Holiday Homes in Osceola

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Featured Holiday Homes in Osceola and around

Relax in a serene forest setting with a patio offering comfortable seating and a shaded area beneath a pergola.

"Very peaceful and quiet. Plenty of private and shared spaces. Great communication and nearby pointers for food and recreation. Will be staying again!"

Set amidst a serene wooded area, this charming home features a central entrance and windows on either side.

"Jim was responsive with problems. Place is looking a little run down. Could use a face lift but it's still a charming home too share with family. Thank you!"

includes taxes & fees

10 Aug - 11 Aug

A cozy retreat with a pitched roof and single door, situated on a lush lawn.

"We had a great stay!"

Relax on the rooftop terrace with a comfortable L-shaped sofa and take in the views of the water and distant bridge.

"Great property to stay with friends. Location very convenient for shopping and restaurants. "

Stunning two-story home with a charming front porch, complete with a bench and potted plants.

"The owner is super friendly and very prompt in responding. The home is beautiful, cozy and clean. Beds were comfortable and there was AC in both bedrooms. The grounds are well manicured and peaceful. Off street parking and a nice little coffee bar. Highly recommend and we would definitely love to come back! Very convenient to downtown as well."

includes taxes & fees

21 Aug - 22 Aug

"Beautiful newly renovated property! "

Relax in a serene backyard oasis with a cozy cabin, Adirondack chairs, and a canoe.

"Location was great for us. No real complaints. Would have liked a mirror in middle bedroom."

Relax on the covered porch with a wicker chair and enjoy the view.

"This property had every single thing we needed all we had to bring was us, clothes, and groceries. The house is in a beautiful and quiet location that isn’t far from town. I was there for residency at school and it was the perfect place to come home to and rest each night. I felt at home and safe. So perfect. "

Relax in the serene outdoor seating area with a round table, two chairs, and a bench, surrounded by a lush green field and trees.

"We had a great stay on the farm - it was quiet and peaceful for a weekend away. Our kids loved the chickens and listening to records. We even were able to see the northern lights. Friendly hosts and very welcoming!"

"Wonderful location to reconnect with friends!"

Spanning a serene body of water, this bridge offers a scenic view of the surrounding town and hill.

"The host and the house were both amazing. We had a great time exploring the area and just hanging out at the house in the evenings. We would definitely stay here again."

Relax in this serene bedroom with a large bed, dresser, and table with a lamp and flowers.

"Great place to stay. Had the small lake town feel and everything to do from the cities within a reasonable drive. Had a great time!"

includes taxes & fees

23 Jul - 24 Jul

Enjoy al fresco dining on the covered porch, surrounded by lush greenery and a beautifully maintained yard.

"In town for our daughter’s wedding :) We had a very nice stay in this clean and comfortable home! "

Relax in a spacious living area with a high ceiling, sofa, dining table, and chandelier.

"Worked well for our family.Would have been nice to have glass dinnerware instead of plastic type of dinnerware."

Enjoy a view of the outdoors from the large window in this living space, which features a dining table, flat-screen TV, and potted plant.

"Do not hesitate to book at Nordic Harbor. The rooms are stellar and the location is convenient. Steps away from the room is the Nordic Harbor market and roof top bar. The onsite pontoon rental is a blast, and the lake is beautiful. If you're looking for a quick getaway from the cities, this is it!"

includes taxes & fees

22 Jul - 23 Jul