The Whistle Stop – A Timeless Charm/Nostalgic | House in Dillsboro, NC

Summary:
The Whistle Stop is a unique, beautiful historical home in the middle of Dillsboro, N.C. This charming home boasts a rich history, having served both as a private residence and as a traditional bed & breakfast over the past century. Originally known as the Old Towne Inn in the early 1900s, it has welcomed guests for over 100 years with its timeless character and hospitality.
From the moment you set foot on this rustic, nostalgic property, you're embraced by a sense of history and timeless charm. Every corner of the home tells a story—crafted with exquisite details that evoke a deep sense of warmth, relaxation, and family. It’s a place where heritage meets comfort, offering a truly one-of-a-kind living experience.
Most recently, the home was lovingly operated as a full-service bed & breakfast by Larry and Gladys, with Gladys bringing her personal touch to the kitchen—crafting customized breakfast menus tailored to each guest’s preferences. Their hospitality created lasting memories for countless visitors. After a rewarding chapter, Larry and Gladys have chosen to retire, entrusting the continued care and guest experience to David through Vacay Valet. Under his stewardship, this historic home will continue to offer an unforgettable stay—just as it has for more than a century.
*A quick note about the layout: While this property was previously an inn, the bedrooms were previously rented individually and the bathroom design reflects that history. Each of the four bedrooms comes with its own full bathroom. Three bedrooms feature en-suite baths within the bedroom space, while the fourth bedroom’s full bathroom is located immediately outside its door, offering both privacy and convenience.
The Space:
☆☆ HIGHLIGHTS ☆☆
✹ 4 unique bedrooms; 2 king beds, 2 queen beds, and 1 full/double bed
✹ 5 full bathrooms
✹ Full kitchen fully equipped with all the necessary appliances
✹ Spacious living room w/ a flat-screen smart TV + gas fireplace
✹ Unique sitting/dining room that invites meal time or entertainment time
✹ Full frontal porch with numerous setting options
✹ Private 2nd floor porch w/ a beautiful view of Dillsboro
✹ High-speed Wi-Fi
✹ 5 flat screen smart ROKU televisions allowing easy access to your streaming desires
★★ BEDROOMS / SUITES ★★
After a long day of fun and adventures, there’s no better feeling than retreating to a comfortable bedroom. All of the four bedrooms offer a private and relaxing space to rest, with plush beds, flat-screen smart TVs, and ensuite bathrooms.
✹ Pullman suite: Savor the tranquility of the past as you enter this first floor historic bedroom overlooking Dillsboro. This beautiful King Suite with sitting area is an ideal room to retreat, rest and rejuvenate. Featuring 1 King and 1 Full bed, ensuite bathroom and flat screen ROKU television.
✹ The Ashby: Timeless elegance and modern comforts meet in this bedroom. Head up to the second floor and nestle into the fine linens that cover the stately king bed. Relax every muscle and quiet every nerve, settle in a stream your shows on the ROKU flat screen television. The Ashby's full bath is just outside the bedroom door.
✹ The Conductor's Quarters: The Conductor's Quarters at Whistle Stop Inn, has all the luxurious trimmings for your mountain getaway. The room's bright but clean design mixes upscale elegance with train-travel flair. The focal point of the room is the vintage claw foot tub. Featuring 1 Queen bed, ensuite bathroom, and ROKU flat screen television.
✹ The Caboose: The elegant simplicity of this room is enhanced by its classic choice of an inviting queen bed. Also featuring ensuite bathroom, gas log fireplace, and ROKU flat screen television.
★★ BATHROOM SUPPLIES ★★
✔ Hair dryer
✔ Fresh towels
✔ Shampoo / Conditioner
✔ Soaps
★★ KITCHEN & DINING ★★
The newly-renovated kitchen is the perfect place to cook family favorites for your loved ones. Enjoy modern stainless steel appliances, sleek and spacious countertops, and a coffee station/wine corner for all your beverage needs.
✔ Fully-stocked kitchen
✔ Basic cookware + dinnerware, plus a few extra appliances such as a waffle maker
✔ Coffee station w/ a kick starter supply of k-cups
✔ Breakfast bar w/ seating
✔ Two tables w/ additional seating
★★ LIVING ROOM ★★
The spacious living room provides a cheerful atmosphere. There’s plenty of room for the whole family to kick back and relax, share pleasant tales, laugh and plan for another exciting day around Dillsboro and surrounding towns.
