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Holiday Rentals in Osceola County

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Featured Holiday Rentals in Osceola County

COUPLE - on Hersey River, trails, close to golfing, parks and horseback riding
Welcome to The Purple Heart Trail Inn, a charming destination with a staircase leading up to its entrance.

COUPLE - on Hersey River, trails, close to golfing, parks and horseback riding

2.0 star property
9.6 out of 10, Exceptional, (5)
"Cute place to stay. It was relaxing woth the water running outside. Bed was comfortable. "
COUPLE - on Hersey River, trails, close to golfing, parks and horseback riding
Charming Rose Lake beach house
Relax on a serene lakeside deck with a tranquil view of the calm lake and surrounding trees.

Charming Rose Lake beach house

10.0 out of 10, Exceptional, (95)
"Easy booking, easy communication with owner, and a really nice weekend stay on a beautiful lake."
Charming Rose Lake beach house
Maple Lane Lake House
Step into a cozy cabin-like atmosphere with a rustic wooden staircase and arched doorways.

Maple Lane Lake House

10.0 out of 10, Exceptional, (50)
"The best cabin we've ever been to already booking our next trip This place is amazing it's so quiet peaceful it brought our family together It brought us all together we had so much fun it's this place was amazing"
Maple Lane Lake House
Cozy Cottage of Lake Lure
Enjoy cooking in this cozy kitchen with a central island, sink, stove, and refrigerator.

Cozy Cottage of Lake Lure

9.6 out of 10, Exceptional, (31)
"Peaceful, pretty, affordable. "
The price is €178
includes taxes & fees
16 Jul - 17 Jul
Cozy Cottage of Lake Lure
Crystal Rapids Retreat: Dive into Summer Fun – Tubing and Kayaking Paradise!
Enjoy cooking in this well-equipped kitchen with a microwave, stove, and refrigerator, and take in the view of lush greenery through the window.

Crystal Rapids Retreat: Dive into Summer Fun – Tubing and Kayaking Paradise!

2.0 star property
9.6 out of 10, Exceptional, (4)
"I really enjoyed my stay. It was the relaxing view of the Muskegon River that i liked. The house is very clean and had everything i needed. "
Crystal Rapids Retreat: Dive into Summer Fun – Tubing and Kayaking Paradise!
Family/Friend Retreat on Hersey River, close to trails, golf & horseback riding
Relax in a spacious living area with a comfortable leather sofa, dining table, and mounted TV.

Family/Friend Retreat on Hersey River, close to trails, golf & horseback riding

2.0 star property
Family/Friend Retreat on Hersey River, close to trails, golf & horseback riding
Adult Themed Cabin w/ Hot Tub
Compact kitchen with modern design, featuring white cabinetry, refrigerator, microwave, oven, and tile flooring.

Adult Themed Cabin w/ Hot Tub

10.0 out of 10, Exceptional, (29)
"Great place for a romantic getaway "
Adult Themed Cabin w/ Hot Tub
Quiet Cabin Setting on small river
Relax by the fire pit in a serene garden setting surrounded by a natural stream and a gravel path.

Quiet Cabin Setting on small river

9.6 out of 10, Exceptional, (150)
"It was really nice. The fireplace was great, the chairs were comfortable, nice view from the deck and in a quiet area. Also had a very accommodating kitchen. "
Quiet Cabin Setting on small river
Charming Renovated Cabin with a Cottage vibe. Thus "The Cabbage"
Enjoy cooking in this well-equipped kitchen with a large island, sink, and ample space.

Charming Renovated Cabin with a Cottage vibe. Thus "The Cabbage"

9.6 out of 10, Exceptional, (101)
"Everything was great. We recommend larger TV in the rooms. "
Charming Renovated Cabin with a Cottage vibe. Thus "The Cabbage"
Birchwood Resort & Campground
Enjoy a tranquil retreat in this cabin-style accommodation, featuring a porch, fire pit, and communal outdoor space with picnic tables and a bench.

