House holiday rentals in Osceola County

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Popular amenities for house rentals in Osceola County

House rentals with a pool

Guest favourite
Home in Lake
4.92 out of 5 average rating, 25 reviews

Pleasant Pines Lodge

JenelleRating, 5 stars1 month ago
Great stay! Place was easy to find, peaceful, clean and comfortable. Fun for the whole family. I would definitely recommend to others.
Guest favourite
Home in Stanwood
5 out of 5 average rating, 11 reviews

New build with Lake Access

BenjaminRating, 5 stars1 month ago
This location was beautiful. The amenities were fun, and the only thing missing was enough time to do them all. Jonathan was responsive and the house was small, but plenty spacious for 10 people if you like each other. There was always some spot an introvert could go to be alone for a while. Wonderful stay.
Guest favourite
Home in Stanwood
4.79 out of 5 average rating, 14 reviews

Spacious Lakefront Home in Canadian Lakes

CindyRating, 5 stars10 months ago
Cheryl’s home was great for our family with young grandchildren. The sand provided hours of building and pretending fun. The sandy beach and shallow water depth was perfect for all the children from 2-8. They really loved jumping off the dock. The kayaks and paddle boats gave us time on the water. The large level grassy backyard was excellent for softball and tag. The bunk room was great for the grandkids to sleep together, leaving 4 bedrooms for adults. There was a pack n Play and a high chair for the youngest. There were many toys and games to play. The house hade cute decore with special touches to welcome us everywhere. We also appreciated the washer and dryer. The leather sectional was cozy for all of us. We also loved the fire pit for s’mores in the evening. We would like to have had more beach seating. The last two plastic Adirondack chairs were fatally cracked. I’m sure those are on Cheryl’s list to replace soon. Thank you for sharing your home with us Cheryl.
Home in Stanwood
5 out of 5 average rating, 4 reviews

Beachfront Bliss| 4Bedroom 2.5Bath

JeremyRating, 5 stars1 week ago
Very nice place and very clean. Had everything you need
Superhost
Home in Stanwood
4.83 out of 5 average rating, 18 reviews

The gingerbread cabin

MichaelRating, 5 stars6 months ago
We stayed for the Thanksgiving holiday as our family lives right across the street. The property could not have been more accommodating with location and was supplied with everything we needed. The host Kristi was great to work with!! We would definitely recommend and we will certainly be staying again in the future.
Superhost
Home in Stanwood
4.89 out of 5 average rating, 61 reviews

Modern Aframe w/ Hot tub, Lake Access+Boat Rental

TrentonRating, 5 stars3 months ago
Very serene and peaceful. The wrap-around porch pairs beautifully with the heavily wooded and hill-ridden geography. Just down the road is a gorgeous lake and though we did not have the chance to utilize the public lake access, the view at the guardrail on the bend of the road is within walking distance and is a great spot to pull off and enjoy the scenery. Less than 10 minutes away is a great pizza place and a small town bar and grill. There are also a few parks nearby. Highly suggest for a small group looking to escape the bustle, or a group looking for a golf retreat.
Guest favourite
Home in Stanwood
4.84 out of 5 average rating, 37 reviews

Cozy Canadian Lakes Cottage

KevinRating, 5 stars10 months ago
Host was very responsive to questions/needs as they came up. Was very accurate with description on property. Definitely would consider staying here again.
Top guest favourite
Home in Canadian Lakes
4.97 out of 5 average rating, 76 reviews

Lake House with 4 Kayaks and 3 Golf Courses

IvanRating, 5 stars4 days ago
A beautiful place in a great area. Really liked the discounted prices we received via our guest passes at the local golf courses

Weekly house rentals

Top guest favourite
Home in Tustin
4.94 out of 5 average rating, 139 reviews

Michigan Paradise-No wifi

DebRating, 5 stars5 months ago
The place is lovely and worked well for my family. The cost of a two night stay doubled w tax, cleaning fees, etc. We almost cancelled due to the final cost for two nights. Is it possible to offer short stays the option of cleaning themselves to eliminate that cost?
Top guest favourite
Home in Evart
5 out of 5 average rating, 20 reviews

Pet friendly modern lakeside cottage

MarthaRating, 5 stars5 days ago
Reggie’s cottage was the very epitome of peaceful and relaxing. It was very clean, comfortable and charming. The host was extremely attentive to answering questions promptly.The cottage was exactly as described online. We couldn’t have asked for a better place!
Guest favourite
Home in Le Roy
4.95 out of 5 average rating, 19 reviews

Lake House with Dock, Sandy Beach & Wooded Trails!

