Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Top guest favorite

A rural landscape is depicted with bare trees and green fields under a blue sky. A small pond is visible, reflecting the clouds overhead. Rolling hills and open pastures provide a serene backdrop, inviting exploration of nature.

Apartment in Mishawaka

4.93 out of 5 average rating, 291 reviews

Restoration Farm - Simple & Sustainable Living

Approx. 10 miles/25 min. from University of Notre Dame & Amish country, this rural apartment is our finished basement that we reside over. With own private walk-out entrance from back of the house, unit includes 2 BR's (one very small), full bath (shower, no tub), kitchen/family room & laundry room. Once outside, you're on 60 acres of rolling pasture + 17 acres of forest. There are cattle, sheep, chickens & dogs (+ a couple of barn cats & seasonal pigs.). Plenty of space for hiking & exploring.

Top guest favorite

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, 49 reviews

King bed-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 Free parking Wi-fi & smart TV Coffee maker & coffee/tea Dishwasher Pet friendly (w/fee) 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!

Top guest favorite

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, 261 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 favorite

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.

Apartment in Mishawaka

4.96 out of 5 average rating, 492 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, SUP rental $10, enjoy a bonfire, grill, and relax by the river. There's a new 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 favorite

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

4.95 out of 5 average rating, 256 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.

Guest favorite

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

4.91 out of 5 average rating, 190 reviews

My Happy Place!!

The whole group will be comfortable in this Spacious Nicely Decor Unique space. Two bedroom and small office sitting area for relaxing I’m big on house keeping No Pets No smoking in the home No parties Or Events No shoes wearing in the home also No visitors Allowed only whom name is on the reservation list My Airbnb is for work business and people traveling Not for hanging out not setup for children at this time I truly appreciate your business Thank you so much …

Top guest favorite

A cozy bedroom features a metal bed frame with a green bedspread and assorted pillows. Natural light enters through a large window, enhancing the room's warmth. A mirror and nightstands complement the decor, with a plant adding a touch of greenery. Textured walls provide a stylish backdrop.

Home in Elkhart

5 out of 5 average rating, 10 reviews

Cozy Duplex with Gym

This cozy unit is part of a duplex. The unit has separate entrances, and it is completely private. The location allows for deliveries from Elkhart or Mishawaka via DoorDash, Instacart, etc. This unit is perfect for traveling nurses, students, etc. From our location to: -Elkhart General - 8 min. -St Joseph Reg. Med. Center - 16 min. -Unity Medical & Surgical Hospital - 17 min. -Goshen Hospital - 30 min. -Notre Dame - 25 min. -Goshen College - 30 min.

Top guest favorite

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, 203 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 favorite

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.

Apartment in Osceola

4.94 out of 5 average rating, 612 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 favorite

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, 339 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 favorite

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, 194 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 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 favorite

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, 796 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.