Birchwood Resort & Campground

3.0 star property
9.2 out of 10, Wonderful, (150)
"It was very clean and decorated to feel like home."
Birchwood Resort & Campground
Cottage On the Shore
Escape to a serene cabin surrounded by lush greenery and tall trees, perfect for relaxation.

Cottage On the Shore

10.0 out of 10, Exceptional, (10)
"What a great lake cottage, perfect for the holiday with my spouse! We were able to dock our pontoon boat out front and enjoy the Tri-Lakes. Perfect spot to view the 4th of July fireworks."
Cottage On the Shore
Mackinaw Timbers Cabins
Cabin #1 The Loft | Private kitchen

Mackinaw Timbers Cabins

3.0 star property
8.0 out of 10, Very good, (1)
"Awesome place."
Mackinaw Timbers Cabins
Authentic Log Cottage on Wolf Lake
Cozy cabin interior with a stone fireplace, wooden ceiling, and comfortable seating areas.

Authentic Log Cottage on Wolf Lake

9.6 out of 10, Exceptional, (66)
"Fun family vacation."
Authentic Log Cottage on Wolf Lake
New 2 Bedroom 1 Bath on Dorner Lake! Fish, Hunt, Ski, Tube!!
Fridge, microwave, oven, stovetop

New 2 Bedroom 1 Bath on Dorner Lake! Fish, Hunt, Ski, Tube!!

9.6 out of 10, Exceptional, (18)
"We were very comfortable. Enjoyed our stay"
New 2 Bedroom 1 Bath on Dorner Lake! Fish, Hunt, Ski, Tube!!
The Channel Cabin with HOT TUB!
Cozy cabin kitchen with a stove, kettle, and sink.

The Channel Cabin with HOT TUB!

9.4 out of 10, Exceptional, (13)
"Quaint and peaceful. Very clean. Truly enjoyed our stay."
The Channel Cabin with HOT TUB!
The Little A frame
Cozy cabin surrounded by a wooded area, featuring a front porch and a small garden with flowers.

The Little A frame

9.6 out of 10, Exceptional, (31)
"Was nice"
The Little A frame
Little Manistee Riverfront Cabin w/ Fire Pit!
Relax in a serene outdoor setting surrounded by lush greenery and tall trees, perfect for dining or unwinding.

Little Manistee Riverfront Cabin w/ Fire Pit!

9.2 out of 10, Wonderful, (15)
"We had a great stay. View of the river was relaxing and peaceful. We were able to bring our dog and even he enjoyed the stay."
Little Manistee Riverfront Cabin w/ Fire Pit!
Bigfoot themed cottage. Dog friendly!
Kitchen features a microwave, stainless steel sink, and four-burner stove.

Bigfoot themed cottage. Dog friendly!

10.0 out of 10, Exceptional, (8)
"Very clean and comfortable, exactly as described in the listing. "
The price is €147
includes taxes & fees
27 Jul - 28 Jul
Bigfoot themed cottage. Dog friendly!
First Cabin On The Right
Enjoy cooking in this well-equipped kitchen with a central island, modern appliances, and ample lighting.

First Cabin On The Right

9.8 out of 10, Exceptional, (58)
"We enjoyed our stay in Cabin 1. Rode the white pine trail from Rockford to the cabin. Host was very quick to respond to our messages while planning the trip and location was perfect-right off the trail. Would recommend."
First Cabin On The Right
Waterfront Evart House on Chippewa Lake Channel
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and wooden cabinetry.

Waterfront Evart House on Chippewa Lake Channel

10.0 out of 10, Exceptional, (7)
"Our stay out here at Chippewa Lake was everything we needed. We had an absolute blast kickin it with each other out on the lake fishing and enjoying the views. Definitely get your bang for your buck at this property:) much love!"
Waterfront Evart House on Chippewa Lake Channel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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