
Holiday rentals 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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Other great holiday rentals in Osceola
Guest favourite

Home in Berrien Springs
4.95 out of 5 average rating, 123 reviewsGreat 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 reviewsStylish 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 reviewsBright 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 reviewsSunny 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 reviewsPrivate! 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 reviewsBarbee 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 reviewsDesigner 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 reviewsLorlee - A Large and Luxurious Lakefront Cottage!
TerryRating, 5 stars10 months ago
Great home! Perfect for our family really really enjoyed our stay
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- Warren Dunes State Park
- University of Notre Dame
- Potato Creek State Park
- Silver Beach Carousel
- Washington Park Zoo
- Point O' Woods Golf & Country Club
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