Holiday rentals in Osceola

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Popular amenities for Osceola holiday rentals

Other great holiday rentals in Osceola

Guest favourite
Home in Berrien Springs
4.95 out of 5 average rating, 123 reviews

Great Living Too

MichelleRating, 5 stars2 months ago
I cannot say enough about how clean the house was. Wonderful space for everyone. Kitchen table was large enough for my group to play games at and the basement space was large enough for everyone too! If we are back in the area we would stay here again!
Guest favourite
Cottage in Dowagiac
4.9 out of 5 average rating, 49 reviews

Stylish Lakehouse, Sandy Beach Includes lux Boat!

StacyRating, 5 stars6 months ago
Kelly was easy to work with, had great communication, was very accommodating, and the cottages were so cozy & quaint! The biggest plus was getting the opportunity to use that amazing pontoon boat and getting out on the lake. We would definitely stay at this lake again! What a fun area. Having such a fun time we started looking at Kelly’s other properties for future getaways!
Guest favourite
Cottage in Sawyer
4.93 out of 5 average rating, 213 reviews

Bright Modern Designer Maple Street Beach House

AnthonyRating, 5 stars2 months ago
My family enjoyed our stay with Carla! We have stayed with her at this location and one of her other nearby properties in the past. We appreciate the cleanliness, communication, and comfort afforded by a stay with Carla, so we will always look to stay with her when returning to the area in the future.
Superhost
Home in Three Oaks
4.82 out of 5 average rating, 11 reviews

Sunny Door Cottage| Downtown| 10 min to beach

JamieRating, 5 stars6 months ago
Cozy spot and super quiet! It has a great "old house" vibe without feeling like it's rickety or weak. Three Oaks is pretty small to even begin the edge of town, it's a very short and pleasant walk to downtown.a Also the bed linens are top notch! We slept great.
Top guest favourite
Home in Three Oaks
5 out of 5 average rating, 33 reviews

Private! Cherry Beach Pool House

KyleRating, 5 stars7 months ago
We loved our stay at Cherry Beach. We brought our son and it was very baby friendly. The pool was awesome and the backyard was so big it felt like you were in the wilderness. Mary was really helpful too and we felt right at home. It was a great holiday weekend.
Superhost
Flat in Warsaw
5 out of 5 average rating, 4 reviews

Barbee Hill 2BR Home, Wi-Fi, Fun

BRENDARating, 5 stars20 months ago
Thanks for hosting! It was awesome 👏 😎
Top guest favourite
Cottage in Union Pier
4.96 out of 5 average rating, 201 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

HilaryRating, 5 stars2 weeks ago
Beautiful house, very well thought out for guests. Host and Co-Host were absolutely wonderful through the whole process. Lots to do in the area. Would highly recommend!
Guest favourite
Home in Dowagiac
4.71 out of 5 average rating, 63 reviews

Lorlee - A Large and Luxurious Lakefront Cottage!

TerryRating, 5 stars10 months ago
Great home! Perfect for our family really really enjoyed our stay

Destinations to explore

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