
Holiday rentals in Castlewood
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Top-rated holiday rentals in Castlewood
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Cabin-Style Retreat/Firepit/Near trail
Welcome to The Cabin in Disguise, a private, thoughtfully remodeled home with rustic cabin-style finishes in the hills of Mendota. Relaxing getaways or family trips near Bristol. Enjoy a peaceful setting with covered porch seating, firepit with wood provided for evenings under the stars. Inside you will find fully equipped kitchen, coffee bar, comfortable gathering spaces, and everything needed for a relaxing stay. Near Mendota Trail, Carter Fold "Create Memories and be our guest"

The Ark at Zion Ranch
Nestled in the heart of a 35 acre ranch this modern A-frame offers all the essentials for a comfortable stay. Featuring 24 foot walls with floor to ceiling glass looking into a private forest. You'll find everything you need for a relaxing visit, including a fully equipped kitchen, deck, luxury and adjustable queen bed plus a twin in the loft and sofa that converts to a bed, there’s room for the family! The minimalist design makes this an ideal getaway for those seeking peace and simplicity.

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.

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.

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!

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.

Hot Tub, Fire Pit, Ping-pong, Mt. View , & Privacy
Welcome to Stoney Creek Cabin! Enjoy a peaceful, private, and relaxing stay in our newly (2024) built cabin. We cut and milled the trees and built this cabin on our 50 acre farm and want you to enjoy it. It features a hot tub, ping-pong, foosball, porch swing, and firepit. Whether it is a family vacation or a romantic getaway this cabin will provide the opportunity to reconnect with the ones you love. 8mi to Elizabethton, 16mi to Johnson City and Bristol. Book your stay today!

Happy Trails Cottage Guest House
Newly remodeled cottage located in serene country neighborhood within 30-40 minutes of Devils Bathtub, Carter Fold, Natural Tunnel State Park, Spearhead Trails, Scott Co Horse Park, Clinch and Holston Rivers, Mendota Fire Tower. Within an hour of Bristol Motor Speedway. Sip your morning coffee on the back porch while watching Charolais cattle graze. Commune with nature and feel the stress slip away. Enjoy the run of the house! Morning coffee is provided.

Tiny Treepod - Hot Tub, Views, Romantic Oasis
The newest of the Tiny Escapes properties, the Tiny Treepod offers a unique and upscale experience for the nature loving adventurer. Have it both ways with a retreat in nature AND a 10 minute drive to historic downtown West Jefferson or quaint Todd or 25 minutes to Boone. Enjoy the well appointed custom dome with hot tub, fire tables, grill, hanging chairs, dining nook, and comfy outdoor furniture. Relax and refresh while experiencing the joy of tiny living!

Cozy Cottage in The Wilderness
Escape the hustle and bustle of life in this quaint and cozy home in the mountains of Southwest Virginia. The property boasts breathtaking views of the Appalachian Mountains, a private pond, a fire pit and several outdoor activities to enjoy with the entire family. Enjoy your home away from home by unplugging and relaxing in the serenity of nature. We now have WiFi in the home as well for those who like to stay connected!
Popular amenities for Castlewood holiday rentals
Other great holiday rentals in Castlewood

The Trapper Shack

Bob's Bridge

Cozy and Modern "The Crow's Nest" Abingdon

Ivy's Cottage in Abingdon, VA, 2 bdrm, 1 bth

Cozy riverfront cabin on 106 acres near Bristol

The Starlite

The Creekside Lodge

Cozy Cottage at Wise
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- Bristol Motor Speedway
- Grayson Highlands State Park
- Hungry Mother State Park
- East Tennessee State University
- Virginia Creeper Trail
- Bristol Caverns
- Steele Creek Park
- Sycamore Shoals State Historic Park
- Bays Mountain Park & Planetarium
- Warriors Path State Park
- Barter Theatre
- Natural Tunnel State Park
- Sugar Hollow Park
- Winged Deer Park
- Founders Park





