
Holiday rentals in Osceola
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Top-rated holiday rentals in Osceola
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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. EiUse of the back yard, with all its amenities, is available when pre-arranged

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

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

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.

Spacious Log Cabin on Beautiful Shavehead Lake
Enjoy the rustic beauty of southern Michigan in a recently completely renovated log cabin on beautiful Shavehead Lake. A two-level log cabin built into a natural hillside, this secluded property is tucked away on the south creek of the lake, and includes a dock with direct water access, canoe, 2 kayaks & life jackets included. Handicapped accessible. Easy access from the IN Toll road, 35 minutes to ND, 4 Winds Casino or Shipshewana. 1Hour to Lighthouse Outlets & IN dunes.

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.

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!

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.

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.

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!

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.
Popular amenities for Osceola holiday rentals
Other great holiday rentals in Osceola

Summer House-pontoon, bonfire/pingpong/grill

Swan Inn. Waterfront home.

Bright & Spacious 3BR/2.5BA | Near DT Elkhart

Wooded Retreat: Upgraded 3B Home

Your Midwest ND Family Retreat

Great for all travelers-Fenced yard-Pet friendly

Enchanting Pool House (2.2 miles from Notre Dame)

The Tiny House on the River
Destinations to explore
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- Warren Dunes State Park
- University of Notre Dame
- Washington Park Zoo
- Silver Beach Carousel
- Indiana Dunes State Park
- Potato Creek State Park
- Grand Mere State Park
- Beachwalk Vacation Rentals
- 12 Corners Vineyards
- Woodlands Course at Whittaker
- Blue Gate Restaurant & Bakery
- Benton Harbor St Joseph Ymca
- Potawatomi Zoo
- Silver Beach Park
- Four Winds Casino
- Van Buren State Park
- Jean Klock Park
- New Buffalo Public Beach
- Shady Creek Winery
- Weko Beach
- Four Winds Casino
- Four Winds Field
- Studebaker National Museum
- Dablon Winery and Vineyards





