Holiday rentals in Castlewood

Little Red House on the corner

This stylish place to stay has recently been fully renovated, fully furnished with all the necessities, 2 Bedroom, 2 full baths. The Couch can be converted into an additional bed, allowing for for 6 guests. Open and inviting space w/ 10' Ceilings . There are smart TVs in both bedrooms, living and dining room. Kitchen has Induction Stove, dishwasher, microwave, plates, glasses, silverware, pots, pans and much more. Complimentary Coffee, bathroom supplies - toothpaste, toothbrush ,soap and shampoo

REELaxed on Watauga River, Fishing, Family Fun!

Welcome to REELaxed on Watauga River 🎣 Walk straight out your back door and fish anytime—no driving, no crowds. With over 1200 feet of private river frontage, nestled in the city of Elizabethton, this is one of the most unique locations. Recently renovated and designed for comfort, our home gives you the perfect mix of relaxation and adventure. Whether you’re casting a line, enjoying the fire pit, or just taking in the river views, you’ll feel completely REELaxed from the moment you arrive.

Unique Custom Built Home with Hot Tub & Pool Table

Welcome to "The Bristol Royale" and thank you for your interest in our property. We have spent the past few months carefully decorating and updating this beautiful place. We offer fast Wi-Fi, 3 big screen Roku TV's , coffee bar, King suite, 2 queen bedrooms, one bedroom that sleeps 4 and one private bedroom downstairs. You can enjoy playing pool, ping pong, cornhole and an assortment of other games plus relax in the hot tub and read a book at the fire pit table. Fire up the Blackstone too.

Cozy & Private "The Little Green Pig" Abingdon

Cozy space for a getaway!. Located a block off Main Street and walking distance of Historic Downtown Abingdon. We strive to make your stay special. The apartment has upgraded wifi, work space for your tablet, or device. Roku tv, full-size kitchen, and private bedroom with queen bed . Sofa bed suitable for two children, or, one adult. The backyard patio includes a play house for children with swings, slide, and zip line. Creeper Trail access from stay via the Abingdon Urban Pathway.

Hoss’s Tiny House

The tiny house is located behind a big garage with a large gravel parking lot. It is very secluded and quaint away from the main road. The parking area is behind at the back porch on the tiny house were you can sit and enjoy peace and quiet. We are 1 mi from South Holston Lake. 2 mi from Creeper Trail, 6 mi Main Street Abingdon, 8 mi downtown Bristol, 10 mi Bristol Speedway. We have farm animals in the fields beside the tiny house that are very friendly. All the farm animals enjoy visitors.

Bear Creek Cabin • Vineyard Views & Fishing Pond

Escape to Bear Creek Cabin, overlooking the pond at MountainRose Vineyards. Enjoy peaceful porch views, modern comfort, and easy access to winery tastings, mountain trails, and quiet evenings under the stars. Perfect for couples, solo travelers, and small groups/families seeking a serene getaway. Fishing is allowed in the adjacent pond with a waiver signature. Must bring your own fishing equipment. Wine and charcuterie options can be pre-ordered to be waiting in the cabin for your arrival!

Cutest little farmhouse in Bristol.

Relax in total comfort at this lovely, private farm house. We are located right off of 11W close to I81. 7 minutes to the Pinnacle and Bristol Regional Medical Center, 15 minutes to the Hard Rock casino and downtown Bristol, TN/VA. The house is over a 100 years old, but the interior remodel has all the modern conveniences you need to make yourself at home while you enjoy all Bristol has to offer! All the privacy you could want, a large yard, and a fire pit add to the enjoyment of your stay.

Bob's Bridge

Welcome to Bob’s Bridge, our Hidden Valley Hideaway. We hope you’ll enjoy sitting on the front porch with a cup of coffee in the morning and watching the mist rise up from the stream the bridge crosses. Don’t be surprised if you see a flock of turkeys or a handful of deer wandering around. They appreciate the stone bridges and walls built by hand by Bob, who loved all nature. Bob’s Bridge is intimate and rustic, and we hope that’s what you were looking for when you decided to stay here.

The Nest on Mill

If your looking for a relaxing or adventure filled get-away in SW Virginia Mts, look no further than the Nest on Mill. “The Nest” is centrally-located and close to everything for those looking to explore Virginia's scenic attractions such as Tank Hollow Falls, Pinnacle Natural Area Preserve, Big Cedar Creek, St. Paul's Water & Spearhead Trails. With Abingdon and Bristol just around the bend, your getaway will be filled with great food, music, historical attractions. Start your engines!

Verna’s Place Country Cottage Peaceful Retreat

Unwind at Verna’s Place, a quaint country cottage nestled in the mountains of Southwest Virginia. This home, located in Wise, Virginia is a little over 4 miles from the campus of UVA-Wise and less than 2 miles from the local winery. Enjoy the serene mountain setting by relaxing on the patio or enjoy all the dining, shopping and outdoor activity options located just minutes away. Bigger is not always better and this unique country cottage is a perfect getaway for travelers of all types.

St. Paul: Roscoe's Retreat- Studio Loft Apartment

Roscoe's Retreat is a studio loft garage apartment that feels like home. There are steps leading to the second floor with roomy deck and private entrance. Sit on your deck and enjoys beautiful sunset views or stroll through our quaint town. This space has everything you need including a full kitchen, bedroom area, bathroom, Wi-Fi and washer & dryer. Bringing your 4 wheeler to enjoy the hundreds of miles of trails? No problem we have a single garage for off road parking of your ATV.

Coming to Rhythm & Roots? We Have Your Stay!

🎶 Coming to Rhythm & Roots September 11–13? Your perfect getaway is still available! 🏡 Stay at The Cabin in Disguise in peaceful Mendota, just a short scenic drive from Bristol. After a fun-filled day of music, come home to your private cabin-style home with a cozy interior, covered porch, grill, fire pit, fully stocked kitchen, and everything you need to relax. Create memories, unwind,Relax, Enjoy and be our guest! ❤️