Vacation rentals in Osceola

Whispering Pines

This beautiful, relaxing guest space is a self-contained basement apartment with with its own entry stairway from the inside of the garage. Totally remodeled in the summer of 2018, it is complete with a full kitchen and cooking essentials. The host couple occupy the main level of this large ranch home, but the basement is dedicated for guest usage. Guests can come and go through a coded entry door into the garage. Use of the back yard, with all its amenities, is available when pre-arranged

Choo Choo Inn

Discover the perfect pet-friendly haven in the heart of Elkhart County! This charming home is your ideal destination for a serene and rejuvenating getaway. Situated near the third-largest rail freight yard in the U.S., you'll love the unique train-themed ambiance. While you unwind on the deck, keep an eye out for graceful deer and enjoy the soothing sounds of trains rolling by. Plus, there’s ample parking available for RVs, making it a great choice for those is in town for a service call.

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

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.

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

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!

The Nest - Luxurious Cabin Retreat

The Nest can accommodate a maximum of 19 guests. The Nest is a spacious sanctuary sitting on 9 acres of beautifully wooded property. This is the perfect place for your next retreat, family get together, or Notre Dame weekend. Enjoy the serenity of nature with the convenience of location. Located around 20 minutes from Notre Dame, 15 minutes from the best restaurants in the area, and 30-45 minutes from Michigan Wine Country and lakeshore.

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.

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.

Luxury 6BR Summer Retreat | Pools + Sports Court

Just 15 mins to Notre Dame and 1 hour to Indiana Dunes! Perfect for an end-of-summer break with late August availability. This private 1.5-acre estate sleeps 16 and features a heated indoor pool, outdoor pool, and rare indoor sports court. Enjoy resort-style living near Mishawaka dining, the St. Joseph River, and Granger shopping. Secluded, upscale, and optimized for families, teams, or reunions. Book your Indiana getaway today!

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.

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 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 with every stay!