Holiday houses in Osceola

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Top-rated holiday rentals in Osceola

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

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Top Guest favourite
The spacious living area features arched ceilings and large windows, allowing natural light to fill the room. Comfortable seating is arranged around a central coffee table, with a flat-screen TV mounted on the wall. The adjacent kitchen includes stainless steel appliances and cabinetry.
Apartment in Goshen
4.96 out of 5 average rating, 907 reviews

Half-Moon Cottage

Enjoy privacy in this beautifully handcrafted cottage with arched ceilings. The cottage is 2 miles from downtown Goshen - a vibrant small town with restaurants and shops. It's 1 mile from Goshen College, 45 minutes from Notre Dame and 25 minutes from the Amish town of Shipshewana. The cottage is beside a fruit, nut and berry orchard and gardens. It's adjacent to a city bike trail that links to the Pumpkinvine nature/bike trail. It's close to a train crossing (with whistle) and a busy street.

Top Guest favourite
The exterior view shows a charming tiny house with blue siding and a welcoming entrance. Flower beds with various plants frame the path leading to the door, while sunlight illuminates the surroundings and the nearby lake reflects the clear blue sky.
Tiny home in Howe
4.94 out of 5 average rating, 102 reviews

The Cozy Cottage by the Lake

This sweet, unique, tiny house is located on Pigeon Lake, just 15 minutes from Shipshewana and the heart of Amish country, and 55 minutes from Notre Dame! It is beautiful in any season, and offers a quiet retreat for families or friends. Guests have lake access, and the public boat launch nearby. Paddle boat, kayaking, and fishing from the pier at the house are all available from this property. (Fishing gear not provided) After a day in Shipshewana, relax in the outdoor porch and fire pit area!

Guest favourite
A functional kitchen setting is depicted, featuring red cookware on a stovetop and dishes in the oven. Dark cabinetry and a stainless steel refrigerator complement the bright countertops. Natural light enters through a nearby window, and kitchen towels are displayed on a hanging rack.
Home in Elkhart
4.92 out of 5 average rating, 239 reviews

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

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
4.96 out of 5 average rating, 249 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
A spacious living area features an open layout with a dining table, a comfortable sofa, and a white armchair. A wooden coffee table sits on a neutral-toned area rug. The kitchen is visible in the background, showcasing white cabinetry and a dining area with natural lighting.
Apartment in Middlebury
4.93 out of 5 average rating, 161 reviews

The Farm Vista

Retreat and unplug in a quite country neighborhood in the heart of Amish country. The covered porch overlooks a farm and you can see a great sunset and often wildlife as well. The apartment itself is a walkout basement with a front entrance and large windows overlooking the farm and field across the road. This apartment offers all the comforts of home with two bedrooms, a pullout sofa bed, large kitchen, living room and bathroom. This retreat provides a chance to unplug and do things together.

Top Guest favourite
Guesthouse in Near Northwest
4.96 out of 5 average rating, 329 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
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 Escape for 2, Private, Creekside,

*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
The cabin is constructed of warm wood, surrounded by lush greenery and tall pine trees. A welcoming front porch features two chairs and flower beds, inviting relaxation. Large glass doors provide views of the outdoor space, enhancing the connection with nature.
Cabin in Goshen
4.96 out of 5 average rating, 312 reviews

Tiny home log cabin at the pines

Nurture your most important relationships at this peaceful authentic log cabin, built in 2022, set halfway in the long lane of our 18 acre property. Enjoy privacy with the massive pine trees behind you. Relax on the front porch and watch the sunset beyond the horse pasture and cornfields. The cabin boasts Wi-Fi, TV screen w options,a soaker tub, queen bed, recliners with heating feature, a full kitchen stocked with pots and pans, a washer and dryer. Everything you need for a longer stay.

Superhost
The living area features a modern design with a large window providing views of the city skyline. A stylish couch is paired with a coffee table, while a bar with high stools is positioned nearby. Indoor plants add a touch of greenery to the space.
Apartment in South Bend
4.8 out of 5 average rating, 143 reviews

Clover Haven | High Rise | Down Town South Bend ND

Immerse yourself in the heart of South Bend with breathtaking views of the illuminated Saint Joseph River and the city skyline. Your perfect stay starts here! This space is within walking distance to many restaurants, bars, stores, parks, and more! Nearby attractions include: - Notre Dame Campus - Trader Joe’s - Century Center - Morris Performing Arts Center - South Bend Chocolate Factory - Eddy’s Street Commons - East Race Market - Howard Park and many more!

Guest favourite
The charming cottage is nestled among trees, featuring a metal roof and wooden exterior. A small covered porch with sheer curtains surrounds the hot tub, while a pergola with string lights stands nearby, accompanied by adirondack chairs and a neatly arranged firewood stack.
Cottage in Goshen
4.94 out of 5 average rating, 566 reviews

Quaint Cottage: guests rave clean; cozy; quality

This charming, semi-private cottage, set in a quiet country location is perfect for your next getaway. Small kitchenette with sink, fridge and microwave provides you with kitchen basics. PLEASE NOTE: there is no stove/oven in this room. Bathroom is equipped with all the necessities plus extras like a two person shower with rain fall shower head. Outside is a 2-3 person hot tub along with a beautiful pergola with string lights and adirondack chairs.

Top Guest favourite
A cozy living area features a dark sofa adorned with patterned cushions, complemented by two green accent chairs. A circular coffee table with a game sits at the center, and a flat-screen TV is mounted on the wall. Warm light emanates from two lamps, adding a welcoming touch.
Guest suite in Bremen
4.98 out of 5 average rating, 202 reviews

Blended Threads: Barn Stay -cozy & stylish, ND!!!

Looking to stay at a gorgeous & one of a kind space? This modern barn has a beautifully renovated, private apartment for you to enjoy located in the walkout basement of our home; It is close to downtown Wakarusa, Mishawaka, South Bend & only 25 minutes from the Irish of ND! Cozy up in front of the fireplace with coffee & a book, play some board games in the silo-lounge, or make this luxurious space home, while you get out and explore!!!

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, 627 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.

Popular amenities for Osceola holiday rentals

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