AdamRating, 5 stars1 month ago
Beautiful property! Enough space for the whole family and it was very clean too. Laurie was very responsive and helpful. We would love to be back in the future!
Guest favourite
Home in Evart
4.96 out of 5 average rating, 26 reviews

Paradise on the Peninsula with sauna

CesarRating, 5 stars3 weeks ago
This was our second time staying here, and we were just as happy as the first time. The place has such a cozy, welcoming vibe and everything was super clean and well taken care of, just like we remembered. The new sauna was an awesome surprise and definitely one of my favorite additions. We had a great time again and it really feels like a home away from home for us now. Big thanks to Cassandra for another wonderful stay, we’ll definitely be back!
Superhost
Home in Evart
4.8 out of 5 average rating, 30 reviews

Muskegon River House - Private

KareenRating, 5 stars1 month ago
Beautiful view of the river and very quiet. Host was very responsive, perfect getaway
Superhost
Home in Le Roy
4.53 out of 5 average rating, 15 reviews

80 Acres Retreat | Firepit, Hiking, Trails, Games

EmmaRating, 5 stars9 months ago
We had a great weekend with friends at Robert’s place. The location is private and peaceful. The house is big and comfortable with lots of things to do! Would definitely recommend :)
Superhost
Home in Evart
5 out of 5 average rating, 5 reviews

Country setting 2 bed/2bath remodeled trailer

BrianRating, 5 stars8 months ago
I loved the location and setting. I would definitely stay again. Also, I liked it was a short drive into town to get everything I needed.
Guest favourite
Home in Evart
4.84 out of 5 average rating, 230 reviews

Cozy Cottage of Lake Lure *No Cleaning/extra Fees*

Sue & JeremyRating, 5 stars1 week ago
My husband and I, along with our 3 Siberian huskies stayed for 2 nights. We wished it was for longer! Jenna granted us an extra hr for check out which we really appreciated! Also, this house is incredibly clean. We were both impressed. Overall, we really enjoyed our stay and would love to come back. Something to note: there’s about 3-5 ft of water before you get into “muck” and the lake is full of seaweed. We brought our paddle board and floated around. The water is very clear and it was actually quite beautiful to look at the fish and even the seaweed looked beautiful. There are some deeper parts that you could definitely avoid touching any weeds. But just something to note if you plan on swimming. Also, we didn’t explore the entire lake so not sure what the far half is like. SUNRISES ARE GORGEOUS HERE! I would book this place just to watch the sunrise. And lots of wildlife. I would think kids would really enjoy it! Turtles, geese, tons of fish, loons. Again, overall highly recommend

Private house rentals

Top guest favourite
Home in Tustin
4.94 out of 5 average rating, 139 reviews

Michigan Paradise-No wifi

DebRating, 5 stars5 months ago
The place is lovely and worked well for my family. The cost of a two night stay doubled w tax, cleaning fees, etc. We almost cancelled due to the final cost for two nights. Is it possible to offer short stays the option of cleaning themselves to eliminate that cost?
Top guest favourite
Home in Evart
5 out of 5 average rating, 20 reviews

Pet friendly modern lakeside cottage

MarthaRating, 5 stars5 days ago
Reggie’s cottage was the very epitome of peaceful and relaxing. It was very clean, comfortable and charming. The host was extremely attentive to answering questions promptly.The cottage was exactly as described online. We couldn’t have asked for a better place!
Guest favourite
Home in Le Roy
4.95 out of 5 average rating, 19 reviews

Lake House with Dock, Sandy Beach & Wooded Trails!

AdamRating, 5 stars1 month ago
Beautiful property! Enough space for the whole family and it was very clean too. Laurie was very responsive and helpful. We would love to be back in the future!
Guest favourite
Home in Evart
4.96 out of 5 average rating, 26 reviews

Paradise on the Peninsula with sauna

CesarRating, 5 stars3 weeks ago
This was our second time staying here, and we were just as happy as the first time. The place has such a cozy, welcoming vibe and everything was super clean and well taken care of, just like we remembered. The new sauna was an awesome surprise and definitely one of my favorite additions. We had a great time again and it really feels like a home away from home for us now. Big thanks to Cassandra for another wonderful stay, we’ll definitely be back!
Superhost
Home in Evart
4.8 out of 5 average rating, 30 reviews

Muskegon River House - Private

KareenRating, 5 stars1 month ago
Beautiful view of the river and very quiet. Host was very responsive, perfect getaway
Superhost
Home in Le Roy
4.53 out of 5 average rating, 15 reviews

80 Acres Retreat | Firepit, Hiking, Trails, Games

EmmaRating, 5 stars9 months ago
We had a great weekend with friends at Robert’s place. The location is private and peaceful. The house is big and comfortable with lots of things to do! Would definitely recommend :)
Superhost
Home in Evart
5 out of 5 average rating, 5 reviews

Country setting 2 bed/2bath remodeled trailer

BrianRating, 5 stars8 months ago
I loved the location and setting. I would definitely stay again. Also, I liked it was a short drive into town to get everything I needed.
Guest favourite
Home in Evart
4.84 out of 5 average rating, 230 reviews

Cozy Cottage of Lake Lure *No Cleaning/extra Fees*

Sue & JeremyRating, 5 stars1 week ago
My husband and I, along with our 3 Siberian huskies stayed for 2 nights. We wished it was for longer! Jenna granted us an extra hr for check out which we really appreciated! Also, this house is incredibly clean. We were both impressed. Overall, we really enjoyed our stay and would love to come back. Something to note: there’s about 3-5 ft of water before you get into “muck” and the lake is full of seaweed. We brought our paddle board and floated around. The water is very clear and it was actually quite beautiful to look at the fish and even the seaweed looked beautiful. There are some deeper parts that you could definitely avoid touching any weeds. But just something to note if you plan on swimming. Also, we didn’t explore the entire lake so not sure what the far half is like. SUNRISES ARE GORGEOUS HERE! I would book this place just to watch the sunrise. And lots of wildlife. I would think kids would really enjoy it! Turtles, geese, tons of fish, loons. Again, overall highly recommend

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