Travelers don’t often schedule trips around their accommodations, but these spots may change your mind. Each year, VRBO shares its Vacation Rentals of the Year — homes with standout guest ratings and reviews, unique spaces and amenities, and “Premier Host” owners.
Check out these four 2025 Vacation Rentals of the Year that are within (reasonable) driving distance from Winston-Salem.
Mountain views while sipping wine and eating over a fire? We’re in.
Photo via VRBO
Gatlinburg, TN
~4 hours driving time
In search of a mountain retreat? Even in the dead of winter, this 7500-sqft cabin is an ideal getaway thanks to an indoor pool, theater and game rooms, multiple fireplaces, and exceptional views. Imagine the scenic dinners that could take place around this outdoor firepit-dining table combo.
Up to 12 guests can be accommodated at this peaceful Folly Beach rental.
Photo via VRBO
Folly Beach, SC
~4.5 hours driving time
Located on the Folly River, this rental is the perfect relaxing counterpart to Charleston’s bustling tourist season. The 5-bedroom, 4.5-bath home features a private pool, spa tub, and outdoor fire pit — visitors are also welcome to bring along their own boats.
Pro tip: Make a jam-packed agenda thanks to our friends at CHStoday, who can tell you where to dine, park, explore, and grab your morning coffee.
Too tired to climb those stairs after a long day at the beach? Take the elevator, darling.
Photo via VRBO
Seagrove Beach, FL
~10.5 hours driving time
Looking for a place to book with a large group of friends? This 7-bedroom, 7-bath Santa Rosa Beach house sleeps 20 — and has two pools. It’s also located on a private beach, features its own game room, comes with seven bikes, and has an in-house elevator.
Relax in the hot tub before heading out on one of Jewett’s many scenic hikes.
Photo via VRBO
Jewett, NY
~10.5 hours driving time
The drive time may be longer, but the average price/night for this Catskill Mountain home is a fraction of the others on this list. The rental is set on three acres of land and features a large outdoor deck, hot tub, fire pit, and game room. Bonus: It’s also dog-friendly.
