Holiday rentals in Dillsboro

The Whistle Stop – A Timeless Charm / Nostalgic

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.

Riverfront Cabin | Fish, Hike & 5 Min to Sylva

Welcome to Laurel Bush Riverfront Cabins! This cozy cabin sits right on the peaceful Tuckasegee River, where you will wake up to soothing water sounds and enjoy quick access to the Great Smoky Mountains. Relax on the spacious deck perfect for fishing and grilling, with all the essentials for a comfortable stay. 🔸 Riverfront on Tuckasegee River 🔸 Spacious deck for fishing and grilling 🔸 Two queen bedrooms plus queen sofa bed 🔸 Five minutes to Dillsboro and Sylva 🔸 Stocked river for fishing

Tuckaseegee River House

Tuckasegee River House - 4 Bed/2 Bath/ Sleeps 6. Get as close to the water as possible! Large Covered Deck overlooking the river with Hot Tub under the stars! Unwind outside around the riverside fire pit. World class trout fishing just steps away. Just a short drive from downtown Dillsboro & Sylva, 10 minute drive from WCU, 20 minute drive from the Great Smoky Mountain Railroad’s Polar Express in Bryson City, and 45 mins from Asheville! Perfect for fisherman, families or romantic get-a-ways!

The Kimble | Hot Tub with River & Smoky Views

Welcome to The Kimble! This magical riverfront tiny house is the perfect nature escape, just 20 minutes to the Great Smoky Mountains and 5 minutes to Sylva and Dillsboro. Fish right on the property, rent kayaks or go rafting just 2 minutes away and enjoy beautiful hiking trails nearby. Wake up in a cozy king bed to the soothing sounds of the Tuckasegee River. ◆ Spacious King Bed ◆ Hot Tub with Beautiful River & Mountain View ◆ Close to Walking Trails & Outdoor Activities ◆ River Access

Catamountain River House. Relax by the River!

Our beautiful home is located in the heart of the Great Smoky Mountains. Our house is located directly across from the beautiful Tuckasegee river which is a great trout fishing spot! Only one mile from Dillsboro, ten minutes from downtown Sylva, 15 minutes from Bryson City home of the Polar Express train ride!!! 15 minutes to Cherokee and Harrahs Casino, and just 30 minutes from Cataloochee Ski Area. Only ten minutes to WCU. Right off of Hwy. 74 and 441. Amazing location book today!

Windcrest Loft- charming retreat near the river.

Welcome to Windcrest Loft! If you’re looking for a homey place to stay while visiting the mountains, this is it! Kids and pets are welcome too. Centrally located, within minutes to shops and restaurants in Dillsboro and Sylva, 10 mins to WCU and 20 to Franklin, Bryson City & Waynesville. Convenient Tuckasegee river access across the street and close to many hiking spots! When not touring the area, relax outdoors and enjoy the antics of our resident goats, donkeys, geese and chickens.

*Sylva Escape* - 3 min to downtown/10 min to WCU!

Our home is newly renovated & located in the heart of Sylva, ~1.5 miles from all the Main Street shops & restaurants. Very convenient to WCU, Harrahs Casino, Pinnacle Park, Harris Hospital & Blue Ridge Parkway. Neighborhood is quiet & family-friendly, with a ~0.88 mile "loop" with minimal traffic - great for morning walk/run. Relax inside or outside on the furnished patio as you enjoy all that beautiful Western NC has to offer. Perfect for couples, families, or solo travelers!

Riverfront Family Home, Personal Beach and Fishing

This family-friendly Cullowhee vacation rental home is situated directly on the Tuckaseegee River, offering a quiet home base for a peaceful retreat. Located just 5 minutes to WCU campus and about 8 minutes to downtown Sylva, you'll enjoy shopping, dining, and unbeatable convenience. The Tuckaseegee River area offers plenty of outdoor fun including hiking and mountain biking trails. Find skiing just 30 minutes away for fun on the slopes, and a casino if you're feeling lucky!

Above the Clouds

Enjoy the most relaxing mountain getaway in the heart of the Smoky Mountains with this modern 2-bedroom, 2-bathroom home nestled above Whittier, NC. Wake up feeling like you are in the clouds with the best view in NC. Enjoy fishing, kayaking, rafting on Tuckasegee River right below! 20 minutes from Cherokee (Harrah’s and more fishing!!) 10 minutes from Sylva, 5 minutes from Dillsboro Nearby breweries Comes with brand new appliances, hairdryer, ironing board, free wifi.

Cozy cottage

Keep it simple at this peaceful and centrally located cottage just 5-minutes to the hospital and main street where you'll find plenty of shopping, food and craft breweries. 12- minutes to the nearest blue ridge parkway entrance, 10-minutes to rainbow trout fishing in the beautiful Tuckasegee river, 13-minutes to WCU and 23-mintues to the Cherokee casino. Come enjoy watching the green crawl up the mountains and the flowers blooming this spring in our cozy cottage!

Loft Apartment Historic Downtown Main Street Sylva

This loft apartment is unique to our area. It is located on the ground floor right on Main Street steps to shopping, dining, and breweries A wall of windows overlooking Mill Street allows for nice light and views. The high ceilings and exposed brick give the space an urban feel. The loft has Wifi and a smart TV set up with Netflix. There are games, puzzles, a ping pong table, swing, and books available for your enjoyment. Find us and tag us on Insta @sylvastay

2BR/2BA MtnView Family Home

Our cozy mountain home sits on a peaceful knoll with stunning 180° views of the Blue Ridge Mountains and valleys from the large 36' covered porch. Just a short 10-minute walk down through our neighborhood on a paved road brings you to the beautiful Tuckaseegee River—perfect for trout fishing, kayaking, and tubing. Whether you’re here to relax or explore, our home is a perfect base for your mountain getaway. We’d love to welcome you!