center events facility. On-site free parking and free shuttle right outside to and from Notre Dame on game days and minutes from the Indiana-Michigan River Valley bike Trails.

Top 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.
Flat in Near Northwest
4.97 out of 5 average rating, 268 reviews

Tiny Retro Studio for One Person

TINY studio for one non-smoker. Our usual guest is a busy academic, intern, medical worker or businessperson. This TINY studio is located in an old 4-unit apartment house, so there is some in-house sound transfer. Our neighborhood is usually quiet, but not always. See the LOCATION section under the map to check if our neighborhood is suitable for you. No smoking indoors or out. Memorial Hospital 3 blocks, Notre Dame 2.5 miles, downtown 1/2 mile. 8 minutes to SB Airport and 80/90 Toll Road.

Top guest favourite
The exterior of a two-story home is presented, featuring a light brown facade with dark shutters. A well-manicured lawn surrounds the property, accented by neatly shaped shrubs. A covered porch with seating and decorative plants invites relaxation. Trees provide a natural backdrop.
Guest suite in Goshen
4.97 out of 5 average rating, 351 reviews

Lofty Spaces, entire upper level, 5 mi from town

Stay in our redecorated entire upstairs level with pass-coded private entry to come and go as you please. Queen bed in the primary bedroom, a double in the second bedroom. (2 cots can be set up for any youth). Full bath with tub and shower, TV room with Kuerig, microwave, mini frig, and back wood’s view. Relax on front porch. Short walk to Fairgrounds and Pumpkin Vine trail. Close by places to eat. Notre Dame is 45 mins away. Shipshewana -40 mins. 60 miles to Lake MI. 3 hr drive to Chicago.

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.
Flat in Mishawaka
4.96 out of 5 average rating, 528 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 cozy studio apartment features a comfortable bed with soft linens, a wooden coffee table, and a light-colored chest of drawers. Natural light filters in through a nearby window, illuminating the space. A green armchair is positioned in one corner, adding to the inviting ambiance.
Loft in Shipshewana
4.97 out of 5 average rating, 301 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is  equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space.  Enjoy some of the most picturesque landscape Northern Indiana has to offer.  We are just a 10 min walk from Stone Lake and have kayak rentals available upon request.  We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Top guest favourite
A charming cottage is nestled among vibrant flowering plants and lush greenery. The well-maintained garden features various colors, with pathways leading to the inviting entry. A large rock adds a natural touch to the landscaped area, enhancing the cottage's serene outdoor setting.
Tiny home in South Bend
4.98 out of 5 average rating, 365 reviews

The Cottage @ Portage Lion - Treat Yourself!

Cozy cottage fully renovated tucked into a beautiful park-like surrounding. Near to Notre Dame, South Bend, Lake Michigan Beaches, and wine trails. Relax here on your own patio. Luxuriate in the huge new shower. This darling two-room tiny house with a kitchenette has the conveniences and comfort you want for a short stay. The queen bed sleeps two while the couch in the main room is deep and can sleep another. Wifi and Roku enabled. Perfect little getaway!

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, 239 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, 624 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, 380 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
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.
Flat in Granger
4.95 out of 5 average rating, 824 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