✔ Plush seating options
✔ Flat screen ROKU television
✔ Board games
✔ Beautiful natural mountain sunlight
★★ OUTDOOR SPACE ★★
Step out onto the front porch or side patio for a colorful sunrise or sunset. The beautiful mountain views are sure to capture your attention, helping to create lasting memories while find your peace, soak in the fresh mountain breeze or simply spend time with loved ones.
✔ Private balcony, porch and patio w/ beautiful mountain views
✔ Walk to any destination around Dillsboro from the front door.
★★ LOCAL ATTRACTIONS / ACTIVITES ★★
✹ Fly Fishing
✹ Whitewater rafting
✹ Great Smokey Mountains Railroad
✹ Hiking trails
✹ Ziplines
✹ Shopping
✹ Golf
✹ and much, much more!
All these activities and more are within your reach when you book with us!
★☆ Book Today & Let Us Take Care Of You at The Whistle Stop Inn! ☆★
Guest Access:
✹ GENERAL: Guests can enjoy private access to the entire home.
✹ PARKING: Free parking is available. Detailed parking instructions are provided in separate messages.
✹ WORK FROM HOME: There is free, high-speed Wi-Fi available throughout the home.
✹ PETS: Pets are welcome. Please review the Pet Policy and reach out for any addition questions or concerns.
✹ COMMUNITY ACCESS: Walk across the street and you are in the heart of Dillsboro, N.C. Take a short drive and explore more of North Carolina.
Don’t hesitate to reach out with any questions - we look forward to hosting you!
Other Things to Note:
We welcome pets as per your booking, please respect these following requests to keep our home enjoyable for everybody.
PET RESTRICTIONS:
- The following rules apply to any Guest(s) who may have a pet(s) accompanying them on their stay. We are a pet friendly property and wish to continue to be able to provide this option to our Guests. STRICT COMPLIANCE with these rules is REQUIRED.
1. ALL PETS MUST BE LEASHED AT ALL TIMES WHILE OUTSIDE OF THE HOUSE AND NOT ALLOWED TO WANDER FROM THE PROPERTY AT ANY TIME. This rule is both for the peaceful enjoyment of the property and for the adjoining property owners. In the event that a complaint is made relative to the behavior of your pet(s), whether it be wandering or creating a disturbance by excessive barking, it shall be the responsibility of the Guest to either promptly vacate the property for the remainder of the stay or place the pet(s) in a local boarding facility.
2. Guest is responsible for cleaning up any/all pet refuse/waste.
3. Pet(s) are not allowed on any furniture at any time. Any evidence of pet(s) on furniture may/will incur extra cleaning fees.
4. Pet(s) must not cause damage to premises or furnishings. If damages are caused, the cost of the damage may/will be deducted from the security deposit. To the extent that the security deposit is insufficient for damages attributed to the pet(s) or Guest, Guest shall be responsible for the additional expense, together with cost of collection, including attorney fees, if any.
5. Guest must prevent pet(s) from producing excessive noise at a level that disturbs neighbors.
6. Pet(s) will not be left unattended for an undue length of time, either indoors or outdoors. Pet(s) will not be left unattended on site, dock, patio, or porch.
7. Pet(s) shall be 30 lbs. or less (not to exceed 2 pets). Please submit request for Pet Approval to Host, David (property manager/Vacay Valet) by listing out breed, weight, and quantity when booking. Host David (property manager/Vacay Valet) will confirm acceptance of Guest’s pet(s) by corresponding with Guest.
*Guest is described as to the inquiring/booking Guest (OTA platform profile) only. The inquiring/booking Guest (OTA platform profile) will be solely responsible for the function and assurance of this agreement.
Interaction with Guests:
We are available for any needs as long as you are visiting with us, we are available but will also stay out of your way. Easy and quick communication. Check out our other listings for all of our 5 star reviews.

The Whistle Stop – A Timeless Charm/Nostalgic is located in Sylva. The Whistle Stop – A Timeless Charm/Nostalgic provides accommodation, featuring Air Conditioner, Bedding/Linens, Internet, among other amenities. This House features Air Conditioner, Bedding/Linens, Internet, to make your stay a comfortable one.

The Whistle Stop – A Timeless Charm/Nostalgic has 4 Bedrooms , 5 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Sylva has interesting places to visit. If you want to learn more about the House in Sylva, such as places to visit and things to do nearby, you can check below to learn more.