The Winchester Cottage
An Authentic Coastal Cottage
Discover one of the most unique and charming Carrabelle vacation rentals: Winchester Cottage, owned by The Old Carrabelle Hotel. Nestled under majestic oaks just up the street from the hotel, this one-of-a-kind cottage offers ultimate privacy with modern conveniences and historical charm.
One of the few remaining authentic Florida coastal cottages, Winchester Cottage is 1933 vintage. Just five blocks from Carrabelle Harbor and two miles from the beach, this picturesque cottage stands apart from other Carrabelle FL vacation rentals.
In the 1930’s, a local builder constructed this house for his daughter Emma and presented it to her as a wedding present. Miss Emma and Mr. Emmitt Winchester lived out their lives here, and there are relatives still in town, down to the great-grand level.
Winchester Cottage is constructed from 1930s tongue-and-groove heart pine, used throughout the home’s floors, walls and ceilings. The house sits up two easy steps, so that it is well-ventilated underneath. Running the full width of the house, the large, breezy front porch is perfect for entertaining a crowd, reading or relaxing. Screen doors at the front and back of the cottage allow for nice air circulation for those who prefer fresh air to A/C. This recently remodeled, fully-furnished three-bedroom, one-bathroom house includes cable TV, WiFi and ample parking.
Sidewalks are available in nearly all downtown areas, which are easily accessible from the cottage. The property sits at the start of one of the best walks in the area. This three-mile course takes you down to and around Carrabelle Harbor and then along a lane between a Florida swamp and the Gulf of Mexico.
Ready for a bite to eat? There are half a dozen restaurants in Carrabelle, and even more dining options across the Forgotten Coast.
The Big Bend Scenic Byway, which runs along our coast, recently was named a U.S. Scenic Highway. Winding for more than 200 miles through coastal and forest roads, The Big Bend Scenic Byway is bursting with wildlife viewing opportunities—and your base at Winchester Cottage is the perfect launch point for exploration.
Nightly (3-night minimum)
Cool Months: $525
Warm Months: $575
Cool Months: $700
Warm Months: $900
Cool Months: $2,000
Warm Months: $2,500
If you’re searching for the most unique Vacation Rental Carrabelle FL has to offer, look no further than Winchester Cottage.